Our Team

Photo of Walter C. “Chip” May, CFP®

Walter C. “Chip” May, CFP®

Investment Adviser

“A young person gets two paychecks – one for the person they are today and one for the older person they will become. The problem is keeping the young person from spending the older person’s money.”

Chip started May Financial Solutions and his financial services career in 1987.

Chip has been a perennial Top of the Table or Quarter of the Table member of the Million Dollar Round Table* and enjoys the knowledge gained to help his clients.

Chip is affiliated as an Investment Adviser Representative with Eagle Strategies LLC, A Registered Investment Adviser. Chip is currently a member of the Eagle Financial Strategies Advanced Service Model, which is an exclusive arrangement for a strategic set of top Advisors to provide them a high touch service model designed to deliver an optimal end-to-end experience for clients..

Chip has been twice elected to the National Agent Advisor Council and has served on many sub-committees during his career. Currently, Chip serves as a regional New York Life Political Involvement Leader and is a member of the national advisory board. Chip educates Members of Congress about public policy solutions that will help clients achieve financial security.

Chip is an active member of the Think Leaders Alliance; a small group of elite financial advisors from several companies who work as an advisory board and a problem/ solution ‘think tank’ on complex business and family office issues to find the right solution. Along with the Think Leaders Alliance, Chip is a member of the Optimist Study Group and the Downtown Study Group meeting monthly on improvement ideas for their business and client needs.


Chip is a graduate of Kansas State University. Chip has a commitment to always gain education to provide additional and timely solutions for clients’ needs. Through advanced studies, Chip has earned the following designations/degrees: Chartered Financial Consultant® (ChFC®); Chartered Life Underwriter® (CLU®); Certified Financial Planner® (CFP®); (AEP®) from National Association of Estate Planners & Councils; (MSFS) Master of Science in Financial Services; Accredited Retirement Plan Consultant (ARPC); and Certification for Long-Term Care® (CLTC®). These degree are recognized as the premier educational experience for financial advisors who wish to acquire and maintain the highest level of technical education and the ability to apply this knowledge.

Community Involvement

Chip is active in his community as a former assistant Scoutmaster for Boy Scout Troop 421. Currently servicing Scouting as a merit badge councilor as needed. Chip has taken his Venture Crew Scouts to Philmont twice and still enjoys high adventure in the outdoors. He is a member and former president of The Arlington Sunrise Rotary Club and is currently a director for the Neighborhood Flag Display program. Chip is active in his home church. Chip has coached numerous youth sports teams. He is a charter member and past president of the Mansfield Chess in the Schools, Inc., program and was a chess sponsor/coach for over 6 years. Chip has been honored with the Arlington Mayors Round Table Award.

Chip is a commercial pilot with an instrument rating. He currently owns and flies a Cessna 210 that he uses to visit clients for business and he and his family enjoy flying for vacations. Chip has a passion for flying and is a regular volunteer pilot for Angel Flight, flying ambulatory patients from their home airport to treatments, often to MD Anderson in Houston or the Cancer Center of America in Tulsa.

Chip is married to Lisa since 1987 and has two adult children, Trevor and Courtney along with John, his son-in-law, as of their COVID-19 wedding on 7 June 2020.

Chip is an avid outdoorsman. Enjoying kayaking (owning 4 kayaks) hiking, camping, fly fishing and bow hunting with many excellent outdoor adventures.

Chip is often on the move.

Photo of Katie Hutto

Katie Hutto

Associate Financial Advisor

Katie is an Associate Financial Advisor with Eagle Strategies LLC. Since joining the May Financial team in 2010, she has become an integral part of daily operations for The Firm. She is skilled in the areas of process management, client services, benefits, insurance, marketing and situational analysis. She ensures that business operations run smoothly, and clients are receiving the attention that they deserve. She is also The Firm’s Notary Public and works closely with Chip on clients' financial plans. Katie currently holds her Series 7 and 66 securities licenses.

A devoted Horned Frog, Katie graduated Cum Laude from Texas Christian University in 2010 with a Bachelor’s Degree in Psychology and a Minor in Business. Katie and her husband, Keaton, live in Fort Worth where they enjoy trying new restaurants, taking their dogs, Jerry and Blaze, for walks on the Trinity River, seeing live music, exploring their city and traveling to new ones.

Photo of Lisa May

Lisa May

Director of Operations

As our Director of Operations for the May Financial Solutions team, Lisa May provides invaluable support to all our advisors. A native of Texas and a graduate of Texas Tech University with a Bachelors Degree in Education, she uses both her organizational and administrative skills to help with The Firm’s internal processes and marketing efforts each and every day. Lisa is always ready to lend a helping hand.

Chip & Lisa have been happily married for 27 years and have two wonderful children, Trevor and Courtney, but their family wouldn’t be complete without their golden retriever Daisy! In their spare time, the Mays love to travel the world together, from recent visits to Alaska, Glacier National Park, and Banff, Canada, to planning their next adventure to Yellowstone National Park.

Photo of Kyle Castilaw

Kyle Castilaw

Registered Representative

Kyle is a Registered Representative with NYLIFE Securities LLC, a New York Life company (Member FINRA/SIPC). As a Registered Representative, he is able to help people get ahead financially by providing customized solutions that address each person’s specific goals and dreams. Kyle joined the May Financial team in 2015 and has since earned his Series 7 and Series 66 License. Kyle graduated from Stephen F. Austin State University in 2011 with a Bachelor’s Degree in Music Education and a Minor in Business. He now lives in Arlington, TX with his wife Kelly, son Landon and dog Shadow.