We used to be you.

Paul and Sean retired from the US Navy in 2010 and 2012 respectively. After trying a few things they each started their own independent financial advising firms. That put them on the path to connect in 2017. By the next year, they had realized they were trying to individually build the same type of firm, but with different skill sets. It was the perfect storm. They merged their individual firms to form Redeployment Wealth Strategies in 2018. The growth since then has been inspiring, humbling, and challenging. Fortunately, we were able to find people with the right mix of talent, diligence, and dedication to serve our existing clients while giving us the capacity to propel the firm forward. Each RWS team member has a direct connection with the military. That is not just a lucky coincidence. That's an essential quality to be on this team. Job skills can be learned, but empathy for and knowledge of military culture must be lived. We all talk the talk because we've walked the walk. We look forward to working together to help you achieve your life goals.

Meet Our Team

Click on those smiling mugs to learn more about the team of planners and advisors at Redeployment Wealth Strategies

Sean Gillespie, MQFP®

Financial Advisor

I graduated from the U.S. Naval Academy in 1992 and served in the Navy for twenty years as a surface warfare officer. My education in financial planning began in the spring of 1994 when a Naval Academy classmate who cared enough about my wife and me to not take no for an answer told us, “We’re going to dinner Wednesday night.” Tom routinely chose great restaurants, so we showed up at the appointed place and time without discussion or complaint.

Dinner was unremarkable. Fixed menu rubber chicken fare. Perfectly adequate, just not the over-the-top good stuff we were used to Tom picking out. But the seminar given during dessert changed our lives. In less than sixty minutes, we were shown the simple outline of a financial plan to get us moving in a sustainable fashion toward a comfortable retirement. And afterward, Tom introduced us to the man who would be our agent for twenty years. Dave helped put us on our path to financial independence in 1994 and helped us make the adjustments along the way to keep us on it. And when I retired after twenty years of Navy service, he mentored me into the financial services business.

Among dozens of things Dave taught me over twenty years, two of them were critically important. One of them was the sort of product knowledge that got me credentialed and sufficiently competent to help others identify their own goals for financial independence. Far more important was the spirit of service he exemplified every day. Lots of people talk the “client always comes first” talk. Dave walked it, being just as candid with us when we were on track as when he thought we were getting ready to make a mistake. And we always felt his recommendations were in our best interests. It wasn’t just that his interests were secondary. They didn’t enter into the conversation at all. It was in that spirit that I got licensed in 2013 to help families plan for their own sustainable financial futures.

My wife Jennifer and I have been married since 1992. When I retired, we decided to put down roots in Chesapeake Virginia, in the community where we have owned a home since 2001 and, when not stationed overseas, raised our three daughters.

Paul D. Allen, CFP®, MQFP®

Financial Advisor

Just the Facts: 

  • Spouse: Tade Stone Allen 
  • Children: 3
  • US Navy: 23 years, 8 months, 18 days
  • Education: M.A. in Financial Planning and Law from Regent University School of Law
  • Credentials: CFP®, EA
  • Professional Memberships: Military Financial Advisors Association, Financial Planning Association, National Association of Personal Financial Advisers, National Association of Enrolled Agents, Military Officers Association of America, Tidewater Real Estate Investors Group
  • In addition to being a CFP® Professional, Paul is also the Director of the CFP Board Registered Program at the Regent University School of Law. He is responsible for ensuring Regent’s program meets or exceeds CFP Board standards while preparing the next generation of financial planners. He is also an adjunct professor within the program, teaching the Capstone Course in Finacial Planning.


My Story

Shortly after my children were born I started to think about the future – theirs and mine. I wanted to be able to retire one day. I wanted the kids to be able to attend college. I wanted to take the family to Disneyland. I wanted to make sure all of this could happen even if I got hit by a bus. In short, I needed a financial plan.

At the time I didn’t know much about it. I’m a smart guy, but I had no education in this area and I wanted help. I wanted a financial advisor. Someone who knew what they were doing and could give us expert advice on how to meet our financial goals. This was the early 1990s. If there was an internet I hadn’t heard of it yet. We didn’t even own a computer. I asked family and friends. So did Tade. We got some recommendations and sat down with some folks who called themselves ‘advisors’. We shared our hopes and dreams. We told them what we had and what we wanted to have. Then they all went away for a week and came back with a bunch of beautiful charts and graphs. Some of them told us I needed more insurance. Some of them told us Tade needed more insurance. All of them told us we needed mutual funds with very high fees. None of them explained how insurance and high-fee mutual funds were going to get the family to Disneyland one day.

Something about their recommendations didn’t feel right, but I didn’t know what. I thought maybe I just needed some additional knowledge to help me understand their advice. I bought some personal finance magazines. Then I bought some personal finance books. I read quite a bit.

That’s when I discovered the problem – they weren’t advisors. They called themselves advisors, but they were actually salesmen. The problem wasn’t that I didn’t understand the advice they were giving, the problem was they weren’t giving advice. They were selling me financial products because that’s how they made their living. I don’t have a problem with that if you’re honest and open about it, but I wasn’t at all happy with them pretending to be advisors. I dismissed the lot of them and decided to take care of things myself. (I was a bit rash back then.)

It wasn’t a perfect situation, but at least I knew I could trust myself to put my own interests first. I made a few mistakes, but we have done well. The kids are through college (although, there is now talk of graduate school) and Tade and I are confidently looking at a comfortable retirement. We’ve had some good luck, but we’ve also had a good plan.

(Oh, and Disneyland was terrific, by the way. So was the Grand Canyon, Chimney Rock, and the summer we visited 5 different baseball parks in one week. Life is fantastic sometimes.)

After I left the Navy I first worked as a civilian for the Army and then the Coast Guard. Great jobs, but I felt a calling to do something more. I wanted to be that financial advisor I never found. The one who provides the best advice for the client without regard to which products pay the biggest commissions.

I went back to school. I earned the Executive Certificate in Financial Planning at ODU and became a Certified Financial Planner® professional. Then I worked as a tax preparer, becoming an Enrolled Agent so I could also be a federally-licensed tax planner. I joined the local chapter of the Financial Planning Association and they put me on the board of directors.

Along the way I met this guy whose experiences were shockingly similar to mine. Retired Navy, didn’t like the advice he was getting, so he became a financial advisor – a real advisor. It was too good not to act on it –  and Redeployment Wealth Strategies was born. 

Now we are the financial advisors we were looking for more than 20 years ago. We don’t sell anything but advice. Genuine financial advice. If that interests you, give us a call.


Izzy Carnes, AFC®, MQFP®

Lead Planner


Before joining the RWS team, Izzy had 14 years as a financial counselor at a military non-profit organization. She is an Accredited Financial Counselor® and currently studying personal financial planning at Kansas State University. Izzy is pursuing her Certified Financial Planner® designation. She is a first-generation immigrant native to Okinawa Japan, she lives in coastal North Carolina with her retired Marine husband and their son.  

Carol Pittner

Lead Planner

Carol Pittner is a Navy veteran (Surface Warfare Officer), a daughter of Navy veterans, and wife to an active duty Naval Officer.  She has a B.S. in Civil Engineering from Rice University and will be pursuing academic courses for financial planning.  Carol co-authored the book Raising Your Money-Savvy Family for Next Generation Financial Independence with her father, author, and blogger, Doug Nordman. The Pittners have a toddler daughter and are currently stationed in California. 

Cyndi McCaleb

Office Manager

Born in Louisiana and raised in Mississippi, Cyndi met her Sailor at Keesler Air Force Base and quickly moved to Virginia Beach. One of their two children is EFMP (Exceptional Family Member Program), so here they will stay until retirement. Cyndi is also a professional photographer, specializing in portraits for families with special needs. She originally joined the PIM Tax Services team as an Administrative Assistant in February 2022. She was too valuable to let go, so we made her the office manager for RWS right after tax season.

Jessica “Jex” Roach

Lead Planner

Jex is a Marine veteran and an Army spouse. She has a Master in Business Administration from Hawai’i Pacific University and is enrolled in Boston University’s Financial Planning Certificate Program. Before joining the RWS team, Jex worked as a Budget Analyst for the Army for three years and as Financial Analyst for a non-profit organization for two years. Jex and her husband have two young daughters. The family just returned to the US after a tour in Bangkok, Thailand, and they are currently stationed at Ft. Campbell, Kentucky.

Sean and Paul were interviewed for XYPN Radio - the podcast for the XY Planning Network. If you want to know their history, their paths to financial planning, and why & how they want to serve the military community, it's an hour well-spent.

Financial Planning for Military & Veteran Families