When the crowd noise stops, the hardest work begins. For many professional athletes, the end of a season or a career marks the start of confusion, risky advice and financial uncertainty.
That cycle is what Tampa Bay investors Teal Henderson set out to break.
Henderson founded Bones Investment Group to teach athletes the rules of real estate before they ever invest a dollar. Her approach blends education, conservative partnerships and a culture of trust that has made Bones a model for athlete wealth management.
Her philosophy challenges the old playbook — revealing what true leadership, literacy and legacy look like beyond the game.
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Domino effect
The idea for Bones was born in Henderson’s living room during a game of dominoes with a Buccaneers coach. When she threw down a commission check, he asked how she made more than he did.
“That’s how Bones Investment Group started,” Henderson said.
A former UNLV tennis player who married a college football player turned NFL agent, Henderson saw up close how unpredictable professional sports could be.
“Most players’ careers don’t look like what you see on TV,” she said. “They’re dreaming of the league since Little League, and then one day it’s just over.”
Noah Shaffer, her business partner, joined after interning at the University of South Florida. He was 19 when Henderson met him.
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“He became my succession plan,” she said. “He learned the business from the ground up, managing leases and development projects.”
From the start, the pair focused on stable, income-producing properties such as Publix, CVS, Chase Bank, Panera, Target, Burger King and Chipotle. They structured deals that reward patience over speculation.
“We wanted to give athletes a safe space to learn and invest in assets they could understand,” Henderson said.
Trust issues
For decades, professional athletes have faced the same trap — sudden wealth, limited financial literacy and a support system built for short-term performance instead of long-term planning.
The data is harsh. A study from the National Bureau of Economic Research found that nearly 16% of NFL players file for bankruptcy within 12 years of retirement, even after earning millions.
The problem isn’t just spending — it’s misplaced trust. Athletes are often pitched investments by friends, relatives or advisors working outside their expertise.
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Henderson has heard the stories: a best friend who became a realtor and lost $250,000 on a flip, a financial planner who recommended a commercial property he didn’t understand.
“They’re marks for bad actors,” she said. “We wanted to give them a place where the deal is transparent, the education is free and they own their share of the property.”
That transparency is why Buccaneers wide receiver Mike Evans became one of Bones’ first investors in 2018, introduced through the same Buccaneers coach who first inspired the idea for the firm.
Since then, Bones has grown to nearly 300 active investors and broadened its roster to include NBA players and WWE athletes.
Education first
Bones is built on one rule — no investing without understanding. Players join through referrals, attend mandatory calls, complete one-on-one sessions with Henderson and review regular portfolio updates.
Each partnership fund contains several properties, so investors buy into stability rather than speculation.
“We put cameras on our construction sites,” Henderson said. “If a player’s on the road or in another time zone, he can log in and watch progress.”
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The curriculum covers everything from parcel zoning to lease abstraction. Players analyze real deals, compare markets and even attend industry conferences alongside the Bones team.
“We take them to Chipotle corporate meetings and show them how site selection really works,” Henderson said. “Some shadow us in the offseason. One sits at the extra desk in my office.”
Henderson refuses to charge for any of it.
“I hate when people sell mastermind classes,” she said. “Education shouldn’t be gatekept.”
More than money
What Bones teaches isn’t just investment strategy — it’s identity.
“It’s bigger than money,” Henderson said. “When athletes leave football, they lose community.”
She knows because players call her “Mama Teal.”
One former player, Keith Smith, turned his losses into leadership. After losing $250,000 in a failed flip, he joined Bones, learned the business and now runs leasing outreach for the firm.
“He’s building a second career,” Henderson said. “That’s the goal — turn the discipline they already have into a sustainable future.”
The work has also saved lives. Henderson recalled a player who told her he had been suicidal before she invited him to a real estate conference.
“He said, ‘You didn’t know me from anybody, and you invited me anyway,’” she said. “That changed everything.”
The mission now extends to college athletes navigating the new Name, Image and Likeness era.
“University of Florida brought me in because guys are buying cars and Airbnbs before they even know what they’re doing,” Henderson said. “We want to teach them early how to invest safely with their teammates.”
Home field advantage
Bones’ footprint reaches beyond Florida, but Henderson sees Tampa Bay as the model.
“We have 300 acres in Pasco County with Lowe’s, Wawa, McDonald’s, Panera and 1,000 apartments,” she said. “Tampa is becoming the new Miami. The value is still here, and international buyers know it.”
Bones’ transparency — monthly updates, open access and on-site cameras — has made it a trusted partner for about 278 active investors and more than 1,000 alumni of its education programs. Growth is entirely organic.
“If you want in, you have to know someone already in,” Henderson said. “It’s built on trust.”
Lasting impact
Bones Investment Group proves that financial literacy can be both a community and a strategy. It replaces the illusion of high-risk success with something lasting: knowledge, partnership and belonging.
“Too often, athletes trust the wrong people,” Henderson said. “We want them to understand what they’re investing in and why.”
For Henderson, that’s not just good business — it’s redemption for an industry that has too often failed its players.
For more information, visit BIG’s website here.