Live Virtual Seminar
Thinking of Retiring in Florida?
Join our virtual seminar and begin exploring what you need to know before making Florida your next chapter.
Featured Speakers
Guidance From Trusted Experts
Meet the professionals who will share practical insight and answer your questions about real estate, insurance, and transitioning to life in Florida.
A trusted Central Ohio REALTOR®, educator, and founder of the groundbreaking DownSize Columbus seminar series.
Read Kathy’s Biography
Kathy Chiero has been a licensed REALTOR® since 1996 and has successfully sold over 1,000 homes in Central Ohio. Renowned for her exceptional communication skills, Kathy excels in educating clients through every step of the real estate transaction. Her deep expertise in pricing homes accurately ensures her clients’ properties sell quickly, often exceeding average market timelines for the area.
Driven by a commitment to exceptional service, Kathy is passionate about building an elite team of REALTORS® and transition specialists who provide seamless guidance in every aspect of buying and selling real estate. Her dedication to client education and support is evidenced by her founding of the groundbreaking DownSize Columbus seminars. Thousands of downsizing homeowners have gained critical insights and tools to make informed decisions about their “last move.”
Kathy is a proud member of the $25 Million Dollar Club and has consistently closed $10 million or more in annual sales. She was also honored as the Columbus Board of REALTORS®’ 2006 Instructor of the Year.
An experienced insurance communications leader specializing in Florida property insurance, catastrophe response, and national media relations.
Read Mark’s Biography
Mark Friedlander was appointed as Triple-I’s Director, Corporate Communications in 2020 and was promoted to Senior Director, Media Relations, in March 2025. His responsibilities include spearheading member-company support and media relations in Florida; national media relations, including rapid response to catastrophes and other time-sensitive issues; managing Triple-I’s daily member newsletter; spearheading legal system abuse communications; and leading communications efforts with State Insurance Trade Associations.
Mark joined Triple-I in 2019 as its Florida Communications Consultant. His industry experience includes a 13-year tenure as Head of Corporate Communications and assistant secretary at Main Street America Insurance. His background also includes senior marketing and communications roles at Prudential Financial, HSBC Holdings plc, Arthur Andersen LLP, and the Insurance Institute for Business & Home Safety.
Mark began his career as a sports journalist and earned his bachelor’s degree in journalism and public relations from The Ohio State University.
Helping seniors and their families navigate downsizing, real estate, and life transitions with trusted resources and purpose-driven guidance.
Read Jackie’s Biography
Jackie and her husband own and operate The Little Group from the Keller Williams Realty office in Clearwater, Florida. Their passion is making a difference and providing real estate with a real purpose.
They utilize the latest technology to provide the best experience possible. One of their specializations is helping seniors during the downsizing process—not only assisting with the sale of their homes, but also connecting them with the people and resources needed during that transition.
Jackie believes real estate is about people, not just properties.
Helping Central Florida seniors, active adults, and their families navigate real estate and life transitions with confidence.
Read Mike’s Biography
Protect • Inform • Educate. Mike Flahaven is a Certified Senior Housing Professional and Florida REALTOR® serving seniors, active adults, and their families throughout Central Florida.
Since 2017, Mike has been the founder and presenter of the Smarter Senior Seminar Series. His seminars cover aging in place, senior living options, downsizing, financial considerations, senior scams, legal issues, real estate, and other resources available to seniors and their families.
Through eXp Realty, Mike serves clients throughout Orange, Osceola, Seminole, and eastern Lake counties. He also founded Senior Haven Consulting LLC and has volunteered with Meals on Wheels for nearly a decade. His philosophy is simple: Protect. Inform. Educate.
Helping retirees, families, and vacation-home buyers confidently navigate Florida real estate, relocation, and lifestyle decisions.
Read Josh & Liz’s Biography
Josh and Liz Wilson have lived around the world and love calling Florida home. Together with their rescue-Labrador, Hana, they created That Florida Life to share the happiness of Florida living and help others pursue the lifestyle they have been dreaming about.
That Florida Life is a Florida lifestyle and relocation brand specializing in the greater Sarasota, Venice, and Wellen Park areas. Josh and Liz help retirees, pre-retirees, families, and vacation-home buyers from across the country purchase or build their dream homes in Florida.
Their work extends beyond real estate. They provide lifestyle education, community guidance, relocation support, local-area resources, and practical information designed to make moving to Florida easier and more enjoyable. Their philosophy is simple: choosing a home is ultimately about choosing the lifestyle that surrounds it.
Through That Florida Life, Josh and Liz share real estate guidance, relocation resources, community information, and fun things to do throughout the region—helping clients enjoy the journey to living their Florida dream.
Learn From Florida Professionals
Bring Your Florida Questions
Get practical answers about choosing a location, finding housing, understanding expenses, and preparing for life in Florida.
- How do I choose the right part of Florida?
- What housing options are available, and what do they cost?
- Is Florida affordable for someone living on a fixed income?
- What homeowners insurance coverage will I need?
- What should I know about hurricanes and storm preparation?
- What are insects, pests, and everyday Florida living really like?
Reserve Your Place
Register for DownSize Florida
Complete the form below to reserve your place and receive virtual seminar access by email.
Tuesday, October 20 6:00 p.m. Online
Your information will only be used to communicate with you about DownSize Florida and related services.
