Miles Reynolds

Core Philosophy and Institutional Culture at Loop Capital

  • Entrepreneurial Spirit: The environment at Loop Capital is characterized as intensely entrepreneurial, described using the metaphor of a "real eat what you kill type of environment." Success is predicated on individual initiative and result-driven performance.
  • Management Style of the Founder (Jim Reynolds):
    • Autonomy: Leadership discourages micromanagement. Employees have the flexibility to manage their own schedules (e.g., leaving for meetings at 11:00AM11:00\,AM and returning at 3:00PM3:00\,PM).
    • Result Accountability: While there is freedom relative to physical presence, results are mandatory. The speaker explicitly states, "the results have to be there… else you're probably not gonna be here long."
    • Support for External Opportunities: The firm prioritizes the individual's future over the institution's retention. If an opportunity arises outside of Loop that is a better fit for a person's future, leadership will help them pursue it, even if they are a top performer.

Educational and Athletic Background of Miles Reynolds

  • High School (Whitney Young High School):
    • Miles attended Whitney Young in Chicago, which he describes as a "powerhouse."
    • Team Motto: The team's ethos was defined by the phrase: "Kick ass, take names last."
    • Accolades: The team was a two-time or three-time city champion, state champion, and ranked as the Number1Number\,1 team in the country by MaxPreps.
    • Nike Sponsorship: As a Nike Elite school, players received exclusive gear, including bronze sneakers limited to 500500 pairs globally.
  • High-Profile Teammates:
    • Jahlil Okafor: Number 11 player in the country.
    • Cliff Alexander: Number 22 player in the country.
    • Jaylen Brunson: Starting guard alongside Miles (currently in the NBA as of the timeline discussed).
  • Recruitment: Miles was a Top 100100 player in the country and held 2525 scholarship offers entering his senior year.

Professional Basketball Network and Relationships

  • Devin Booker:
    • Met at the Nike Elite 100100 camp in Saint Louis during a roll call line.
    • They became roommates during the camp and remained close on the AAU (Amateur Athletic Union) circuit.
    • Booker stayed with Miles and his family for two weeks in Chicago during the McDonald's All-American Game and the Jordan Brand Classic in high school.
  • Tyler Ulis (T.U.):
    • Played at Kentucky; described as one of the best point guards from the Chicago/Ohio area.
    • Accolades include SEC Player of the Year and Defensive Player of the Year.
  • D’Angelo Russell (D-Lo):
    • Met at the Pangos 8th8^{th} Grade All-American Camp.
    • Miles highlights Russell's early talent with his left hand and his "smooth as butter" playstyle.
    • Later mentored by Kobe Bryant and Jordan Clarkson while on the Lakers.

Collegiate Basketball Career and Transfer History

  • Saint Louis University (SLU): Miles began his freshman year here, eventually earning a starting spot by the second semester through a rigorous training schedule (working out at 7:00AM7:00\,AM and staying until 11:00PM11:00\,PM).
  • University of the Pacific:
    • Transferred to Pacific in the Bay Area (Summer 20162016) and had to redshirt for a year.
    • Played in the West Coast Conference against schools like Gonzaga, Saint Mary’s, and BYU.
    • Coached by Portland Trailblazers legend Damon Stoudamire.
    • Averaged approximately 1515 points and 44 assists in 25minutes25\,minutes per game off the bench.
  • University of Oklahoma (OU):
    • Joined as a grad transfer to replace minutes left by Trae Young.
    • Recruited by Hall of Fame coach Lon Kruger.
    • Played with Austin Reeves (nicknamed "White Kobe").
    • The team made the Sweet 1616, eventually losing to Virginia.

Professional Basketball Stint and Injury

  • NBA Draft Process: After OU, Miles had workouts with the Chicago Bulls and the Milwaukee Bucks.
  • G League:
    • Miles played his way into the G League Elite Combine and was drafted with the 24th24^{th} pick in the first round of the G League Draft by the Long Island Nets.
    • Devin Booker facilitated a trade to the Northern Arizona Suns (Phoenix Suns affiliate) so Miles could be closer to home.
  • Career-Ending Injury: In his first G League game against the South Bay Lakers, Miles hit a three-pointer and then tore his hamstring while running the lane. He describes the sensation as the hamstring feeling "like a brisket… off the bone." Because he was on a straight contract (not a two-way), the team waived him immediately.

Investment Case Study: Coco5 (Coconut Water)

  • Origin: Miles' father was the original angel investor, providing a check for three-quarters of a million dollars (750,000750,000).
  • Acquisition: During COVID-19, the brand stalled. Miles advised his father to "double up" and buy out the previous owners. They cut a 3,000,0003,000,000 check to acquire 70%70\% to 75%75\% of the company.
  • High-Profile Investor Group: The majority owners now include Miles, Jim Reynolds, Derrick Rose, Charles Barkley, D’Angelo Russell, and Mike Wilbon (ESPN).
  • Strategic Relocation: Moved headquarters from Chicago to Arizona to leverage Devin Booker as the face of the brand.
  • Go-to-Market Strategy (Athlete "Cheat Codes"):
    • Sprouts: Used a meeting with the CEO (Jack) and Devin Booker to secure a nationwide deal covering over 300300 doors.
    • Fry's (Kroger): Secured placement in 120120 stores across Arizona.
    • Target: Leveraged D’Angelo Russell's presence in Minnesota (Target HQ).
    • Chicago Market: Utilized Derrick Rose for billboards and placement in Jewel-Osco, Mariano's, and Whole Foods.
  • Viral Marketing: D’Angelo Russell famously defended the product on an NBA podium against Gatorade representatives, which went viral on ESPN.

Institutional Partnership: American Cancer Society (ACS)

  • Partnership: After a year-long due diligence process, Coco5 became the "Official Hydration of the American Cancer Society."
  • Significance: This is the first time the ACS has partnered with a beverage of this type. It required complete alignment with the drink's ingredients and the ethics of the investor group.
  • Strategic Value: This partnership opens doors into hospitals and the broader healthcare sector.

Secondary Investment: P448 (Footwear)

  • Product: An Italian-manufactured luxury shoe company.
  • Quality vs. Price: The shoes use high-end materials like suede and nubuck leather, comparable to brands costing 800800 to 900900, but retail for approximately 275275.
  • Strategic Marketing in Europe: Miles is using his relationship with Kendrick Nunn (playing for Panathinaikos in Greece) to penetrate the European market. They are developing a "one-of-one" shoe with royalties and pop-up activations in Greece.

International Sports Experience: The Serbian Derby

  • Context: Miles visited Serbia to see a friend play in the rivalry game between Partisan and Red Star.
  • Environment: He describes it as a "riot" atmosphere with fans filling the arena two hours early, spitting on players, and throwing firecrackers. He paid guards 400400 total to escort and protect him.
  • Incident: A firecracker exploded under a seat near him, which he described as one of the loudest explosions he had ever heard, comparing it to a combat zone.

Loop Wealth Strategy and Financial Literacy

  • Motivation: Miles noticed his professional athlete friends were receiving 88-figure checks but lacked trust in financial advisors. He wanted to provide a "home-based" solution within Loop Capital.
  • Loop University: A mandatory financial education platform Miles created for his clients. They must complete modules on finance to work with him. He emphasizes: "We're not gonna work with you… [if you don't] have some stake in it."
  • Consultative Approach: He focuses on "retention" over earnings. He advises athletes against "dead investments" like luxury car maintenance or "bust down" watches that lose value, suggesting "Plain Jane" Rolexes or factory-set pieces that appreciate.
  • Exit Strategy: For Coco5, the goal is a strategic exit at a multiple of at least 7×7 \times top-line revenue. By 20272027, they project reaching 50,000,00050,000,000 in revenue, targeting a valuation between 350,000,000350,000,000 and 450,000,000450,000,000.

Questions & Discussion

  • Question (Audience): Regarding the D'Angelo Russell podium incident, is that because Gatorade is the official sponsor of the NBA?
    • Response: Yes, that is exactly why they tried to snatch the bottle. It went viral because he insisted it was his partner. He is a "whole character."
  • Question (Audience): Where do you see yourself in 1010 years?
    • Response: Miles aims to stay within Loop Wealth, ideally having a couple of successful company exits (like Coco5) under his belt to "officially take money out of the equation."
  • Collaboration Ideas (Audience): Mention of connecting with the US Women's National Team (Jaden Shaw) ahead of the World Cup.
    • Response: Miles highly encourages this, noting that 60%60\% to 65%65\% of Coco5 consumers are women.
  • AI Integration (Audience): A student mentioned creating a one-for-one wealth management tool using applied AI sciences.
    • Response: Miles encourages them to keep learning AI: "Now is the time to really separate yourselves," and emphasizes that "dependency is the second worst drug in America."