CCA Team Page

Cottonwood Capital Advisors is an independent financial advisory and wealth management practice founded on three core values: candor, wisdom, and stewardship.
Candid, honest conversations are the foundation of every relationship at Cottonwood.
We leverage years of experience to create personal care around thoughtful wealth management. 
We strive to conduct our business and manage our client’s assets in a careful and responsible manner, applying the highest standards of diligence to the relationships and assets under our care.



*Artwork by Treslyn Shipley

Stephen Shipley

Managing Partner

Stephen is patiently waiting on the invention of the universal translator, among other things Star Trek promised him would exist in 200 years.

Back on Earth, Stephen graduated from Texas A&M University with a BS in construction management. He began his financial advising career at Morgan Stanley in 1993, where he earned the designations of estate planning consultant and senior portfolio manager, all while amassing a humble collection of Texas Rangers bobbleheads. After 20 years, Stephen and his bobbleheads moved down the street from Arlington to Irving, where they co-founded Cottonwood Capital Advisors.

Stephen is both a mountain person and a beach person and enjoys spending time with his wife, Kara, and their three adult children at either place. He’s looking forward to being a grandpa someday and hopes he won’t have to wait 200 years for that, too.

Jay Rubottom

Managing Partner

According to his kids, Jay is “tall” and “makes good food,” but don’t take their word for it. They’re children and very biased.

After graduating from Texas Christian University with a BS in finance and a concentration in real estate, Jay decided real estate was real enough without him. Instead, he took his talents to Morgan Stanley, where he spent 11 years in financial services and advising before co-founding Cottonwood Capital Advisors in 2013.

These days, Jay and his wife, Suzanna, live in Dallas with their three sons. He loves to spend his free time fishing, hunting, swimming, or golfing. You might even find him at Augusta National one day. Hopefully. Fingers crossed.

Kristen Holt

Client Service Manager

Born in England and raised in Texas, Kristen is the resident undercover European at the office. She might even be hiding a British accent, but no one knows for sure.

Kristen graduated from the University of Texas at Arlington with a bachelor’s degree in business management, working at BBVA Compass during school and later joining Morgan Stanley as a client service associate and branch manager assistant. Now, at Cottonwood Capital, she oversees day-to-day client service, operational offerings, and ensures the office doesn’t burn down.

On her own time, Kristen loves spending time outdoors with her husband, Tony, and their two sons. She hopes to visit Ireland and see the northern lights one day, ideally in one trip to save on fuel.

Christa Bass

Associate Financial Advisor

Christa is an avid St. Louis Cardinals fan and an accomplished veteran in tolerating Chicago Cubs fans. 

After graduating from the University of Illinois Urbana-Champaign with a degree in psychology, Christa started her career at J.P.  Morgan in 2013 in Chicago. This eventually took her and her unemployed cat Annie to Fort Worth, where she worked as a private banker before later joining Cottonwood Capital as an associate financial advisor. 

Outside the office, Christa enjoys playing her guitar, singing karaoke, and practicing Spanish, all of which she might one day weave together into an elaborate or not-so-elaborate stand-up comedy bit. Depends on the crowd.