From the Corner Office

Jennie was named the first-ever firmwide managing partner for Shumaker last year. A Sarasota native and well-known civic leader in town, Jennie leads the strategy and direction for Shumaker, a top 200 law firm in the country. On this fast-paced episode, Jennie and Business Observer Managing Editor Mark Gordon talked about her career, striving for big goals and how she handles the pressure of her high-impact work. 

3 Takeaways:

Fintech CEO Tad Phelps, even at the helm of a 400-employee financial technology company, is something of a man of the people. He holds CEO sessions open only to non-management employees. He has a CEO Council of future leaders. And he loves to quote University of Georgia football coach Kirby Smart. Hear his leadership strategies in this conversation with Business Observer Managing Editor Mark Gordon. 

3 Takeaways:

1. (05:20) ...

Forbes Riley, author of Pitch Secrets A to Z: How to Increase Your Influence, Impact, and Income, lays out the keys to making a great pitch: It’s not about the sale. And it’s not really about the product, either. She joins Business Observer Managing Editor Mark Gordon for a rollicking conversation about all things pitch. 

3 Takeaways:

1. (08:00) Get to ‘yes’
2. (15:50) There’s no such thing as a pe...

Cheryl Kunkle was named CEO of youth financial literacy nonprofit Junior Achievement in Fort Myers in January. Prior to this role, she held leadership positions for health care and medical nonprofits, including the ALS Association and the Muscular Dystrophy Association. And prior to getting into nonprofit work, Cheryl was a teacher. On this episode of From the Corner Office, Cheryl and Business Observer Managing Editor Mark Gordon ...

Kevin Gillen has been in the banking industry for some 40 years, and a Tampa Bay and Sarasota executive for Synovus Bank since 2020. On this episode of From the Corner Office, Kevin and Business Observer Managing Editor Mark Gordon talked about the power — and perils — of AI in banking and other sectors, and some of the trendlines Kevin sees in the region’s economy the rest of 2026. They also talked about Synovus ...

Rebecca is an ADHD and executive function coach, and founder of Mindful Communication. Based in Sarasota, Rebecca is a speech language pathologist and author of the book, “The Zen of Listening: Mindful Communication in the Age of Distraction.” She has been studying listening behaviors and activities for more than 25 years. On this episode of From the Corner Office, Rebecca and Business Observer Managing Editor Mark Gord...

Dev Iglesias has been with FPL for nearly a decade, working her way up from a marketing and communications role. Well-known in the Sarasota-Bradenton community for being one of the faces of FPL’s storm and outage response teams, Dev got into this field after initially chasing a career in sports communications and marketing. On this episode of From the Corner Office, Dev and Business Observer Managing Editor Mark Gordon talked...

Naomi Kent has been working helping senior executives and leaders find the right company boards to sit on, and then be engaged and productive board members while there. She’s worked overseas and in New York and Chicago, and is now based in Naples. On this episode of From the Corner Office, Naomi and Business Observer Managing Editor Mark Gordon talked about the themes and patterns she has seen in working with top executives a...

Owen LaFave has been with The Bank of Tampa for 13 years and in the banking industry for more than 20 years. He also hosts The Bank of Tampa’s The Money Market Podcast. On this episode, Business Observer Managing Editor Mark Gordon and Owen talked about how he got into banking, his key leadership lessons — they revolve around the three Hs: humor, humility and honesty — and why being a dependable leader matters to ...

Rick was with Tupperware for nearly 30 years, including stints as president, CEO, chairman and chairman emeritus. He was also an executive with Avon Corp., in Europe and the U.S.. He recently teamed up with leaders at Rollins College in Orlando to launch a new executive education institute: The Rick Goings Institute for Management and Executive Leadership. On this episode, Business Observer Managing Editor Mark Gordon and Rick talk...

Jessica is the general manager of the Grand Hyatt Tampa Bay. She has more than 20 years of experience in full-service hospitality, including sales, events and hotel operations. She’s been with the Hyatt brand since 2008. On this episode, Business Observer Managing Editor Mark Gordon and Jessica talked about her start in hospitality — it includes answering a pay phone in her family’s upstate New York restaurant &md...

Rick has been the Executive Director of Samaritan Counseling Services, based in Sarasota, since 1999. A native of Tampa, he earned a master’s in Divinity and a master’s in Theology at the Southern Baptist Theological Seminary in Louisville. He was ordained into the ministry in 1986. On this episode, Business Observer Managing Editor Mark Gordon and Rick talked about how and why he got his start in counseling — it ...

Matthew is a senior vice president of partnerships and events for The Real American Beer, based in Tampa. Prior to Real American Beer, he worked for several companies and brands, including Yaymaker, Groupon and CitySearch. On this episode, Business Observer Managing Editor Mark Gordon and Matthew talked about the value of great storytelling in leadership and what truly makes for an authentic leader. They also talked about “at...

Jeff has been a leader at two family-run homebuilding businesses in the Sarasota-Manatee market. The first was Eslinger Homes, which operated from 1991 to 2010. In 2017, he co-founded E/M Custom Homes. On this episode, Business Observer Managing Editor Mark Gordon and Jeff talked about the leadership lessons learned in shutting down one company, when the housing market collapsed in 2008-2010 and launching a new one. He also talked ...

Jack Cox has been with Sarasota-based Halfacre Construction since 1985 and is now president and owner. He’s also chairman of the board at Lakewood Ranch based-FCCI Insurance. On this episode, Business Observer Managing Editor Mark Gordon and Jack talked about Halfacre’s long history of projects in the Sarasota-Manatee region and his role in continuing the company’s legacy. He also talked about what he looks for in...

A nationally recognized workplace expert, Linda, based in Sarasota, is the architect of the Spectator-Free Workplace methodology, which fosters shared ownership of performance and revitalizes engagement, productivity and morale. Linda worked in journalism and corporate communications, with GE and AlliedSignal, before starting her own firm. Business Observer Managing Editor Mark Gordon and Linda talked about her work in helping lead...

Michael Arrieta founded Garden City Equity after working in Silicon Valley for tech companies, including a stint as a global vice president and chief of staff to the CEO at DocuSign. Garden City, he says, is dedicated to making people-first investments in family and founder-owned businesses in the Southeast. One of its recent investments is in Venice-based outdoor aluminum and pool cage material manufacturer Commercial Residential ...

Aakash Patel founded Elevate Inc. in 2012. The firm provides community relations, targeted networking, and social media consultation. Aakash is also on the board of Hillsborough College and the Early Learning Coalition of Hillsborough County. On this episode, Business Observer Managing Editor Mark Gordon and Aakash talked about his unique backstory in launching his company and his tricks and tips for networking. They also talked ab...

Bruce Cassidy has owned the Concession Golf Club in east Manatee County since 2009. The Concession has been in the news lately, as it is hosting the 2026 Senior PGA Championship in April. Prior to the Concession, Bruce ran global manufacturing and mining businesses in Ohio. On this episode, Business Observer Managing Editor Mark Gordon and Bruce talked about how he ended up owning a golf course — which at first was the last t...