Jackie Flanagan

Agent

Jackie Flanagan

Meet Jackie Flanagan—a corporate leader turned powerhouse real estate advisor, combining data-driven strategy with a heart for connection. After years leading global teams in the corporate world, Jackie traded in boardrooms for open houses—and never looked back. Now, she brings her executive-level negotiation, communication, and leadership skills to the Triangle’s fast-moving real estate market, helping clients confidently buy and sell in Cary, Morrisville, Apex, North Raleigh, and surrounding communities. With an MBA, a broker’s license, and a deep understanding of market trends, Jackie approaches every deal with insight, precision, and professionalism. Whether she’s helping sellers price to win, guiding buyers through a competitive market, or navigating complex timelines, she shows up as a calm, strategic partner who knows how to get results. But it’s not just about the numbers. For Jackie, it’s personal. Her clients become family—and she treats each transaction with the care, communication, and transparency they deserve. Her education-first, relationship-based approach ensures every buyer or seller feels empowered, supported, and never rushed.

She’s also deeply committed to creating an inclusive and welcoming experience, helping people from all backgrounds feel confident and seen throughout their journey. She’s proud to give back through her involvement in the National Charity League and loves helping others find not just a house—but a place they truly belong. When she’s not showing homes or analyzing market data, Jackie is cheering on her three kids at sports and competitions, relaxing on the porch with her husband, or hitting the greenway for a run or Pure Barre session. She believes real estate should be exciting—not stressful—and that a trusted advisor makes all the difference. With Jackie Flanagan, you get a rare blend of corporate savvy, community connection, and client-first care—the kind of agent who makes you feel like you’re the only one that matters.

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What my clients say!

"My mother recently had to sell her home shortly after the death of her husband. Minda’s understandin Read More Read Less
"Cassandra as a real estate agent was amazing, but the more we worked with her, we found that she was Read More Read Less
"Nicole was quick to respond, always had an answer and was so supportive through my first home buying Read More Read Less
"Ashley Bommarito with Caul Group was the best decision I made for my family! She helped us in every Read More Read Less
"We just closed on a property in Angier NC, thanks to Nicole Cosmos. Nicole just wasn't our realtor; Read More Read Less
"Working with Nicole was one of the best decisions I made when buying my house. She was professional Read More Read Less
"Tina Caul is one of those rare agents who can dominate the real estate game and still make you feel Read More Read Less
"Choosing to work with Jackie Flanagan and the Caul Group was the best decision I could have made! As Read More Read Less
"Jody Doran is an absolute dream to work with! From our very first meeting, I knew that she would be Read More Read Less
"Trevor and his team are amazing! He was there with me through each step of my "complicated" situatio Read More Read Less
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