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Will Judy, a former top scooter rider, shares his journey of building a 24,000-follower community and thriving as a data scientist.
Will Judy rose to prominence as a professional scooter rider, amassing over 24,000 Instagram followers through skill-driven video edits that garnered tens of thousands of views. He earned brand sponsorships for U.S. travel and signature skateboard parts in his name. Alongside his scootering career, he graduated magna cum laude from Loyola Marymount University with a degree in applied mathematics, earning Dean’s List and merit scholar honors. He now maintains a 4.0 GPA in a Master’s in Data Science at the University of Texas and works as a data scientist in marketing analytics.
In this episode, Will Judy discusses:
◽️ How scootering built lifelong discipline
◽️ Growing a 24,000-follower community
◽️ Balancing passion with academic success
◽️ Lessons from overcoming social pressures
◽️ Transitioning to a data science career
-
⏱ Timestamps
00:00 Intro
00:32 Will explains why he started scootering
01:24 Growing up active in Seattle
02:02 What drove Will to excel
02:10 Joy of landing new tricks
02:32 Building friendships at skate parks
03:47 Scootering as a unique skill
06:07 Key life lessons from scootering
07:11 Gratitude from diverse friendships
08:46 Common misconceptions about scooter riders
09:15 Lack of corporate sponsorships
10:59 Will’s shift to community focus
12:50 Supportive parents enabled balance
14:08 Choosing college over full-time scootering
16:23 Describing high-stakes scootering jumps
16:27 Risks of advanced scootering moves
17:41 Finding unique spots for tricks
19:22 Parallels to career risk-taking
20:55 Incremental steps for skill mastery
21:48 Patience in achieving big goals
24:32 Embracing discomfort for personal growth
25:39 Benefits of sticking with passions
27:54 Handling negative comments online
32:55 Building a loyal fan base
35:25 Quality over quantity in relationships
37:35 Impacting kids’ life choices positively
42:51 Staying true to scootering roots
46:05 Pursuing music as a passion
51:24 Love for puzzles and problem-solving
53:51 Landing data science job serendipitously
57:10 Legacy in music and sustainability
1:01:39 Future: Music, career, and balance
1:06:51 Outro
📌 Resources
Will Judy:
◽️ Instagram: https://www.instagram.com/will.judy/
◽️ Linkedin: https://www.linkedin.com/in/willjudyy/
◽️ Highlights: https://youtu.be/ZBB-j4vnHdU?si=q8SAsLtvrqa7JZPy
Harvey Bracken-Smith:
◽️ LinkedIn: linkedin.com/in/harveybracken-smith
◽️ Instagram: instagram.com/harveybsmith
◽️ X (Twitter): x.com/harveybsmith_
Personable Podcast:
◽️ Instagram: instagram.com/personable.podcast
◽️ LinkedIn: linkedin.com/company/personablepodcast
◽️ TikTok: tiktok.com/@personableclips
◽️ Spotify: open.spotify.com/show/7JOTYDER6m2FDrlhop4api
◽️ Apple Podcasts: podcasts.apple.com/us/podcast/personable/id1671640111
Additional:
◽️ The Draft (Sign up): thedraft.io
◽️ Fundraising: justgiving.com/crowdfunding/LouLouRacefoiundation?utm_term=PvByaxmdn
Personable is a podcast dedicated to helping listeners become the best they can be by learning from the world’s best in their respective fields. This mission is inspired by my mother, Louise, who encouraged me to become the best version of myself before she passed away from cancer in 2023.
This content is for informational and entertainment purposes only and is not financial advice. Always consult a qualified financial advisor before making investment decisions. In
Support the show
Send a text
Napa Valley’s Andrea Bartolucci pulls back the curtain on the hidden truths of winemaking, family business, and what it takes to thrive for a century.
Andrea Bartolucci is the proprietor of Madonna Estate and Madonna Vineyards, Napa’s second-oldest vineyard, founded by his Italian immigrant grandfather in 1922. A third-generation vintner, he’s led the family business to focus on organic, high-quality wines, producing 50,000 gallons annually. Now he’s confronting winemaking myths—from why passion trumps profit to how quality grapes, not branding, define great wine.
In this episode, Andrea Bartolucci reveals:
◽️ The SHOCKING prohibition-era winery survival trick!
◽️ Why he stuck with family vineyards!
◽️ The secret to Napa’s best wines!
◽️ How crop insurance saves disaster losses!
◽️ The mindset to outlast Napa competitors!
-
⏱ Timestamps
00:00 Intro
00:21 Three generations of Bartolucci winemaking
01:24 Surviving prohibition by selling grapes
01:54 Growing up with wine culture
02:10 Life in Napa’s vineyards as a child
03:47 Expanding from 24 to 275 acres
04:31 Quality vs. quantity in winemaking
04:52 Why good grapes make great wine
05:50 Differentiating Chardonnay and Pinot Noir
06:43 Matching grapes to Napa’s climate
07:11 Family legacy: Why kids joined winery
09:45 How vineyards grow under strict regulations
12:10 Producing 50,000 gallons with 120 acres
13:16 Custom crush: Boosting winery income
13:33 Family meetings for winery’s future
16:20 Crop insurance against fires, frost
18:09 Choosing wine: It’s all about taste
19:34 Napa’s cost barrier to new vintners
20:39 Passion drives Andrea’s winery devotion
22:59 Biggest regret: Staying too conservative
23:15 Tractor mishap: A childhood memory
27:04 Why wine doesn’t age forever
28:32 Speeding up wine aging risks
30:08 Location drives Napa wine quality
34:11 Branding vs. real wine quality
35:57 Competing in Napa’s crowded market
37:42 Upgrading barrels for better flavor
40:08 Winemaking mirrors raising daughters
42:57 Farming reality: Nature controls outcomes
44:52 Frost challenges in vineyard history
47:27 Organic farming since 1976
49:08 Grandfather’s advice: Accept gifts gratefully
51:39 Core value: Treat others fairly
52:44 Doubling down through adversity
53:06 One message: Find your passion
53:50 Reliving daughters’ birth moments
54:13 Legacy: Fairness and respect
54:55 What’s next for Andrea
55:12 One takeaway: Love your work
📌 Resources
Andrea Bartolucci:
◽️ Website: madonnaestate.com
◽️ Instagram: instagram.com/madonnaestate
Harvey Bracken-Smith:
◽️ LinkedIn: linkedin.com/in/harveybracken-smith
◽️ Instagram: instagram.com/harveybsmith
◽️ X (Twitter): x.com/harveybsmith_
Personable Podcast:
◽️ Instagram: instagram.com/personable.podcast
◽️ LinkedIn: linkedin.com/company/personablepodcast
◽️ TikTok: tiktok.com/@personableclips
◽️ Spotify: open.spotify.com/show/7JOTYDER6m2FDrlhop4api
◽️ Apple Podcasts: podcasts.apple.com/us/podcast/personable/id1671640111
Additional:
◽️ The Draft (Sign up): thedraft.io
◽️ Fundraising: justgiving.com/crowdfunding/LouLouRacefoiundation?utm_term=PvByaxmdn
Personable is a podcast dedicated to helping listeners become the best they can be by learning from the world’s best in their respective fields. This mission is inspired by my mother, Louise, who encouraged me to become the best version of myself before she passed away from cancer in 2023.
This content is for informational and entertainment purposes only and is not financial
Support the show
Send a text
Duke dropout One Chowdhury pulls back the curtain on the lies we believe about startups, success, and what it really takes to challenge a $300B giant like Salesforce.
One Chowdhury is the CEO of Octolane, a Y Combinator-backed startup that raised $2.6M to build the first self-driving AI CRM. A self-taught coder who left Duke University to pursue his vision, he learned the pain of manual CRM entry during his internship at Mintlify. Now he’s confronting startup myths - from why focus trumps talent to how AI can transform sales workflows, freeing reps from tedious data entry.
In this episode, One Chowdhury reveals:
◽️ The SHOCKING Salesforce flaw reps hate!
◽️ Why he ditched Duke for startups!
◽️ The AI trick outsmarting CRM giants!
◽️ How Octolane’s $2.6M raise happened fast!
◽️ The mindset to beat impossible odds!
-
⏱ Timestamps
00:00 Intro
00:32 One’s discovery of Salesforce’s flaws
01:15 The emotional spark: Sales reps’ struggles
02:18 What Salesforce does and why it fails
02:47 Pain of manual CRM data entry
03:30 Why One chose to target Salesforce
04:51 Skepticism from others about his vision
05:06 Overcoming the “impossible” mindset
05:52 Silicon Valley’s hustle: Key lessons
06:30 Mintlify’s influence on One’s approach
07:17 Downsides of startup life exposed
10:33 Mintlify internship: Building AI products
11:50 Learning to ship fast, iterate later
12:46 Octolane’s self-driving AI CRM vision
14:20 How Octolane automates sales workflows
15:45 Early challenges: Gaining customer trust
18:06 Why focus beats shiny AI distractions
21:58 Coding as a superpower for all
23:15 High school project with 300,000 users
25:11 Why Duke was the right choice
26:10 Cultural shock at Duke University
30:34 AI tools like Cursor and Lovable
31:15 Can non-technical founders succeed?
33:00 Grit and discipline fuel Octolane’s rise
36:49 Biggest hurdle to beating Salesforce
39:11 Staying focused for a 10-year mission
40:30 Why Salesforce isn’t the real threat
42:40 Spotting real AI startups vs hype
44:15 Net Revenue Retention: The success metric
46:30 How One raised $2.6M so fast
48:00 Y Combinator’s role in Octolane’s growth
49:30 AI’s real-world impact on sales
58:49 Balancing AI rewards with safety
1:03:13 One’s legacy: Inspiring bold action
1:03:41 Next goal: Switch 100 companies
1:04:14 One’s advice: Focus and agency
1:06:51 Final reflections & takeaways
📌 Resources
One Chowdhury:
◽️ LinkedIn: https://www.linkedin.com/in/coffeewithone/
Harvey Bracken-Smith:
◽️ LinkedIn: linkedin.com/in/harveybracken-smith
◽️ Instagram: instagram.com/harveybsmith
◽️ X (Twitter): x.com/harveybsmith_
Personable Podcast:
◽️ Instagram: instagram.com/personable.podcast
◽️ LinkedIn: linkedin.com/company/personablepodcast
◽️ TikTok: tiktok.com/@personableclips
◽️ Spotify: open.spotify.com/show/7JOTYDER6m2FDrlhop4api
◽️ Apple Podcasts: podcasts.apple.com/us/podcast/personable/id1671640111
Additional:
◽️ The Draft (Sign up): thedraft.io
◽️ Fundraising: justgiving.com/crowdfunding/LouLouRacefoiundation?utm_term=PvByaxmdn
Personable is a podcast dedicated to helping listeners become the best they can be by learning from the world’s best in their respective fields. This mission is inspired by my mother, Louise, who encouraged me to become the best version of myself before she passed away from cancer in 2023.
This content is for informational and entertainment purposes only and is not financial advice. Always consult a qualified financial advisor before making investment
Support the show
Send a text
This is the 1st episode of Personable markets in which I aim to speak to a hedgefund manager, VC or Investment Banker every week on real world market events. In this episode I speak to...
Stephen Roberts who is the founder of Orgueil Capital (an investment vehicle with its North Star to quintuple capital over the next 8-9 year period) & Former Partner at the Hedge Fund Horseman Capital.
In this episode, Stephen Roberts reveals:
◽️ The SURPRISING reason Hang Seng is one of 2025’s top indexes
◽️ Why Nvidia’s sky-high valuation could impact markets
◽️ His Secret to spotting China’s undervalued tech giants
◽️ The impact of Trump’s Fed pressure
◽️ The HIDDEN power of retail investors shaking markets
-
⏱ Timestamps
00:00 Intro
00:36 Hang Seng's Overlooked Surge
02:54 Alibaba's Cloud Computing Success
03:35 China's Geopolitical Investment Risks
05:00 U.S. Policies Create Global Opportunities
06:19 Nio's Strong China Performance
06:40 China's Online Shopping Trend
07:25 Misconceptions About China Media
09:19 AI Investment Beyond Nvidia
09:58 Nvidia's Competition Risks Exposed
10:49 DeepSeek's Sudden AI Launch
11:43 Mag 7's Continued AI Focus
12:31 Trump's Green Light for Tech
13:57 U.S.-China Trade Deal Prospects
14:39 China's Strength Against Trump
17:18 Trump's Growth Agenda Detailed
19:08 State vs. Fed Relationship
20:55 Fed Holding Rates Spitefully?
21:32 Presidents' Views on Rates
22:58 Rates Conversation Overemphasis
24:21 Finding Market Opportunities Elsewhere
25:49 Consumer Sentiment in U.S.
28:19 GameStop Retail Pump Phenomenon
30:10 Monitoring Retail Investor Sentiment
32:49 Citadel's AI Transcript Analysis
35:47 Nvidia's Singapore Revenue Risks
38:24 AI's iPhone Moment Evolution
40:08 Banks Benefiting from AI
41:08 LP's Long-Term Investment Strategy
44:08 Hedge Fund Failure Rates
45:18 S&P 500's High Risks
47:20 Equal-Weighted S&P Considerations
48:51 Mag 7 Distraction Warning
48:57 Key Trade Recommendations
49:39 Bitcoin's Government Hedge Role
50:56 Defense Stocks Like Palantir
55:02 Luxury Consumer Trends
57:16 Gambling Sector Regulatory Risks
58:25 Luxury's Global Bull Trend
59:05 Hedge Funds on Social Media
1:00:09 Podcasting's Structural Growth
1:00:53 Avoid U.S.-Centric Mindset
1:01:18 Final Market Themes Outlook
1:01:48 Key Risks in Next Months
1:03:08 Outro
-
📌 Resources
Stephen Roberts:
◽️ Orgueil Capital: https://www.orgueilcapital.com/our-story
Harvey Bracken-Smith:
◽️ LinkedIn: linkedin.com/in/harveybracken-smith
◽️ Instagram: instagram.com/harveybsmith
◽️ X (Twitter): x.com/harveybsmith_
◽️ Newsletter: https://personable.substack.com/
Personable Podcast:
◽️ Instagram: instagram.com/personable.podcast
◽️ LinkedIn: linkedin.com/company/personablepodcast
◽️ TikTok: tiktok.com/@personableclips
◽️ Spotify: open.spotify.com/show/7JOTYDER6m2FDrlhop4api
◽️ Apple Podcasts: podcasts.apple.com/us/podcast/personable/id1671640111
Additional:
◽️ The Draft (Sign up): thedraft.io
◽️ Fundraising: justgiving.com/crowdfunding/LouLouRacefoiundation?utm_term=PvByaxmdn
Personable is a podcast dedicated to helping listeners become the best they can be by learning from the world’s best in their respective fields. This mission is inspired by my mother, Louise, who encouraged me to become the best version of myself before she passed away from cancer in 2023.
This content is for informational and entertainment purposes only and is not financial advice. Always consult a qualified financi
Support the show
Send a text
Duke basketball phenom Jadyn Donovan pulls back the curtain on the lies we believe about talent, success, and what it really takes to make it at the highest level
Jadyn Donovan is an elite basketball defender and two-time FIBA World Cup gold medalist (U17/U19). The Duke star earned 2025 ACC All-Defensive Team honors while leading the Blue Devils to the NCAA Sweet 16. A former McDonald's All-American who maintained Academic All-ACC status. Now she’s confronting NCAA myths— from why she tracks defensive stops as points scored to how natural talent not enough at the highest level
In this episode, Jadyn Donovan reveals:
◽️ The SHOCKING last-minute twist that almost kept her from Duke
◽️ The defensive "basketball calculus" only elite players understand
◽️ How her FBI-level film study creates UNFAIR advantages
◽️ The 2 CRUCIAL plays that ended Duke's 2025 championship hopes
◽️ Why her academic focus remains UNTOUCHED by NIL distractions
—
⏱ Timestamps
00:00 Intro
00:42 How Jadyn First Fell in Love with Basketball
02:03 The Game That Made Her Realize She Could Go Far
03:27 Being a Young Girl in Basketball & Defying Expectations
05:16 How Duke Entered the Picture (Her Recruitment Story)
06:26 Almost Going to Notre Dame Instead
07:10 What Jadyn Thought Duke Would Be Like vs. Reality
08:31 Why the “Sisterhood” at Duke Is So Special
10:01 Why People Stay at Duke Instead of Transferring
11:11 What Coach Kara Saw in Her Game
12:46 Behind the Scenes: Competing for a Spot Every Week
15:08 Feeling Pressure & How She Became More Free
17:25 How She Stays Disciplined When No One's Watching
19:03 Why She Refuses to Cut Corners
20:13 Breaking Mental Limits & Growing From Year 1 to 2
22:02 Her First Game at Duke & Early Season Highs and Lows
23:33 Biggest Differences Between High School & College Ball
25:06 The “Baby Jadyn” vs. “Mature Jadyn” Mindset Shift
26:35 Becoming One of the Top Defenders in the ACC
27:26 Her Step-by-Step Defensive Strategy & Scouting Process
29:13 Do Players Really Stick to Their Habits in Games?
30:05 What’s the Real Goal of Defense?
31:38 How She Actually Stops Elite Players
33:27 Playing Alongside NBA Prospects Like Cooper Flagg
35:55 Her Honest Take on the WNBA & Making a Living
37:10 The Power of NIL & Players Like Angel Reese
38:09 The Inequality Between Men’s and Women’s Attention
39:58 How She Turns Lack of Support Into Motivation
40:13 Building a Brand Like Caitlin Clark
43:55 Her Honest Take on NIL’s Impact (Good & Bad)
46:51 Learning to Trust the Right People
48:22 What She’s Learned About Money & Investing
50:23 Would She Stay in College Longer Just for NIL?
51:55 Will Duke Women’s Basketball Win a National Title?
52:42 Where Her Fierce Mindset Comes From
54:26 Biggest Misconception About Her
54:47 What She’d Do Differently If She Started Again
55:11 Best Advice She’s Ever Received
56:31 What Happiness Means to Her
58:35 What’s Her Purpose in Life?
59:39 Biggest Life Lesson So Far
1:00:35 How She Deals With Adversity
1:01:21 What’s Next for Jadyn
1:01:54 How She Wants to Be Remembered
1:02:38 Final Reflections & Takeaways
📌 Resources
Jadyn Donovan:
◽️ Instagram: https://www.instagram.com/donovan_jadyn/?hl=en
Harvey Bracken-Smith:
◽️ LinkedIn: linkedin.com/in/harveybracken-smith
◽️ Instagram: instagram.com/harveybsmith
◽️ X (Twitter): x.com/harveybsmith_
Personable Podcast:
◽️ Instagram: instagram.com/personable.podcast
◽️ LinkedIn: linkedin.com/company/personablepodcast
◽️ TikTok: tiktok.com/@personableclips
◽️
Support the show
Send a text
From Apple’s Touch ID to a $650M hedge fund–and from Vietnamese medtech to $80M in DeFi–Makoto Tominaga & Quoc Anh Ngo expose why retail trading is rigged, and how their AI platform OpenQuant is rewriting the rules of crypto, equities, and real estate investing.
Makoto Tominaga is a quant strategist at a $650M hedge fund and former Apple engineer who helped develop Touch ID security. Quoc Anh Ngo (QA) built medical rehab devices in Vietnam before creating DeFi protocols that secured $80M in deposits. Together, they're founding OpenQuant - an AI platform bringing institutional-grade trading tools to retail investors across crypto, stocks and real estate.
Makoto & QA reveal:
◽️ Why 95% of traders fail—and how their AI cracks the code
◽️ From Apple’s biometrics to DeFi security—the hidden link in financial safety
◽️ The $80M DeFi disaster that rewrote their rules for risk
◽️ Why VC money is a trap—and their unconventional funding blueprint
◽️ "Institutional tools break for retail"—Makoto’s law of real-world finance
-
⏱ Timestamps
00:00 Intro
01:23 How Makoto and QA Met
02:33 Why Makoto Joined Forces with QA
05:10 Taking on Hard Problems with AI and Finance
08:20 Why Not Keep the Edge to Themselves?
10:50 Building a Win-Win Business Model
12:27 What Is OpenQuant? (Beginner Explanation)
15:56 How Funds Build Strategies Step-by-Step
17:54 Why Funds Miss Big Opportunities
20:08 How AI Supercharges Research and Strategy
22:44 Helping Everyday Investors Avoid Risky Mistakes
23:44 6 Big Questions from Harvey
25:53 Do All Users Get the Same Info?
27:25 Can Makoto and QA See Everyone’s Trades?
30:12 Privacy and Ethics of Trade Data
32:05 Why Give Risky Tools to Non-Experts?
35:16 Will Hedge Funds Lose Their Edge?
37:08 What Risks Should Users Be Aware Of?
39:33 Why OpenQuant Helps, Not Harms
40:53 Quant vs. Gut Investing – Which Is Better?
44:13 What People Don’t Understand About Crypto
47:53 Rapid Fire: What Drives Makoto and QA
50:50 What Motivates Them
52:13 Best Advice They’ve Received
55:20 How They Handle Stress and Uncertainty
57:07 Questions They’re Rarely Asked
1:01:03 Why Take Big Risks
1:03:20 Final Takeaways for the Listener
1:08:26 Outro
📌 Resources
QA:
◽️ LinkedIn: https://www.linkedin.com/in/q-anh-ngo-361556200/
Makoto Tominaga:
◽️ Website: https://yseali.fulbright.edu.vn/en/2022-digitization-of-trust/makoto-tominaga/
Harvey Bracken-Smith:
◽️ LinkedIn: linkedin.com/in/harveybracken-smith
◽️ Instagram: instagram.com/harveybsmith
◽️ X (Twitter): x.com/harveybsmith_
Personable Podcast:
◽️ Instagram: instagram.com/personable.podcast
◽️ LinkedIn: linkedin.com/company/personablepodcast
◽️ TikTok: tiktok.com/@personableclips
◽️ Spotify: open.spotify.com/show/7JOTYDER6m2FDrlhop4api
◽️ Apple Podcasts: podcasts.apple.com/us/podcast/personable/id1671640111
Additional:
◽️ The Draft (Sign up): thedraft.io
◽️ Fundraising: justgiving.com/crowdfunding/LouLouRacefoiundation?utm_term=PvByaxmdn
Personable is a podcast dedicated to helping listeners become the best they can be by learning from the world’s best in their respective fields. This mission is inspired by my mother, Louise, who encouraged me to become the best version of myself before she passed away from cancer in 2023.
Support the show
Send a text
Citadel Securities’ Chief People Officer, Alex DiLeonardo, reveals how the firm spots outliers early, evaluates talent with surgical precision, and ties every employee’s work directly to CEO-level goals.
Alex DiLeonardo is the Chief People Officer at Citadel Securities, where he leads global talent strategy across recruiting, development, and performance. He previously served as Chief Talent Officer at Activision Blizzard and was a partner at McKinsey & Company, with earlier experience at JPMorgan Chase and Deloitte. Alex holds degrees from Carnegie Mellon’s Tepper School of Business and Heinz College, and lectures at Harvard, Wharton, and other global business schools on aligning people systems with business performance.
In this episode, Alex reveals:
◽️ How Citadel Securities identifies high-potential talent and gives them direct project ownership from day one
◽️ Why every employee’s goals are explicitly tied to CEO-level business outcomes
◽️ How AI and automation are reshaping performance management - without losing the human touch
◽️ What makes HR in hedge funds radically different from Fortune 500 companies
◽️ His “capital I” career model - and why nonlinear growth beats fast promotions
-
⏱ Timestamps
00:00 Intro
00:42 Becoming Chief People Officer
03:07 People as competitive advantage
03:43 Culture that attracts talent
05:52 Early career growth opportunities
06:45 What talent really wants
10:48 Career as an “I” shape
11:24 Culture from top and bottom
13:43 Values: winning, meritocracy, learning
15:06 Culture vs. performance balance
16:31 Citadel Securities vs Citadel hedge fund
17:14 Graduate recruiting & training programs
18:45 Why Harvey chose Goldman Sachs
21:22 Resume proxies and candidate fit
23:20 Balancing established vs startup culture
24:28 Unique top-down project assignments
25:53 Talent insights from a headhunter’s son
27:31 Strategy amid fast-changing markets
30:20 Living meritocracy: goal ownership
34:19 Avoiding credit-stealing and accountability
35:48 Why share knowledge publicly?
36:58 Leadership beliefs unlearned
38:02 Competitive intensity & mental health
38:32 Values supporting performance
39:18 Assessing potential, long & short term
39:30 AI as an enabler, not threat
40:00 Common HR misconceptions
40:09 Advice for aspiring Chief People Officers
41:36 Question not asked enough
42:31 Favorite restaurant & cycling passion
46:51 Foot off the pedal? Restlessness
48:16 What’s next & desired legacy
49:39 Key takeaway for listeners
51:01 Outro
📌 Resources
Alexander DiLeonardo
◽️ Linkedin: https://www.linkedin.com/in/alexanderdileonardo/
Harvey Bracken-Smith:
◽️ LinkedIn: linkedin.com/in/harveybracken-smith
◽️ Instagram: instagram.com/harveybsmith
◽️ X (Twitter): x.com/harveybsmith_
Personable Podcast:
◽️ Instagram: instagram.com/personable.podcast
◽️ LinkedIn: linkedin.com/company/personablepodcast
◽️ TikTok: tiktok.com/@personableclips
◽️ Spotify: open.spotify.com/show/7JOTYDER6m2FDrlhop4api
◽️ Apple Podcasts: podcasts.apple.com/us/podcast/personable/id1671640111
Additional:
◽️ The Draft (Sign up): thedraft.io
◽️ Fundraising: justgiving.com/crowdfunding/LouLouRacefoiundation?utm_term=PvByaxmdn
Personable is a podcast dedicated to helping listeners become the best they can be by learning from the world’s best in their respective fields. This mission is inspired by my mother, Louise, who encouraged me to become the best version of myself before she passed away from cancer in 2023.
Support the show
Send a text
From the NBA to leading Tiger Woods’ foundation, Rick Singer reveals why earning respect, not popularity, is the key to leadership, how elite athletes build lasting influence, and what most CEOs get wrong about impact.
Rick Singer is the former President and CEO of the Tiger Woods Foundation, where he led global education, youth development, and philanthropic strategy for one of the most iconic athletes of all time. Prior to that, he held senior roles at the NBA, IBM, and KemperSports Management, and served as a marketing professor at Duke University. With a career spanning elite sports, corporate leadership, and education, Rick brings hard-earned insights into influence, branding, and building trust at the highest level.
In this episode, Rick revealed:
◽️ Why being respected, not liked, is the trait top performers and great leaders prioritize
◽️ What it was like working directly with Tiger Woods - and how Tiger built trust without words
◽️ The leadership lessons CEOs can borrow from elite athletes and coaches
◽️ How to build a high-performance team culture without micromanaging
◽️ The most common mistake young professionals make when trying to lead early in their careers
-
⏱ Timestamps
00:00 Intro
01:03 Rick’s start in nonprofits
02:46 Poll EV question on nonprofits
03:55 Why Rick chose nonprofit work
05:57 Paying nonprofit workers better
07:06 Measuring nonprofit success
09:24 Fundraising and impact metrics
10:33 Comparing nonprofit to business
11:09 Working with Tiger Woods
13:41 Growth at Tiger Woods Foundation
16:53 Why Rick left the foundation
17:28 Deal making nonprofit vs for-profit
19:17 Rick’s time at IBM
23:24 Digital impact on sports
24:04 AI vs crypto/metaverse
27:33 Balancing profit and passion
30:05 Why sports marketing works
32:29 NBA vs IBM marketing
35:09 Handling backlash (Bud Light)
38:51 Marketing & evolving values
40:47 Importance of values
44:13 Aligning culture and values
49:28 Rick’s key personal values
51:39 Misconceptions about Rick’s work
52:26 Unlearning: being liked vs respected
53:16 Advice for college grads
54:33 Best advice Rick received
55:30 Question Rick hasn’t been asked
56:53 What’s next for Rick
58:00 Rick’s legacy
58:31 Rick’s message: patience
59:36 Outro
📌 Resources
Rick Singer
◽️ Linkedin: https://www.linkedin.com/in/rick-singer-9a44037/
Harvey Bracken-Smith:
◽️ LinkedIn: linkedin.com/in/harveybracken-smith
◽️ Instagram: instagram.com/harveybsmith
◽️ X (Twitter): x.com/harveybsmith_
Personable Podcast:
◽️ Instagram: instagram.com/personable.podcast
◽️ LinkedIn: linkedin.com/company/personablepodcast
◽️ TikTok: tiktok.com/@personableclips
◽️ Spotify: open.spotify.com/show/7JOTYDER6m2FDrlhop4api
◽️ Apple Podcasts: podcasts.apple.com/us/podcast/personable/id1671640111
Additional:
◽️ The Draft (Sign up): thedraft.io
◽️ Fundraising: justgiving.com/crowdfunding/LouLouRacefoiundation?utm_term=PvByaxmdn
Personable is a podcast dedicated to helping listeners become the best they can be by learning from the world’s best in their respective fields. This mission is inspired by my mother, Louise, who encouraged me to become the best version of myself before she passed away from cancer in 2023.
Support the show
Send a text
Doug Perlman breaks down the media rights gold rush, why private equity is flooding into sports, and how NIL is transforming college athletics—drawing from deals across the NFL, Ryder Cup and NASCAR.
Doug Perlman is the Founder and CEO of Sports Media Advisors, a boutique advisory firm specializing in media rights, strategy, and transactions across professional sports. Since launching SMA in 2009, he has advised major leagues, teams, media networks, and private equity firms on high-value broadcast and digital rights deals. Previously, Perlman served as EVP of Media at the NHL and later as President of IMG Media North America. He began his career at Proskauer Rose LLP. A Sports Business Journal “Forty Under 40” Hall of Fame inductee, Perlman holds a JD from the University of Virginia School of Law and a BA from Duke University.
In this episode, Doug Perlman revealed:
◽️ The founding story and core services of Sports Media Advisors (SMA)
◽️ How private equity firms are increasingly investing in sports, from major leagues to emerging ones like pickleball
◽️ Building trust through long-term relationships and handling failures in the sports industry
◽️ Strategies for maintaining a lean team while handling high-quality clients and deals
◽️ The evolution of NIL in college sports, from initial ideals to pay-for-play realities and future settlements
⏱ Timestamps
00:00 Intro
00:56 How Doug got started in sports
02:31 Someone Doug worked with at IMG
03:00 What Doug’s company does
05:33 Are sports teams too expensive now?
06:04 What other sports people are investing in
07:13 How Doug got big-name clients
07:38 Why people trust Doug’s company
09:09 How Doug keeps strong relationships
10:09 What Doug does when something goes wrong
11:39 Doug’s first big deal
13:30 How Doug learned new skills
16:21 Doug’s dream client
18:27 What keeps Doug excited about work
20:53 Why his team is small
23:05 What NIL is and why it matters
26:39 Why NIL is tricky
29:46 Will people still like college sports?
31:44 What the Olympics can teach us
33:29 Why sports is like buying juice
35:08 How Doug knows what something is worth
37:20 Doug’s tips for making deals
39:34 Why hard work matters
42:09 A question Doug doesn’t get often
42:54 Doug’s best advice ever
45:12 One big lesson from Doug
46:29 Host shares his thoughts
47:34 Outro
📌 Resources
Doug Perlman
◽️ Linkedin: https://www.linkedin.com/in/doug-perlman-0405877/
Harvey Bracken-Smith:
◽️ Website: www.personable.media
◽️ LinkedIn: linkedin.com/in/harveybracken-smith
◽️ Instagram: instagram.com/harveybsmith
◽️ X (Twitter): x.com/harveybsmith_
Personable Podcast:
◽️ Instagram: instagram.com/personable.podcast
◽️ LinkedIn: linkedin.com/company/personablepodcast
◽️ TikTok: tiktok.com/@personableclips
◽️ Spotify: open.spotify.com/show/7JOTYDER6m2FDrlhop4api
◽️ Apple Podcasts: podcasts.apple.com/us/podcast/personable/id1671640111
Additional:
◽️ The Draft (Sign up): thedraft.io
◽️ Fundraising: justgiving.com/crowdfunding/LouLouRacefoiundation?utm_term=PvByaxmdn
Personable is a podcast dedicated to helping listeners become the best they can be by learning from the world’s best in their respective fields. This mission is inspired by my mother, Louise, who encouraged me to become the best version of myself before she passed away from cancer in 2023.
Support the show
Send a text
Lia Forcina shares how she went from a newspaper job ad to managing $100M+ - revealing what she learned from Steve Cohen, why AI is killing junior roles, and the “3-unit rule” that’s kept her profitable every single year.
Lia Forcina is a partner and portfolio manager at LGR Capital in London. She previously held roles at BlueCrest Capital, SAC Capital (now Point72), and Morgan Stanley. Lia holds a Bachelor’s degree in Finance from the University of Rome Tor Vergata (110/110 cum laude) and a Master’s degree in Statistics and Econometrics from Università Cattolica del Sacro Cuore.
In this episode, Lia Forcina revealed:
◽️ How a random newspaper ad and a bar conversation launched her into Morgan Stanley
◽️ The ski accident that forced her out of banking - and into a trading desk that changed everything
◽️ What it was really like working under Steve Cohen and Mike Platt - and why their intensity isn’t for everyone
◽️ Her “3-unit rule” for cutting losses - the risk strategy that’s kept her profitable every single year
◽️ Why AI is wiping out junior roles - and how it’s forcing portfolio managers to evolve fast
-
⏱ Timestamps
00:00 Intro
00:45 How Lia got her job
05:30 Her work now and before
06:40 Working at SAC and meeting Steve Cohen
09:15 Why learning from older people helps
11:57 When to stop losing money
15:50 What keeps her working hard
18:00 How AI helps her work
20:57 Using AI her way
22:35 How she checks success and risk
25:17 Her secret: cut losses fast
26:41 Advice for new investors
29:11 Why Steve Cohen and Michael Platt are special
31:26 How to tell real ideas from noise
33:28 Why hedge funds beat banks
35:39 Can anyone be a great investor?
37:00 How to learn investing alone
39:41 Her view on tariffs
42:49 Her thoughts on AI changing jobs
45:33 Her worry about no AI rules
47:02 Investing US vs Europe
50:15 Biggest growth areas
52:36 Wrong ideas about her
53:21 Best advice she got
54:41 Question she’s not asked
55:28 Why she has strong opinions
56:45 Her thoughts on cancel culture
58:07 Personal story about honesty
1:01:44 Her message: talk to each other
1:04:34 What she wants next
1:05:53 How she wants to be remembered
1:06:45 Her biggest lesson: handle pain
1:07:16 Outro
📌 Resources
Lia Forcina
◽️ Linkedin: https://www.linkedin.com/in/lia-forcina-17352459
Harvey Bracken-Smith:
◽️ LinkedIn: linkedin.com/in/harveybracken-smith
◽️ Instagram: instagram.com/harveybsmith
◽️ X (Twitter): x.com/harveybsmith_
Personable Podcast:
◽️ Instagram: instagram.com/personable.podcast
◽️ LinkedIn: linkedin.com/company/personablepodcast
◽️ TikTok: tiktok.com/@personableclips
◽️ Spotify: open.spotify.com/show/7JOTYDER6m2FDrlhop4api
◽️ Apple Podcasts: podcasts.apple.com/us/podcast/personable/id1671640111
Additional:
◽️ The Draft (Sign up): thedraft.io
◽️ Fundraising: justgiving.com/crowdfunding/LouLouRacefoiundation?utm_term=PvByaxmdn
Personable is a podcast dedicated to helping listeners become the best they can be by learning from the world’s best in their respective fields. This mission is inspired by my mother, Louise, who encouraged me to become the best version of myself before she passed away from cancer in 2023.
Support the show
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Learning from the World's best to become the best you can be