Meet Our Team

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Caryn Rightmyer, REALTOR®, CLHMS, CNE
Ph: 727.409.9696

A Certified Luxury Home Marketing Specialist, Certified Negotiation Expert & Million Dollar Guild member, Caryn has a passion for real estate and has been a consistent award-winning top producer in the market since 2012 with over $150 million in sales and is routinely ranked in the top 1% of Realtors in Pinellas County. Additionally, she is a lead member of Premier Sotheby’s International Realty top selling team in Tampa Bay Region for 2020. She takes pride in providing exceptional service combined with strong market knowledge, expert negotiation skills, strategic thinking and a knack for moving complicated real estate transactions to the closing table. As a result, she has developed a loyal customer base that retain her as their “Realtor for life,” counting on her for professional advice, closing multiple transactions with her and becoming an important asset for them as they manage their real estate portfolios. With a reputation of strong ethics, integrity, and networked in the community, Caryn is well respected by her peers which gives her customers an edge when working in a competitive market.

After graduating from Florida State University with a B.S. in Marketing, Caryn enjoyed a successful sales career in consumer product and pharmaceutical sales with Fortune 500 companies Pfizer, Allergan and Quaker Oats. She continued her career in sales as the Assistant Director of Admissions at Shorecrest Preparatory School where she helped grow the enrollment significantly. A resident of St. Petersburg for over 35 years, Caryn’s roots run deep in the community. She is an active member of the MFA Stuart Society, past Board member and current Sustaining member of the Junior League of St. Petersburg and supports the St. Pete Free Clinic and Habitat for Humanity. Caryn is married to her attorney husband Lee and has two sons, a University of Michigan graduate who lives in the Netherlands working as an aerospace engineer and a Mercer University graduate who works in Tampa as a computer engineer.

Bill Caulfield RealtorBill Caulfield, REALTOR®

Ph: 727.608.6435

A seasoned professional with over 30 years of sales, negotiation and marketing experience, Bill Caulfield is a welcome addition to the Caryn Rightmyer Group. Bill’s successful career working with home foundations and as a Public Adjuster has given him an in depth knowledge of home construction, and combined with his sales skills, exceptional client management, impeccable customer service and passion for real estate make him an ideal Realtor. Having lived most of his life in Florida and graduated from Florida State University with a B.S. in Marketing, Bill takes pride in the loyal relationships he forms with his clients and his exceptional communication and negotiation skills that help them to buy or sell a home. When he isn’t selling real estate, you can find Bill on the water boating and fishing, playing basketball, participating in the Senior Olympics and enjoying a Florida lifestyle! He looks forward to helping you with your real estate needs.

Kim Vulpis photoKim Vulpis, REALTOR®, Transaction Coordinator

Ph: 727.643.2709

Kim was born in Hickory, North Carolina and attended East Carolina University where she graduated with a B.S.B.A in Marketing in 1989. Kim concentrated her career in the financial lending arena and worked with Chase Manhattan Mortgage as an account manager in Boca Raton, Florida. In 2004 Kim obtained her mortgage broker license and opened her own brokerage. She currently has her real estate license and is the transaction coordinator for the Caryn Rightmyer Group. With her extensive knowledge of the lending process coupled with her depth of real estate experience, she offers our clients unparalleled service throughout their home sale or buying process.

Diana WhittleDiana Whittle, Director of Marketing


Diana has lived in St Petersburg for 25 years and is the Founder of DW Communications. Previously the Director of Marketing and Communications for Shorecrest Preparatory School, Diana specializes in advertising, social media, target marketing, public relations and strategizing unique branding for clients. A native of Pennsylvania, Diana graduated cum laude with a B.A. from Pennsylvania State University, University Park’s Honor Program. After graduation, she worked as a writer and editor for TV Guide Magazine before moving to Florida. Diana enjoys volunteering and has served as Communications Vice President for the Museum of Fine Arts’ Stuart Society, a Sustainer of Junior League St Petersburg, and Vice President of Board of Directors of Morean Arts Center.