118: Pro Athlete Turned Tech CEO Reveals Path to Entrepreneurial Success| Lyle Adams

Release Date: 

February 21, 2025

Release Date: Jan 16

Are you struggling to build a team that takes true ownership of their work? How do you transition from being hands-on with every decision to empowering others to drive results?

In this episode, former professional soccer player turned tech entrepreneur Lyle Adams shares his journey from walking on at Wake Forest University to becoming one of Uber’s first 100 employees and founding Spry, a fast-growing athletic compliance platform. Through his experiences as an athlete, early Uber employee, and founder, Lyle provides invaluable insights on building high-performing teams, maintaining authenticity during organizational challenges, and the power of curiosity in driving professional growth. His unique perspective bridges the worlds of elite athletics and business leadership, offering practical wisdom on delegation, talent development, and creating a culture of ownership.

What You’ll Learn:

  • Why curiosity is the fundamental trait that enables both athletic and business success
  • How to transition from being the technical expert to an effective leader who empowers others
  • The importance of being authentic and transparent with your team during organizational challenges
  • Why hiring people smarter than you is key to scaling yourself as a leader  
  • How to create a culture of ownership vs. “renters” in your organization
  • The critical balance between remote work flexibility and in-person collaboration
  • Why great leaders should aim to make only 8 major strategic decisions per year

In This Episode:

  • (00:00) Introduction to Lyle Adams – Damon introduces Lyle and his remarkable journey from professional soccer to tech entrepreneurship.
  • (02:46) Walking On at Wake Forest – Lyle shares his story of perseverance and earning a spot on one of the nation’s top soccer programs.
  • (09:29) Winning a National Championship – Lyle reflects on the camaraderie and culture that drove his team to victory.
  • (14:34) Life as a Professional Athlete – Lyle discusses the challenges of transitioning from college to the pros and lessons learned along the way.
  • (22:44) From Soccer to Tech – Lyle talks about his transition to the corporate world and the pivotal moments that led him to Uber.
  • (28:58) The Uber Experience – Lyle recounts his time as one of Uber’s first 100 employees and the lessons learned from scaling a global game-changer.
  • (39:43) Founding Spry – Lyle explains the inspiration behind Spry, its mission, and how it empowers student-athletes in the NIL era.
  • (46:17) Advice for Founders – Lyle offers practical tips on leadership, delegation, and staying focused as a startup founder.
  • (54:26) Reflections on Fatherhood – Lyle shares his experiences as a new dad and the lessons he’s learning from this exciting chapter of life.
  • (56:05) Where to Connect with Lyle – Lyle shares how listeners can reach out and learn more about Spry.

About Our Guest:

Lyle Adams, Founder and CEO of Spry, a leading athletic compliance platform serving over 200 customers, brings a unique blend of elite athletics and tech industry expertise to his role. As one of Uber's first 100 employees, he spent six years in key leadership positions helping scale the company's operations and analytics capabilities. Before his successful transition to tech, Lyle was a professional soccer player in Major League Soccer, having earned his spot as a walk-on at Wake Forest University where he led the team to a national championship. His journey from professional athlete to tech executive and entrepreneur culminated in founding Spry, where he leverages his comprehensive experience to revolutionize NIL technology for athletic departments and student-athletes.

Resources Referenced:

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Introduction to Lyle Adams – Damon introduces Lyle and hisremarkable journey from professional soccer to tech entrepreneurship.

0:00

I think Curiosity has led me to where I am today so lookingat the pro game where I think any Corporation it's being

0:06

self-aware it's a mental thing in my eyes like I know whatI'm really good at work-wise and I know what I'm really not

0:12

good at you have to delegate to be successful but I thinkthe key with delegation is how do championship teams

0:18

and thriving startups win our guest today has a nationalchampionship ring played a pivotal role at one of the most

0:24

game-changing companies of our time and is here to share howtrust commodity and high performing cultures lead to

0:31

Unstoppable success welcome to the learn itall podcast theshow for today's leaders who want to get ahead and stay

0:37

ahead because we believe that great leaders aren't born ormade we are constantly in the making I'm your host

0:43

Damon Lembi two-time best-selling author and CEO of learn ita live learning platform that has helped upskill over 2

0:50

million people over the past three decades I'll be joiningin a moment by Lyall Adams a walk- ont National

0:56

Championship winning athlete former pro soccer player one ofthe first 100 employees at Uber and founder of spry a

1:04

super successful startup I'm going to ask Lyall to sharewith us how to overcome setbacks why leaning into your

1:10

strengths are key to growth and his secret to building Highperforming teams that win on and off the field can you

1:16

share one piece of advice that's been pivotal to yoursuccess I think Curiosity has led me to where I am today

1:24

um whether that was as a professional athlete how do I getbetter being curious like Hey how do I improve my

1:29

game right CU like at that level everyone's good so like youknow it's a game of inches and margin so being

1:35

curious maybe might not be the right phrase there but it'slike how do you get better and then from a professional

1:40

standpoint that Curiosity pushed me to like explore newavenues or opportunities or

1:46

you encouraged me to apply for Uber back then because I wascurious I like to

1:51

tell some folks I took a my first ride and I was like thisis Magic I had an aha moment and everyone says in the tech

1:58

world like once you have a customer in the Ala moment whenyou have something correctly that led me to be curious

2:03

about how do I get to these locations differently so my onebit of advice was

2:09

would be to be curious or having have a have a curiosityabout yourself to be

2:14

better in any aspects of life I think that that is fantasticand you know I I

2:20

talk a lot about the learn it all leader and one of the keytraits is curiosity I think great leaders great athletes they

2:26

are curious and they're humble enough to know hey I don'thave all the I don't have it all figured out so let me learn

2:32

from others ask questions and and really listen so uh that'sa fantastic piece of advice well let's let's take it back

2:39

let's uh let's talk about your uh career uh walking onstarting at walking on at

2:44

um Wake Forest well that's a wild story um first of all Ineed to like thank my college coaches for giving me the

Walking On at Wake Forest – Lyle shares his story ofperseverance and earning a spot on one of the nation’s top soccer programs.

2:50

opportunity so my junior year of high school my club soccerteam fell apart um

2:57

culmination of four or five different events one of mycoaches was going to

3:02

law school another coach unfortunately didn't have a studentvisa extended so he had to go back to Scotland or team

3:08

manager was moving on to something else a couple of guyswere moving so or club team kind of fell apart going into my

3:14

junior year which happens to be the biggest year ofrecruiting for college sports so I somewhat fell through the

3:20

cracks um many schools in Florida were recruiting me but Ihad aspirations of playing ACC soccer because I felt like I

3:27

had the ability to do so so a pawn senior year comes aroundI talk to my parents and they go hey these are the

3:34

schools that are looking at you are giving you potentialscholarships what do you want to do I said hey I want to try my luck at some ofthese ACC schools

3:41

my parents said sure so I applied I got into some of themWake Forest was one of

3:46

the schools I got into and I said hey I want to try to playsoccer there um but obviously wake is a top 15 program in

3:54

the country um so I actually emailed the coach raw and saidhey I would love an opportunity to walk on no response um on

4:02

new student orientation day I swing by the coach's office tohave a conversation right so the day that all

4:10

prospective students are on campus walking around I decidedto swim by the soccer coach and I made a pitch to

4:16

him uh coach Jay would love the opportunity to walk on asyou can imagine he was somewhat flabbergasted by

4:22

this uh didn't really happen at that time um but he was hewas he was respectful he was gracious like um the

4:28

current coach Bobby Muse now and Coach Jay and Carson Portersaid hey thank you so much for your your interest obviously

4:34

like we have a good roster for next year but we'll make somecalls if you're willing to put in the work and just be

4:40

part of the team we would love to have you if you pass thereference checks fortunately enough for me one of Coach

4:47

Bobby's good friends was a coach at South Florida and I grewup in Orlando

4:52

so he basically said hey the kid's a good player we werelooking at him to come here but he wants to play ACC

4:59

soccer go to an academic school so we kind of put her hatout of the race um so that basically warm referral gave me

5:06

a chance to walk on at wake and I'm in true walk-on wasn'tpart of the plan wasn't part of this um I wore number 30

5:13

because I was the 30th first one on the roster and that waskind of the omen um but showed up at preseason had a good

5:19

preseason worked hard and was fortunate enough to you knowbe named a starter for a first game as a freshman really so

5:26

yeah I played four years I think that's one of the most I'ma typically modest

5:31

guy one of the things I'm most proud of in my life um I'mnumber I'm in top five

5:36

of games started in games played at Wake Forest in schoolhistory um and there's been some really great players that have

5:42

played wow that's a big accomplishment man that's one of mythings I'm actually secretly quite proud of um like I said

5:49

it comes down to my teammates I I still give a lot of creditto my coaches because like soccer doesn't have a lot of

5:57

scholarships right so having a walk on coming and reallygiving them a chance to play and honestly earn their spot on

6:03

the team takes a lot of like leadership and strength andlike he gave me a fair chance you didn't have to and I'm

6:09

forever grateful for that opportunity because that's one ofI would say one of the the change moments in my life that

6:15

had really altered my trajectory so like that was the storyso the walk- on just

6:20

played a lot um so I have a really good relationship withall my college teammates and college coaches because we

6:26

all have a lot of jokes about my experience that's awesomeand you know it's almost in Reverse of mine I went as

6:33

a preseason All-American full scholarship to Pepperdine butunfortunately I I kind of came in for

6:40

whatever reason with imposter syndrome you know doubtingmyself how did you as a walk on come in with the

6:48

self-confidence uh to just be able to do it I think thatthat's something that's awesome and and I think people at any

6:54

level in their career let's say we have a listener who justgot promoted as a manager and maybe they're unsure if they

7:00

can do it because they've never done it before in a roomwith all these Senior People how did you do that I don't know

7:06

if there's specific steps like obviously you have to have uman underlying belief

7:11

of like self-confidence but not arrogance right I thinkthere was times in my freshman year like I probably

7:16

bordered too much on one side of that the Arrogant side andit kind of like led me to like get or not maybe it

7:22

helped but at the same time like I think I realized in someof the similar practices hey I can kind of hold my own

7:29

here like yes there are things that other players are betterat than I am but there's things that I'm also really

7:35

really good at so if I can kind of lean into my strengthsright maybe this now

7:41

works out I just really wanted a chance right you know if Ididn't play I don't think I would have been upset right I

7:47

just wanted a fair shot because that's what was kind ofupsetting about my club team falling apart because I felt like I

7:53

was not giv I didn't have the same access as some of mypeers you went to better tournaments I just didn't have a

7:59

good club so for me going in there I was like hey if I trymy best and I fail I'm good enough with that right I just wanted to

8:05

have my best foot forward and that ended up being goodenough to impress the

8:10

coaches and for them to like have faith in me to become aand to play so it was a really humbling experience you as a

8:17

team we made three consecutive final fours we won a nationalchampionship like so I'm forever grateful

8:24

that right place right time if that makes sense I don't knowif it works a year later I don't know if it works year

8:29

before it was just like the stars had aligned and obviouslyyou to put the work in to get there but with all those

8:36

things it happened to really work out positively for me yeahI I understand the right place right time and all that

8:43

but I'm also a big believer that you create your own luckright you know if you didn't put yourself out there in

8:48

that position it wouldn't matter what time it was so um suremaybe there's a

8:54

little bit of luck in there but I think you created your ownluck I don't want to just pass over this you won

9:00

the national championship I mean that that is incredibleright so what was it

9:05

about that team because again I mean there there are greatteams you know there are people with great talent and

9:12

and you went with but what was it about that team that wasable to win the

9:17

championship I would say ironically this is going to soundodd my college team might get mad at me I thought of this

9:23

three the that was her probably second best team no teamthat won I thought my

Winning a National Championship – Lyle reflects on thecamaraderie and culture that drove his team to victory.

9:29

senior year team was the better team like playerwise rightand like talent wise I

9:35

thought we were better senior than Junior but junior year Iwould say the last three years I would say the last

9:40

three years at we we were just close we got along like thelocker room was a happy place right there was no animosity

9:47

there was no jealousy like you were happy for your teammatesto be successful and that was ultimately the

9:54

team success so if someone now scored a goal right mostpeople were generally excited celebrated you were happy so I

10:00

think we were close off the field which I think led to usbeing close on the field but we also then made a kind of a

10:08

pack amongst us we didn't really want to go through freshmanyear again or her first year again I think we lost eight

10:14

games that year we lost seven of those games by one goal theother one we lost

10:21

by two goals but all of us were very successful orcompetitive in high school so we all hated losing so I think that

10:28

was part of the motivation saying hey let's just be betterbut then at the same time you also I think we realized

10:34

we were close freshman year right it wasn't like we weregetting blown out of the water or basically like we're

10:40

getting snash every game one goal here one goal there makingmistakes things that can be corrected with hard worth

10:46

effort and you know commitment right I think that was kindof what drove us to

10:52

be successful but we've also said got a law like looking atyou know hearing some friends who played college soccer

10:58

or College to other places Mall teammates are wonderful I'mprobably texting one of 15 guys every day L like

11:07

we're still very very close we might not see each otherevery single day anymore we have guys with multiple kids jobs all

11:13

around the world but like if someone comes to New York

11:18

there's a 95% chance I will now see them if schedule's alignor if I now go to a

11:24

city with one of my college teammates now live in there's a95% chance we're going to connect if schedule's align

11:31

unless there's some kind of convenience I think that's whatled to Our Success is we got along like as you know like at

11:38

that level it's a game of margins it's inches right like forsuccess and non-success but you kind of have to get

11:44

along to a certain extent I think or teams at wake had thatkind of culture

11:49

the last three years that we were just like we were close weparted together we live together we would hang out together

11:54

we make fun of each other like we were just we were a closegroup and I think that really allowed us to really push

12:00

ourselves to get to that level necessary to be successful ona championship level yeah I'm sure this is something that's

12:06

stuck with you in your professional career too and we'll getto all that I have one more question because I think you said that maybe yoursenior team was

12:13

even more talented do you felt like after you won it yourjunior year that maybe you didn't have the eye of the

12:19

tiger or the edge anymore because you've already done it didthat play a role in it or no or car or car coach ran that

12:25

out of us the spring after we run so I don't I I don't thinkwe had it but I think I think we wanted something a bit

12:31

more like I think if looking at junior year we we kind ofsaid hey we won it but we can be better I think no one was

12:37

satisfied with just having one right because looking at itthe the one that we lost my sophomore year stung it's

12:45

stung it still hurts and I think senior year still hurtsright sophomore year we lost in penalties but we were the better

12:52

team but soccer is one of those games if you don't put awayyour chances anything can happen and that kind of motivated us

12:58

to get there but once you now won I think once we won likewhat I

13:03

think you know Marcus Tracy who won the Herman in our senioryear said it best he's like we won a national championship

13:10

we have a bullseye on our back right now and since we didn'tlike losing I think that's what motivated us to be better in

13:17

my eyes but unfortunately we fell up short I think we we hitthe post a few times at game my senior year

13:25

I think it was three or four times unfortunately in soccerif you hit the post three or four times the likelihood

13:30

of you winning a soccer game is not high but like um Ithought we were talented

13:36

because at that point we knew each other we need eachother's strengths we need each other's like weaknesses right we

13:41

knew how to play with each other but more importantly likesituationally we could adapt to

13:46

everything because we had seen it now three years before sono scenario I thought was like uncomfortable where

13:54

something you kind of have to like learn by experiencing itwhere we experience everything senior year so now it's like oh

13:59

I know how he's thinking we're just going to do this andthis and it's kind of like second nature that's why I thought we werefundamentally better at

14:06

that point but unfortunately like I said we didn't get theball didn't bouncer away and like obviously

14:12

it disappointing but I'm still grateful that we have anational championship because like I said those are really

14:18

really hard to have that's an understatement right andthat's a and that's an amazing accomplishment that

14:24

you and your and your buddies get to live with and and youknow Glory days

14:29

over the years I I think it's I think it's awesome so fromthere you were a you were a second round pick right and

Life as a Professional Athlete – Lyle discusses thechallenges of transitioning from college to the pros and lessons learned alongthe way.

14:35

you and you and you went into the you played MLS and playedprofessionally first overseas and then um so what was

14:41

that like I mean it was humbling to say the least um thejump from high school to college

14:49

is not is a lot smaller than the jump to from college to

14:56

Pros um and I think the jump from College to professionalsjust the intensity like we practice hard at

15:03

weight but it was it wasn't the intensity you didn't havethe physicality that you saw in the Pro game

15:08

like for contct I'm 62 right um I could do most things Iwanted in

15:15

college for my free at that hyp I was probably like you knowmaybe I'm B 90 dripping wet I wasn't a lot of like

15:22

thick but I was big in the professional ranks like everyonewas my size everyone was strong and everyone was fast right

15:29

like that jug took a while to get used to and then just thesheer length of the

15:34

Season Colin sports in America you play College Office threemonths maybe four

15:40

months if you're really really good and you get all the wayto the championship game from when you start in August right early August withpreseason till mid

15:47

December when the college cup is four months tops theprofessional leagues are

15:54

10 11 months right so I think that is physically andmentally physically and Mally being able now to one focus and

16:02

get through that but persevere when you're having these lawsis kind of the challenge but also at the same time like

16:08

taking your care of your body being disciplined like youhave a lot more free time college is great because

16:13

college is structured you got class you got practice and yougot homework and and you got meals in between as a

16:20

professional you just got practice another whole day is nowyear so being able to structure that but for

16:26

me it was just the physicality of the game right likelooking back at my career

16:31

now obviously I wish I could do some things differently butI have no regret I would say the biggest thing that I wish

16:38

I did my first year as a professional was to really investin my body get

16:43

stronger right really get stronger to handle that justphysicality of the game

16:48

but also another the 10mon season right because like it'sjust it's going to wear on the body and if you look at some

16:53

of the successful NBA players they kind of talk about theirfirst pro season they go hey I realized I'm not strong

16:59

enough to now play two extra months on the top of an 82 Gameseason because the

17:04

physicality and the intensity now is in a different leveland unfortunately you kind of have to just experience that

17:11

before it makes sense so you know what you know need need toachieve yeah absolutely and so one question that I

17:16

was kind of thinking about right here where here you'retalking is when you get into professional soccer

17:22

right I mean you have college and you're in professionalsoccer there are so many players who who have the physical Talent

17:29

so to be successful in the pros how does it break downbetween the

17:35

importance of your physical ability vers you know your yourmental approach to the game I think it's all mental at that

17:42

level I think it's 90 95% mental and and being in of themental capacity though

17:49

it's more like understanding where you are and who you areas a player because like in any sport certain players work

17:55

in certain systems a lot better than other systems whetherit's baseball or basketball or soccer some player can be

18:01

a role player in one team and they put him in a differentposition now they're now a lead contributor in some capacity

18:09

So based based on that that's why I would say it's mentalfor me um you kind of have to Know Your Role I think one of

18:15

my college teammates was really good about that my you knowgoing into my sophomore year which kind of things

18:21

started clicking for me like freshman year I was kind of upand down it was rough like I had good games I had bad

18:27

games I wasn't consistent I would say a consistency VARwhereas going into that offseason a

18:32

couple of my teammates sat me down says hey man these arethe things that you're really good at lean into into your

18:37

strengths and now surround yourself or playing situationthat somewhat doesn't really

18:44

expose your areas for opportunity yes you can work on thosein the offseason right but like there are certain things

18:50

that you do well that your teammates can't do and vice versaso PL your strength that's the mental aspect so

18:56

looking at the pro game where I think any Corporation it'sbeing self-aware it's a mental thing in my eyes like I

19:02

know what I'm really good at work-wise and I know what I'mreally not good at right or I need areas of help on so

19:09

either seeking out that help or openly delegating or havingthat conversation I think is really really important to say

19:15

hey it's okay to delegate or show vulnerability at the sametime you can't be good at everything like no one can be

19:22

good at everything whereas everyone has their strength andfor opportunities so I think that ties into the mental aspect

19:27

of saying hey are you aware of that and if you are andyou're willing now to be courageous or vulnerable to say

19:35

hey I need help here or this is what I'm good at I think youcan get to that success and I guess the final piece

19:40

around professional sports is looking at the NBA or even MLBright if you're a a

19:48

starting position player in the Major League Baseball you'rea very good baseball player like you're a very good

19:54

baseball player normally right we looking at the N even ifyou're even if you're a benchwarmer you're a phenomenal baseball player saylike I people like

20:01

if you take anybody in the NBA and you put them in a YMCA orlike their pickup game or ridiculous game they're gonna

20:07

score 100 points yeah they might not see the court on an NBAteam but like you put them with normal people they gonna

20:13

score 100 points and make it look easy that's like a petpeeve of mine when I go to a baseball game or I go to a

20:19

basketball game and there's somebody in the crowd you knowtalking talking right you know um because it's like do

20:26

you know what the level of talented takes mentally andphysically to be able to get to this level I mean I just have

20:32

the most utmost respect you know for professional athletesand and all of that right because like you said you can

20:38

go play on the men's league afterwards and score 100 pointsin a game oh yeah it's it's I agree with you I think for

20:44

those that's one thing I always respect about athletes Ithink as an athlete you have a lot of like innate qualities that

20:49

will transfer really well to business but whether they arenow being disciplined and being on time trying to

20:56

be reliable and consistent you show up every day day with apositive attitude you're trying to work right because if

21:01

you're getting to that level you got to come with thatattitude at every single day to work and get better and I think

21:07

many of those traits transfer their business being anentrepreneur like I said is being a lot like an athlete

21:13

right like a lot of the work that you're doing behind thescenes many people really won't see right they just they

21:19

just won't see them but if you want to be successful youkind of have to do that those steps in that process to get

21:25

to where you now want to go because without that that's thefoundation for your success so like whether that's 7

21:31

a.m. runs or doing tons and market research and doing thecalls and the homework and the product testing but you

21:38

have to put in the work to be successful whether it's on theplaying field court or Surface or in the boardroom you could

21:45

say yeah I wantan to I want to say uh you know you and Iwere connected a mutual friend Jay Dixon and uh what he

21:53

says he says it bets he calls it athletic education you knowand uh I love my car ation with him on an earlier

22:00

episode and it's all about how these skills are transferableso your soccer career comes to an end and that must

22:06

have been tough right so what was what was that shift likegoing from being a

22:13

professional soccer player into the corporate world I knewmy soccer career was always going to end but what made it

22:20

tough was I I I didn't end it on my terms someone told methis was now over

22:26

or I didn't really have a chance to basically right my lastwish but that's 95% of

22:32

most athletes if you want to be honest there's only a fewspecial ones

22:37

who get to say hey I'm done when I'm done right whether it'snow Financial or I just don't want to play anymore most

22:43

unfortunately are told hey your career now is over right soI think that was the

From Soccer to Tech – Lyle talks about his transition to thecorporate world and the pivotal moments that led him to Uber.

22:49

hard part for me and I I I really hadn't thought about whatwas next um I I

22:56

wasn't I I was comfortable in my own skin but I wasn'treally comfortable with who I was at that point in my

23:02

career I was still kind of young in my early 20s I was stilltrying to figure out like who I was as a person like who

23:07

Lyall Adams was what what made Lyall Adams take so I thinkthat point of

23:12

self-discovery on top of now not having soccer since soccerwas my identity kind

23:18

of made it really really challenging right um that point ofview then the n9s

23:24

worse my career ended kind of during the last banking crisisso they were really no jobs right so you can have a lot of

23:32

confidence in your abilities but like if no one's hiring Ithink I spent eight months applying for jobs which also now

23:39

was that 2008 2009 200 um 2000 like early 2010 right mid mid

23:46

2010 when my career right in the worst part yeah it it wasnot a great time to be looking for a job when you had no

23:53

experience like many of my classmates had internships in theSummer where they had entrylevel jobs didn't have much

24:01

because I was spending the summer working on my craftgetting get it for the upcoming soccer season so like I

24:06

said no regrets about any of those decisions but I kind ofcame into that hiring

24:12

Arena not really with the class of 2009 my graduating classit was more in my

24:18

eyes the class of 2012 or 2011 because I had no workexperience

24:25

right so I think that's what made the transition so somewhathard was one I was trying to find who I truly was as a

24:32

person right and then not being able to secure a job

24:39

and as quickly as I thought I could have hurt rightobviously now I'm well aware

24:45

of what was going on from an economic standpoint why it tookso long but like at the time you're I was young and naive

24:52

so well I got good grade in school I did these tests well Iwas someone like I said to the macroeconomic environment to

25:01

say hey no one's hiring l so you actually you're applyingfor a job with someone who has an NBA or someone who

25:06

has five years of experience and you have a summerinternship obviously they will now go with the more experienced

25:12

candidates but it just took me a while to get to come tocome to terms with

25:18

that I would to say get over come to terms with therealization of it and once I found peace in all these

25:24

decisions I think it kind of made my professional careertransition a lot easier question for you so let's say we

25:30

have a listener out there who's feeling like let's say maybethey're an accountant or something and they just

25:36

lost their job or maybe they're an athlete like like you andI were and

25:41

we're we're not we haven't really found ourself what is onepiece of advice that

25:47

you can give them for them to help make that first step toreally find themsel you everyone is everyone is unique and

25:54

different so I would say find the place that you're mostcomfortable in and just

26:00

just go there and think and think about hey what do you wantto do or also what don't you like doing I think the latter

26:07

question for me was actually really really helpful as Istarted my as I started to get better with my job sear

26:13

my aunt asked it to me she's like hey you keep telling mewhat you want to do but what don't you want to do and once I

26:20

then realized what I was not appealed to it kind of helpedbut then she made a then she made a really like it still

26:27

stands with me today she's like hey you're somewhat new inthe workplace

26:32

your job is to get experience and to grow right so likewhere you want to go you can get there but looking at now

26:40

doctors you don't become a doctor your first day in medicalschool you become a doctor after four

26:45

years of training and work or six years or eight yearsdepending on your discipline but the point my aunt was

26:50

trying to make was hey as you're approaching this you'reapproaching this wrong approach this in the steps no

26:56

where you want to get there or or no way you want to go andwork towards that every day or every job because as long

27:02

as you're learning and you're growing your milestones andyour um goals are achievable but if you think you're going

27:09

to now jump into go be this person right now and you got nowork experience you're set up for failure right so

27:15

obviously was a tough pill to swallow but I thought lookingback at it she was spot on she saying hey you will discover who you are as a

27:23

person an individual what motivates you when you start doingsomething you you look at this the positives you look at

27:29

the negatives but through those experiences you'll have abetter sense of what motivates you what drives you

27:36

what angers you and and as you build upon and have more ofthose lessons I think you'll be easier to get to that

27:43

sense of identity or who your true self is that's a greatanswer and and that was your aunt who helped you with that

27:48

yeah my a my aunt my aunt's awesome my dad's I gotta say Iwas just going to say I mean she's awesome and so let's uh

27:55

so I know you got an ATT Tech and you worked at LivingSocial but then you ended up at Uber um and one of the first

28:02

100 employees at Uber and as I mentioned at the beginningit's like I think Uber is an absolute Game Changer so what was

28:09

your experience like uh when you got to Uber and really didyou realize it was

28:14

gonna have such an impact on the world after my first week Iknew something was

28:21

special right but I think it really solidified 3 weeks intothe job like I'm

28:26

a numbers guy as an econ major in college I love statisticsthe law of large numbers says

28:33

at a certain point numbers start to normalize right but whenI kind of got

28:39

settled I was like uber was doubling every X number of dayswhen I started like like clockwork it wasn't

28:46

like oh we had a bad week it was like no they doubled againthen like the if you put in the days they were doubling again

28:51

I was like this is people are like what the heck's going onand at the time like like I I had this conversation yesterday

28:57

with someone I was like this is 2012 you had really socialmedia was in

The Uber Experience – Lyle recounts his time as one ofUber’s first 100 employees and the lessons learned from scaling a globalgame-changer.

29:02

his infancy all he really had was desktop Facebook andTwitter at the time there was really no Instagram right the

29:10

mobile app game was kind of developing at the time but itwasn't as popular as predominant as it was now because most

29:16

of web traffic was done on your desktop so for me U seeingUber now grow so

29:22

quickly without the current mediums and channels that we nowlook at viable grow

29:27

through all these things back then I was like this is wildthis is something really really awesome right from the

29:35

back end right and then like you could kind of see it invernacular we were kind of mentioned in TV shows and like

29:41

you know I called the story one of my good college friendsum right like I told him I was leaving Living Social

29:48

it's like dude L need to talk to you I think it's a mistakefor your career I don't know what you're doing right now

29:54

um but if you think it's smart it's smart 6 months later heyman like I

30:00

don't know if you heard of this company called Uber um youyou can request rides and like a black card super cool here's

30:06

my promo code can you sign up so I can get $50 of creditlike six months later he forgot I had worked there that's

30:12

awesome that had basically was like a full a full circlemoment for me to say

30:17

wow what we're kind of doing is changing but what really wasspecial for my Uber time was obviously the people that I

30:25

worked with I think that was what I missed most what I wasmost hesitant about leaving the place was you worked

30:31

with a ton of great smart people right like a lot ofmeetings I would come out feeling expired or saying wow I have an

30:37

intellectual crush on that person that person is reallysmart I like to think about we didn't really go into meetings

30:44

having to explain the problem we were going to meetings andnow work on Solutions or ideas because everyone

30:49

conceptually got the pro the problem so you would have a lotmore productive conversations and stuff so like it was

30:54

wonderful like it's like I I look back at that period it waslike the second most transformative period of my life

31:01

right uh on that side and the other aspect that I really

31:06

like didn't realize how powerful was was when you startedhearing all the customer stories of the partner stories

31:12

with Uber right of how people so much struggle to get aroundbefore Uber and DC or in like different parts cabs

31:19

wouldn't go or it was just a nightmare to communicate overthe course of time you press the button now and a car would

31:25

show up and take you wherever you would go and not have toworry about safety or paying the driver or getting robbed so

31:31

once these things really started spreading that was whatmost re warning because you basically to your point

31:36

movement became ubiquitous it was no more longer siloed orlike contained to

31:42

a certain certain people or certain locations it was easy toget anywhere right I live in New York now there's

31:47

obviously a benefit of being near the subway when I lived inDC I have to walk a half a mile but Uber could take and

31:54

pick you up and go anywhere you were I think that was thetrue power and then seeing how that industry took off when I

32:01

was there like going from the concept of like you know um a

32:07

contractor contractor employer relationship or like the gigeconomy in general it opened up a lot of doors like

32:14

seeing how some drivers were saying hey man I'm retire thisis great like I can still now meet people and keep my mind

32:21

sharp and at the same time I can turn off and go pick up mykids my grandkids from elementary school and spend the

32:26

afternoon with them right like I couldn't find a normal jobthat gave me that flexibility either can do that or

32:31

seeing a lot of single mods who were saying hey this givesme a way to make some additional income and also spend

32:36

time with my kids so like there was so many positive storiesthat you saw and

32:42

felt and it was really nice to be part of the back operationstaff that made

32:48

the these stories possible yeah I mean Uber is basically aword now right just

32:54

like Xerox is for copy paper you know nobody says to get alift that even if

32:59

you order a lift you're still you're going to call an Uberdid you get did you get an Uber you know it's uh it's it's an incredible andbut you were

33:06

there for six years and there's a lot of positives but werethere any really tough times or any challenges that you

33:12

could share with us I would say you know in early 2017 likeyou know the world was doing a lot of like self-reflection

33:17

on what was right and wrong from a Humanity standpoint rightthe met too movement some of the things and Uber had

33:23

a very negative um story that basically came out about oneof our engineers and it was it was

33:30

upsetting to hear like I obviously I felt for thatindividual wholeheartedly

33:35

um the whole company basically was now put through this youknow this tough

33:42

time from a PR perspective um it was challenging because noteveryone was a bad seed not everyone was a bad apple

33:50

there were some really good people who worked there and Ithink it was now challenging as a people manager at time

33:56

hearing what now was being said about you as a company whereeveryone who now worked there when in reality you know

34:03

deep down inside not everyone was like that there were somegood people right there were some and I think that was one

34:08

of the more challenging times as a organization because manypeople poured their heart and soul in the Uber to get

34:14

to where the company was at that time yet unfortunately afew um bad apples

34:21

had soured the bunch and then hearing these stories andnegativity and try to now be respectful and say hey everyone

34:28

is not that right I think that was kind of one of the thetougher times if I'm being honest like um as a minority I

34:36

know when places aren't friendly to minorities or women Inever once got the sense of that when I was there right I I

34:43

thoroughly enjoyed my time I learned like if I made amistake I made a mistake and I was told not to make a mistake again but itwasn't a reflection

34:50

of who I looked like or what I did or any of my other thingsit was just like I made a mistake and there was a

34:55

standard that you had to now came which I truly respectedbut now hearing like I

35:01

said or seeing the the new cycle drag everyone through themug was somewhat painful

35:09

because I need deep down in t everyone wasn't like that likeI'm not a negot person yet oh everyone who works there

35:15

is evil everyone's a terrible person like no like noteveryone but then that's that at the time was challenging

35:22

especially being the microcosm of San Francisco which is amore insulated place and Tech kind of dominates

35:28

um the culture or did back then it was challenging I wouldsay that was probably the the hardest time where

35:34

being able to like talk with some of my you know femalereports about what they were feeling because they were also

35:39

upset by it and I fully understand why but I would say of mytenure there that was probably the toughest time um in

35:47

general oh absolutely and you were uh you were a peoplemanager at the time so

35:52

I'm sure there had to be some tough periods of of keepingpeople motivated and wondering if they should even be

35:58

coming uh you know sticking with Uber what advice would yougive to other

36:03

people leaders out there who are listening to your story nowwhere they work in an organization and let's say

36:09

that they just went through layoffs or something tough andso the team that they have has lost some of the

36:15

motivation how do you help reverse that trend for them as astheir leader well

36:20

you have to be positive I think as a leader that's that's apro and a con you got to have a smile on your face right I

36:27

think obviously like no one wants that Workforce reductionsor any of these difficult things but they happen like

36:33

you can't you can't script everything everything is notalways two steps forward sometimes you take a step or step and a half backwardsbut you have

36:39

to kind of keep trudging forward so I would say to thepeople managers like be honest you don't have to like

36:46

what's going on but you kind of have to be empathetic but Ithink that's the key for me is like being authentic and being

36:52

empathetic the kind of understanding where the person's atpretending that nothing is wrong think is going to be

36:58

viewed wrong if you if unfortunately you reduced the C by30% you know what's happened right you can be upset in the

37:04

empathetic but you kind of now like I said if you'reauthentic and explain what happened or what you're how you're feeling and howthey can now cope I

37:11

think eventually your team will come around hopefully theycome around but there's no guarantee they will what in my

37:19

experience I I gravitate to people who are authentic whotell you the truth who are kind of Straight Shooters at the end

37:25

of the day what whether or not not you might not want tohear in the moment when you had time to digest and calm

37:32

down or like you know really like settle you'll appreciatetheir perspective

37:38

because it takes a lot of courage to share that withindividuals um and just being honest

37:43

about your feelings and emotions I think that that's goldright there by the way and what I hear you saying is be

37:49

authentic genuine um and be transparent right and you can'tfix everything but

37:56

people know if you're hiding something and they know thingsaren't going well and if you do if you don't do all of

38:02

those things Lyall people lose trust in you and if they losetrust in you you have a you have a much bigger much

38:08

bigger challenge so I think that that advice right there isis awesome let's jump forward to you leave Uber and you

38:16

start spry so start with tell us a little bit about what nilis because some of our listeners don't know what it

38:22

is and let's get into what spry does and and how it helpsits customers so spry

38:28

is an Athletics management platform so to answer your firstquestion um nil so

38:33

nil is name image and likeness so until 2021 Collegeathletes were not permitted

38:40

to make money from their name image and likeness so theirname obviously L Adams they're aiming a picture of KN I.E L

38:47

Adams or their likeness maybe a character of L Adam so until2021 that

38:53

wasn't now permitted under the existing NCAA guidelines soif a student athlete

38:58

were to pursue any opportunity there unfortunately it wouldhave jeopardized their eligibility sobody didn't really

39:05

do that however though that law was changed and as startingin the summer of

39:11

2021 student athletes could now make money BR was foundedunder the tenant of

39:17

helping student athletes at scale navigate this new worldand the the

39:22

macro thesis was not every student athlete would have an Aor a business manager looking at

39:29

myself I played soccer and despite how you knowself-confident I am I don't think anyone was going to pay me

39:35

$100,000 to do an nil deal especially in college right sowhat I'm I wouldn't

39:41

have had a team a group around me to surround me and put mein a position to be successful I kind of have to do

Founding Spry – Lyle explains the inspiration behind Spry,its mission, and how it empowers student-athletes in the NIL era.

39:47

everything on my own and that's SC spry was basically foundit to be now hey let's now build educational resources of

39:53

put everything together now across the board so a school cannot only stay on top of what their student athletes are

39:58

doing but also Empower them with the resources and tools tobe successful because most student athletes wouldn't

40:04

be like a paig buers or Caitlyn Clark or Caya Williams wouldhave big teams to

40:10

help manage their Affairs most student athletes will bedoing it on their own and if now your deals are hundreds of

40:16

dollars and tens of dollars instead of tens of thousands ofdollars you couldn't afford to pay help so that was

40:21

prise mandating thesis so that's where we got our start andit was wonderful to see how we were helping student ask

40:27

athletes you know a few early success stories were I believein the fall of

40:32

2021 shortly after gel went live we ran a promotion tobasically help a ton of

40:39

student athletes now um learn more about niil through aseries of educational

40:45

videos in the app those who saw the video saw 80% increasein earnings over

40:51

the next six months so it just showed that nil was foreveryone conceptually

40:58

and that's what I loved about it you like not everyone wouldmake lifechanging money but everyone would

41:04

have the opportunity to make money and looking at myself asa former athlete if I made an extra $200 a month in college

41:11

that's a big deal for me right in college right likeobviously as's an adult that's a totally separate thing

41:16

but in college now that's extra food money they can go outto dinner maybe

41:21

they can have a couple Libations on the weekend right likeit's it's pretty good walk about in college for you right

41:29

that's the that's the beauty of nil and from a businessperspective nil was entrepreneurship in my eyes right and I

41:35

always going to teach a lot of young men and young womenearly on how to be business owners how to think about your

41:41

brand how to have some of these sof business skills thatunfortunately I didn't really learn till I graduate or

41:48

had to now interview or do certain things but if you're nowworking with a restaurant and doing a speaking

41:54

engagement you have to engage and do public speaking thesethings I think nil will allow athletes to do a lot earlier

42:01

I think is the biggest benefit so now you have tangibleexperience coming out

42:06

upon your graduation day right so you can now hit thecorporate world running I personally think nil is like uber to

42:14

the taxi business you know um as an ex-athlete myself youknow I saw a lot

42:21

of friends who didn't have any money they couldn't work theycouldn't get paid for what they're doing and uh I

42:27

think that uh I think it's fantastic and the NCAA shouldhave jumped on that a long time ago I they really should have

42:34

and um but I love that we're here now and I I love whatyou're doing to support it and um and so let's talk a

42:41

little bit about spry growth because I believe you're up toabout 200 customers yeah we' we've had an amazing run

42:47

recently like I would say since we've so last two week beenin the feature set um

42:54

the reason for is our customers were asking for more theyyou know coming out of co co reset the sports industry on a

43:01

macro level many activities within Sports organizations werealways in person come to my office come to this

43:06

Auditorium I have a team meeting many things were always inperson when covid happened I everything became

43:14

virtual and now many of these you know organizations orathletic departments were buying a series of horizontal

43:20

Solutions across the board to get their operations or taskdone while this led

43:26

the short-term efficiency it led to long-term inefficiencybecause now I had eight or nine different platforms I was

43:32

using I had nine different logins I had tons of spreadsheetswith scattered data

43:38

so heing all this customer feedback we decided toverticalized hey let's wait a second let's put all these core

43:43

functions into one platform let's do paperwork let's doscheduling let's still provide practical education for

43:49

nil let's do nil management let's add roster managementcompetition let's put

43:54

everything into one app if everything's now in one platformthis now can allow us to be

44:01

successful at scale because we can sell into all types ofschools not just those heavily focus in ey out so since we

44:08

expanded the feature set last summer we've probably grown 5xright like it's

44:14

been really humbling and rewarding to see that you know thevision that we've laid out as a company has now become a

44:21

reality um so it's great there but like anything good itcomes with a lot of

44:26

sacrifice being a startup is hard I tell people all the timeyou hear no way more than you hear

44:32

yes you hear and I think as the great Ted lasso says you gotto have memory of

44:37

a goldfish absolutely and that's one question I have for youright there you know for our listeners who maybe want to

44:43

be a a Founder what advice do you have for the founder

44:49

especially where should they be spending their time as aFoundry you have to have a real good sense of what's important

44:56

for that game given period in the company like right now mybusiness is my

45:03

business has seasonality to it in that there's a clearerbuying season when most of our contracts are signed there's

45:11

a clear time to train and Implement and there's a clear timeto refine and

45:16

improve right so I would say to any business owner like youhave to really know your space I think that's the bigger North Star for meinstead of like

45:23

where you spend your time so you really have to know yourspace and know your team right when to lean in when not to lean

45:29

in like in the middle of um or peak season I spend a lot oftime helping

45:36

Business Development right whereas that now priority mightshift and focus more on

45:42

product development now during our Improvement Cycles rightstill touch and base with you know the BD team but it's

45:49

not as pressing as it need right in other times of the yearso I would say that but it comes down to I think as a

45:55

business owner you have to delegate that what of comes downto the end of the day like unfortunately you only have eight

46:01

hours a day you can only do so much as one individual so ifyou're going to De

46:06

delegate you have to delegate to be successful but I thinkthe key with delegation is do you Empower people to

46:12

be business owners themselves not renters but I think ownersI I got that from Uber right like

Advice for Founders – Lyle offers practical tips onleadership, delegation, and staying focused as a startup founder.

46:18

being business owner because if you own your house you'lltake care of it a lot more but if people not rent or just stay

46:24

over like at a hotel the level of of care and commitment anddedication is

46:29

not as high as someone who owns So how do you Empower yourteam to be owners of the business as well right because if

46:35

everyone now feels that they are a viable part of theproduct the the

46:41

culture the fabric of what you're now doing they'll putforth the effort that is needed to be successful and you don't

46:48

really you can scale yourself I like could tell people Ineed to only make eight decisions a year if I'm really

46:54

good at my job right I shouldn't be making a lot ofdecisions I should make eight decisions a year big strategic

47:01

decisions but me saying hey Damon what color is this buttonor what color the button should be I should Empower you

47:06

enough to make that decision on your own instead of mehaving to be super super Hands-On with everything one thing I

47:13

want to add is I had this conversation at dinner last nightwith a a guy who's G to be a fractional cro for um a

47:20

startup that just raise about 10 million and he said thatone thing they struggled with working with this guy is

47:27

this guy is didn't know his strengths Lyall you know thisguy was a technical guy and um doesn't know anything about

47:34

sales so what I hear you saying is you know you got to focuson your strengths

47:39

you got to surround yourself with great people and you gotto delegate out those responsibilities right have the

47:45

self-awareness to know hey I'm strong in this but um I thinkyou could just go

47:50

much further if you're able to delegate out and and putsomebody in in in charge

47:56

and give them the the autonomy to to like if bring insomebody who has done it before in sales and knows what to do

48:03

that's how you help grow right absolutely like I said likeyou're going to have to delegate and I think being

48:10

self-aware of what you're good at I think is really reallynecessary because you know you know my my my first boss at

48:18

Uber was wonderful she said hey you always want to hiresomeone smarter than you it's counter two of but you want to

48:23

hire someone smarter than you because if they're smarterthan you but they can do your job and they'll make you look good

48:29

ultimately which is like that's the only way you're going tomultiply and take things off right or is to basically

48:35

surround yourself with talented people because you knowTalent breeds success like you know success is contagious

48:41

energy is contagious if I now see Damon crushing it Iwouldn't want to crush it right so like that's what I think is

48:47

somewhat lost um these days obviously that's a lot hardernow than it was in

48:53

the past um while technolog is great that you and I can havea virtual connection today there are certain

48:59

things that can be done in person that can't be replicatedvirtually and think you can

49:06

like my father says you don't know what gets done in acoffee machine until you don't have a coffee machine right with

49:12

that that could be a copier it could be the break room it'sall the same right but like there are certain aspects and

49:17

elements that I think remote work has been wonderful at likeyou know get Talent you can get better people like

49:23

you can really broaden your reach but in the same timethere's something about being together and cohesive right so I

49:30

think as a leader you you're always struggling to fightthese pros and cons but at the end of the day like you want

49:35

to put your people in success you want to give them theresources and tools to be successful whereas your job is not

49:41

the free up blockers whereas not the micromanage you'reyou're preaching to the choir I mean learn it is a I got

49:48

about 70 employees we're a remote first company but um rightdownstairs in my

49:53

little office I have 10 of my team members who who flew inand last night after dinner uh we all

49:59

said there is no substitute for being in person especiallywhen it comes to collaboration and I just think it's so

50:06

important there are pros and cons to everything but you gotto find the time for your team you know for your team to

50:12

get together because at the end of the day I I you knowpeople could argue with me on this but there's no there's no uh

50:19

replacement for for getting people together in the inpersoncollaboration so Lyall you know we're kind of wrapping

50:25

up now and I would be respectful of your time but look wheredo you see spry

50:32

what's the future hold for spry I think 2024 will be arecord year for us like I said um exponential growth in terms of

50:40

Revenue customers engagement so hopefully could building onthat momentum in

50:45

2025 um right without like getting the details if we can seethe same success

50:51

we solve this year next year I'll be thrilled but moreefficiently I'm looking at more non

50:57

traditional kpis as a as a business leader not everyonelooks at topl line but I'm

51:03

thinking about where do I provide value can I now lower thetime to value for my customers okay how quickly can I get

51:10

them to that aha moment so if that aha moment now takes Xhours can I be 0 five hours in

51:17

the future next year right how do I now have people now sayhey W like I spoke

51:23

this so and so and they are gushing about your product thoseare the the kpis I now focused that for this year

51:28

right I think we just launched a customer page on thewebsite recently which was really rewarding to see some

51:33

of the feedback we got from customers as I was talking tothem it was awesome to hear how they truly felt about the

51:39

product or what they liked and didn't like and over linglyright now it's a lot more Pros than positives than

51:46

negatives as a leader I definitely think was obviouslythings that we can improve but hearing now someone who went from

51:52

having pencil and paper or whiteboard to using Sprite sayshey man you freed up

51:57

hours of my life or it's a lot easier to do this process isreally like

52:02

gratifying to hear and I think for me next year can I doublethat can I hear

52:07

more of those stories can we impact and Empower a lot morepeople across the Collegiate athletic space is kind of

52:15

what's next in my eyes little product St but we have somereally cool features to follow feel free to find us on LinkedIn

52:21

or like you know reach out to our newsletter awesome thingscoming up but

52:26

can we continue to the lighter customers as I would say myNorth Star for 2025 well and this kind of comes full circle

52:33

we started off with talking about curiosity and what we'rewhat we're talking about now is exactly that you

52:39

know is getting curious to see what you can do to get betterI do have one more question for you and then I want you to

52:44

tell the uh listeners where to connect with you what's itlike being a dad you got a

52:50

kid two months old it's awesome I have a little guy at homeum um oh Isa Rock are

52:57

um it's a very it's a very words is kind of hard to describeit to pick one word to describe the

53:03

experience I would say it's very it's exciting it's humblingit's um

53:11

a lot of sacrifice but overall like I said it's been reallyreally great um so

53:17

I'm my wife is a rock star um and I'm lucky my kids sleepsuh so I've heard

53:22

from a few people so far so um very grateful on that butI've en every moment of it so far like I said um me

53:28

and the little guy get to spend mornings together it's ourtime we have some tummy time we go for walks and I've really enjoyed it um Ithink I'll enjoy

53:36

it more when you can actually see me but so far it's beenwonderful um no

53:41

complaints there's nothing better we talked about thatbefore we jumped on where can our uh listeners connect with

53:47

you at feel free to find me on LinkedIn um ly Adams I thinkit's back score ly Adams is one you can always go to spry's

53:53

website ww. spry doso if you email us there I will respondI'm always happy to

54:00

connect with people like I said curiosity is one of mygreatest strength

54:05

so anyone who reaches out I'll get back to you I promise itmight not be instantaneously but I'll I'll make an effort to respond to allemails and all

54:14

requests and messages because I was once out there seekingfeedback or ideas from those in the industry and I wouldn't be

54:21

here without their time and dedication so I'm a big believerand pay it forward that's that's awesome L you've been

Reflections on Fatherhood – Lyle shares his experiences as anew dad and the lessons he’s learning from this exciting chapter of life.

54:27

awesome so much great wisdom and I'm excited to see uhspry's Journey your

54:32

journey uh both as a business leader and of course as a dadand what I what I ask

54:38

our listeners out there um what I want you to do is is thinkabout somebody who

54:43

could benefit from uh my conversation today with Lyle and Iwant you to shoot

54:48

them text them this this uh conversation because I know thatthey'll get value out of it until next time everybody here

54:56

we go Lyle stay curious and keep learning have a great dayeverybody see

55:01

you thank you so much and this was a gut punch cuz I justquit a very lucrative

55:07

big job that most people wouldn't quit and I'm hearing thatthis isn't a problem that we're trying to solve

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