Why founders struggle to sell at the peak of success

Founders often resist selling when performance peaks, even though that moment is when buyers place the highest value on the business.

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Two business professionals shaking hands across a desk, symbolizing a high-stakes business decision and the moment of transition during a company sale.
Dr. Irfan Ali shares a people-first approach to leadership at CEO Connect

At TBBW’s December CEO Connect, Dr. Irfan Ali shared how trust, dignity and empathy shape effective leadership in Tampa Bay.

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Dr. Irfan Ali speaks during Tampa Bay Business & Wealth’s CEO Connect event, sharing his perspective on leadership, empathy and building a people-first health care organization in Tampa Bay.
Garrett Greco carries a Tampa legacy into the podcast age

Garrett Greco uses long-form podcast conversations to connect Tampa’s past with the decisions shaping its future.

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Garrett Greco records an episode of the Tampa Bay Developer podcast during a long-form conversation about Tampa’s growth and legacy.
Nelson Castellano leads Trenam with continuity and trust

How Nelson Castellano leads Trenam with steadiness, trust and long-term focus.

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Nelson Castellano, managing shareholder at Trenam, seated in his Tampa home.
Tampa Bay’s Top Companies No. 5: First Watch Restaurant Group

Part of TBBW’s ongoing Tampa Bay Top Companies series, spotlighting major employers across the region without ranking or order.

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Aerial view of downtown Tampa and the Hillsborough River highlighting First Watch Restaurant Group as part of TBBW’s Biggest Companies in Tampa Bay series.
Why Eskuad sees field operations as tech’s next frontier

Tampa-based Eskuad is building technology for the world where work actually happens, far from Wi-Fi, dashboards and boardrooms.

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Eskuad field operations platform displayed across desktop and mobile devices, showing offline reporting tools designed for remote industrial environments.
Tampa Bay’s Top Companies No. 4: Bloomin’ Brands

Part of TBBW’s ongoing Tampa Bay Top Companies series, spotlighting major employers across the region without ranking or order.

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Aerial view of downtown Tampa and the Hillsborough River, home to Bloomin’ Brands headquarters.
Why investing in your network matters

Why staying visible and engaged can determine which businesses grow during a downturn.

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Business professionals networking and talking at a social event
Beef O’Brady’s expands beyond Florida with 8 new restaurants

Beef O’Brady’s is expanding beyond Florida with 8 new restaurant openings as the 40-year-old brand continues steady national growth.

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Exterior of a Beef O’Brady’s sports pub location, highlighting the brand’s continued expansion as it marks 40 years in business.
Tampa Bay’s growth is no accident: 2026 outlook

Why Tampa Bay’s economy is entering 2026 with balance, momentum and long-term fundamentals firmly in place.

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Aerial view of downtown Tampa and the Riverwalk, highlighting the city’s skyline, waterways and planned urban development.
Tampa founder Balaji Ramadoss is building human-first AI

After a bootstrapped exit, Tampa founder Balaji Ramadoss is building human-first AI for how teams actually work.

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EXOS logo alongside Balaji Ramadoss, founder of the AI workflow platform
Building a business around Florida hurricane season

A Tampa Bay entrepreneur on leaving corporate life to build a modern hurricane protection business rooted in Florida’s climate and craftsmanship.

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Flooded residential street in Florida alongside Storm Shielder branding, illustrating hurricane season risks and home protection needs.