NEW YORK LIFE INSURANCE COMPANY - Key Persons


Jill Riggs

Job Titles:
  • Marketing & Social Media Associate
A former television news reporter, Jill Riggs brought her skills in communication and engagement to the May Financial team in August 2022. She first became familiar with Chip, Katie and Kyle as a client, having been referred by her parents and aunt and uncle, who are all longtime clients themselves. You can typically find Jill writing and creating, whether it be newsletters, emails, social media posts or other projects. She grew up in Grapevine, TX and her love of reading and desire to write for a living led her to the University of Missouri, where she graduated in 2009 with a degree in broadcast journalism. She started her career in the beautiful city of Burlington, VT and then moved to Indianapolis, IN, where she worked as a reporter for nine years. When they're not chasing their identical twin boys Austin and Owen around, Jill and her husband Nate love to travel to National Parks, attend live concerts and watch all of the Oscar best picture nominees every year.

Katie Hutto

Job Titles:
  • Associate
  • Financial Advisor
Since joining May Financial Solutions in 2010, Katie Hutto has become an integral part of ensuring that operations run smoothly and clients get the individual attention they deserve. Katie holds her Series 7 and Series 66 licenses. A native of Austin, TX, she moved to Fort Worth in 2006 to attend Texas Christian University, where she received a degree in psychology with a double minor in business and criminal justice. The daughter of two finance professionals, Katie initially did not intend to follow their career path, but after being introduced to Chip post-graduation, she realized that joining his team was a perfect way to blend a familiar field of work with her love of connecting with people. While Katie and her husband Keaton frequently visit family and friends in Austin, they call Fort Worth home and enjoy spending time with children Hagen and Adey, as well as their dogs Jerry and Blaze. Katie loves to relax by cooking up recipes new and old, reading, enjoying live music and traveling to new places.

Kyle Castilaw

Job Titles:
  • Associate
  • Financial Advisor
As soon as he signed on to the May Financial Solutions team in 2015, Kyle Castilaw hit the ground running, and his love of tinkering made him the perfect person to put the pieces of clients' financial puzzles together to come up with a personalized solution. Kyle holds his FINRA Series 7 and Series 66 licenses. He grew up in the Golden Triangle region of Southeast Texas and attended Stephen F. Austin State University, where he received a degree in music education. After working as a sound engineer, home theater specialist and elementary music teacher, a series of discussions with Chip, who was a longtime family friend of Kyle's wife Kelly, led him to pursue a career in financial services. Kyle and Kelly live in Arlington with their hilarious son Landon and loveable mutt Shadow. When he's not at work, Kyle enjoys 3D printing props like helmets, weapons and entire suits of armor, as well as hanging out with his weekly Dungeons & Dragons group, gaming and reading.

Lisa May - COO

Job Titles:
  • Director of Operations
As Director of Operations, Lisa May provides invaluable support to the entire May Financial team. A native of Texas, Lisa attended Texas Tech University, where she received a degree in education. She uses both her organizational and administrative skills to help with internal processes and marketing efforts each and every day and she's always ready to lend a helping hand. In their spare time, the Mays love to travel the world together, especially to places like Glacier National Park in Alaska, Banff, Canada and Yellowstone National Park.

Walter C. "Chip" May

Walter C. "Chip" May, CFP® is an agent licensed to sell insurance through New York Life Insurance Company and may be licensed with various other independent unaffiliated insurance companies in the states of Texas and Colorado. No insurance business may be conducted outside these states referenced. Walter C. "Chip" May, CFP® is a Registered Representative of and offers securities products & services through NYLIFE Securities LLC, Member FINRA/SIPC, A Licensed Insurance Agency. In this regard, this communication is strictly intended for individuals residing in the states of Texas, Colorado, and Kansas No offers may be made or accepted from any resident outside the specific states referenced. NYLIFE Securities LLC is a New York Life Company. May Financial Solutions is not owned or operated by NYLIFE Securities LLC or its affiliates. *Walter C. "Chip" May, CFP® is also separately registered as an investment adviser representative under Eagle Strategies LLC, a Registered Investment Adviser, offering advisory services in the states of Texas, Colorado, and Kansas as such, these services are strictly intended for individuals residing in the specific states referenced. Eagle Strategies LLC is a New York Life Company. Chip May has long been a part of the Boy Scouts and loves to continue to give back to the organization to help raise the next generation of leaders. A former assistant Scoutmaster to Troop 421, Chip still serves as a merit badge counselor as needed. He has twice accompanied a group of Venture Crew Scouts to the Philmont Scout Ranch in New Mexico and still enjoys a high adventure in the outdoors. Over more than three decades in financial services, Chip May has honed his skills to help individuals, families and business owners navigate the many phases of life, while never losing a love of connecting with every client on a personal level. Chip grew up in Overland Park, KS and attended Kansas State University, where he received a degree in Feed Science and Technology. He started May Financial Solutions, and his career in financial services, in 1987. Chip earned his Master of Science in Financial Services (MSFS) from the American College of Financial Services, located in King of Prussia, PA, in 2005. Chip has enjoyed a wonderful family life since marrying his wife Lisa in 1987 and welcoming their two children, Trevor and Courtney. Chip and Lisa were delighted to become grandparents upon the birth of Courtney and her husband John's first daughter Analeigh in 2021. An avid outdoorsman, you can often find Chip engaging in some outdoor activity, whether it be kayaking, hiking, fly fishing, bow hunting or shooting at the Arlington Sportsman's Club.