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Relentless passion for excellence.

Pintail Capital Advisors is a South Carolina based commercial real estate company with reach across the southeastern United States. Pintail draws upon more than 95 years combined experience to match real estate investors with suitable investment deals. We sell income-producing properties and represent our 1031 Exchange clients seeking to acquire new properties. Our collaborative approach harnesses the unique talents of each team member, delivering an unparalleled commercial real estate experience.

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Who We Are

Since forming in 2015, Pintail Capital Advisors has quickly become one of the top commercial real estate groups in the upstate of South Carolina. Our company name has its roots in the characteristics of the Pintail duck, elegant in its design and graceful in flight. Sleek and aerodynamic, the Pintail has a speed and agility which has earned the species the nickname, "greyhound of the air." Pintail Capital Advisors brings a similar focus to the markets we serve through proactive service, excellent accessibility, and our client-centric approach.

The Pintail Team

Cameron Babbitt

Managing Director
(813) 503-3314
Cameron is primarily focused on acquisition and disposition of investment real estate property on a nationwide basis for a variety of institutional, private equity, and family office investors.

Before joining Pintail, Cameron spent four years on a capital advisory team where he was a broker focused on retail investment properties across the southeast. He completed over $85 million dollars of sales over the last four years in the retail and office investment sector. Cameron is an active member of ICSC (International Council of Shopping Centers).

Cameron holds a degree in Business Administration from Furman University where he was a member of the Furman University Men’s Tennis team. After graduating from Furman, Cameron attended law school and holds a Juris Doctorate degree from West Virginia University. Cameron is a member of the West Virginia Bar. In addition to spending time with his wife and two children, Cameron enjoys tennis and golf.

Tommy DeMint

Managing Director
(704) 258-7455
Tommy DeMint helps lead the investment sales team working with public, private and institutional clients on the disposition and acquisition of income properties primarily in the Southeast and Mid-Atlantic. In addition, Tommy works on strategic fundraising projects for the firm.

Tommy has nearly 20-years of experience in capital markets and principal investing roles focused on corporate and commercial real estate transactions. He began his career in Charlotte, North Carolina with Bank of America Securities working in leveraged finance and real estate capital markets. He later was a Vice President at Wachovia Securities where his team was responsible for financing private equity-backed acquisitions of middle market companies.

Tommy returned to Greenville in 2011 to help manage the commercial real estate and public equities investment portfolio for a South Carolina family office with $100mm in assets. Most recently, Tommy was Head of Capital Markets for a $13bn regional bank with primary responsibility for loan syndications and interest rate derivatives related to investor-backed commercial real estate and corporate transactions.

Born in Greenville, South Carolina, Tommy earned a degree in Finance and Real Estate from the University of South Carolina, Honors College. He later earned his M.B.A from the Fuqua School of Business at Duke University. Outside of work, Tommy spends the majority of his time trying to keep up with his three boys.

Sydney Crane

(912) 346-7193
Sydney focuses on the underwriting and sale of investment real estate properties on behalf of institutional, private equity, and family office investors. In the last four years, Pintail’s Investment Sales team has sold over $85 million dollars in the investment sector.

Prior to joining Pintail Capital Partners, Sydney worked as a residential real estate agent in Savannah, GA. Sydney graduated from Georgia Southern University where she earned a double degree in Marketing and Logistics & Supply Chain Management.

In addition to spending time outdoors with her husband and dog, Sydney enjoys mountain biking and traveling. In her spare time, she volunteers for the Southeast German Shorthaired Pointer Rescue and Meals on Wheels.

Callie Michalak

Sales Support Specialist & Office Manager
(864) 729-4500
As Sales Support Specialist and Office Manager, Callie provides administrative support to the brokerage, development, and investment sales divisions of the company. Her work is dedicated to attention to detail, focusing on the care of fellow team-members and clients.

Callie attended the University of South Carolina where she earned her Bachelor’s degree in Public Relations. She joins Pintail with a background in non-profits, commercial property management and advertising sales.

A Greenville native with a passion for her community, Callie has served on multiple boards and enjoys volunteering for local organizations. A self-proclaimed exercise and food enthusiast, she spends her free time at community fitness classes or indulging in the Upstate’s food scene with friends.

Krissy Simmons

Director of Marketing
(864) 640-9443
Krissy supports the brokerage, development, and investment sales divisions of the company through marketing initiatives, collateral material design, and administrative support. Krissy is also responsible for coordinating Pintail’s business development events and enhancing brand awareness.

Krissy brings extensive marketing and business development experience to Pintail. Prior to joining the company, Krissy and her husband owned and operated a CrossFit gym in the Upstate of South Carolina. In 2015, she led a national non-profit organization in redesigning and migrating their 100+ page website, as well as rebranding their marketing collateral to support retention and growth. Most recently, Krissy supported the sales team for a regional healthcare company; developing marketing materials which resulted in significant revenue growth during her tenure.

A native of Greenville, South Carolina, Krissy lives in Denver, Colorado, with her husband and their two dogs. An avid exercise enthusiast, she enjoys hiking and skiing the Colorado mountains. When visiting the Carolinas, Krissy spends time relaxing at Lake Summit, near Flat Rock, North Carolina.