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 and returning at ).
- 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 team in the country by MaxPreps.
- Nike Sponsorship: As a Nike Elite school, players received exclusive gear, including bronze sneakers limited to pairs globally.
- High-Profile Teammates:
- Jahlil Okafor: Number player in the country.
- Cliff Alexander: Number player in the country.
- Jaylen Brunson: Starting guard alongside Miles (currently in the NBA as of the timeline discussed).
- Recruitment: Miles was a Top player in the country and held scholarship offers entering his senior year.
Professional Basketball Network and Relationships
- Devin Booker:
- Met at the Nike Elite 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 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 and staying until ).
- University of the Pacific:
- Transferred to Pacific in the Bay Area (Summer ) 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 points and assists in 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 , 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 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 ().
- Acquisition: During COVID-19, the brand stalled. Miles advised his father to "double up" and buy out the previous owners. They cut a check to acquire to 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 doors.
- Fry's (Kroger): Secured placement in 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 to , but retail for approximately .
- 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 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 -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 top-line revenue. By , they project reaching in revenue, targeting a valuation between and .
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 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 to 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."