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Business Support

  • By Denise Federer
  • August 4, 2026
The family meeting: The best way to prep your family for what comes next

Don't skip the family meeting. Its value could be long-lasting.

  • Advice
  • By Denise Federer
  • July 20, 2026
3 leadership mistakes quietly killing your culture

What closely held and family business owners get wrong — and what to do about it.

  • Advice
  • By Anastasia Dawson
  • July 2, 2026
Report: Florida CEOs post record high optimism levels

The Florida Council of 100’s quarterly CEO Index shows record high levels of optimism in sales, capital investment and hiring expectations.

  • Florida
  • By Denise Federer
  • July 1, 2026
Developing leaders requires more than promoting top-flight managers

High-potential managers do not automatically become enterprise-minded executives. Getting there requires patience, discipline and a shift in mindset.

  • Advice
  • By Andrew Warfield
  • May 26, 2026
Sarasota County OKs $1.6M economic development contract — sans conflict

With none of the political drama of the past, the Sarasota County Commission approves the Economic Development Corpo. contract for fiscal year 2027.

  • Manatee-Sarasota
  • By Kristen Lessig-Schenerlein, Hannah McGowan
  • May 7, 2026
The best ways to manage uncertainty for yourself — and your team

A key to the complicated mess of leading teams? Remember confidence comes from capability, not certainty.

  • Advice
  • By Denise Federer
  • March 27, 2026
Leadership transition in family business can create new opportunities

Is it time for your family business to evolve? A family enterprise might be the answer.

  • Advice
  • By Mark Gordon
  • March 12, 2026
Sarasota best-selling author, speaker overcame teenage trauma

Simone Knego overcame some crushing teenage trauma to lead a life of confidence — and consistent accomplishments. Now she encourages others to do the same.

  • Leadership
  • By Kristen Lessig-Schenerlein, Hannah McGowan
  • February 25, 2026
Defeating impostor syndrome requires responding to self-doubt with clarity, confidence

The passenger seat metaphor is appropos: "If you are going to let self-doubt ride along," the authors say, "don’t let it drive the car. You remain in control of your actions."

  • Advice
  • By Denise Federer
  • February 19, 2026
Fair or equal? How to split up ownership of a family business

Emotions and money are in play when deciding the future of a family business. Over-communicating is essential when making long-term decisions.

  • Advice
  • By Denise Federer
  • February 10, 2026
Family wealth transfer: More at stake than money

The emotional considerations of leaving your wealth to the next generation in a family business can be an obstacle to a smooth transition.

  • Advice
  • By Anastasia Dawson
  • February 2, 2026
AI, emerging tech at the forefront of annual annual jobs summit

Speakers from multiple industries across Florida cited emerging technologies and artificial intelligence as a one of the key changes in the way they do business in 2026.

  • Tampa Bay-Lakeland
  • By Kristen Lessig-Schenerlein, Hannah McGowan
  • January 14, 2026
Leaders can help promote humble confidence, erase impostor syndrome

Helping teammates overcome impostor syndrome starts at the top.

  • Advice
  • For Subscribers Only
  • By Denise Federer
  • December 17, 2025
The peril and promise of siblings in a family business

Navigating sibling relationships can be treacherous when the family-run company is at stake. Setting up a clear governance structure is key.

  • Advice
  • For Subscribers Only
  • By Anastasia Dawson
  • December 13, 2025
Report: Small business optimism up, but worries percolate

An increase in business owners expecting more sales was the biggest factor in the increased Optimism Index.

  • Tampa Bay-Lakeland
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Latest News Business Observer

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  • September 1, 2026
Sarasota officials OK $20M for flood and storm resilience projects
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Fort Myers waterfront house listed for $13 million
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  • September 1, 2026
Waymo's driverless taxis now picking up riders in Tampa
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  • September 1, 2026
76 slot machines seized in Sarasota County illegal gambling raid
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  • September 1, 2026
Enrollment jumps nearly 40% at law school with campuses in Tampa, Michigan

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