PilotYour401k.comPilotYour401k.comPilots train for situations they hope never happen. We practice weather decisions, equipment failures, missed approaches, diversions, and abnormal situations in a simulator because the best time to think through a difficult decision is before it becomes real.
Retirement has its own version of those decisions.
What happens if markets fall just after you retire? When should you take Social Security? Should you convert part of an IRA to Roth? Which account should you spend first? What happens when RMDs begin? What changes if one spouse dies first?
Most people encounter those questions for the first time when the answers already matter.
PilotYour401k was built around a different idea: practice the decisions first.
Your 401(k) is often where the journey starts. GradeYour401k helps you understand that account. Retirement Radar helps identify issues worth exploring. Our retirement demos let you see how the pieces fit together. And when you want help applying those ideas to your own situation, Kenai Investments is there.
Behind PilotYour401k.com is Kenai Investments Inc., a Registered Investment Advisor based in Amarillo, Texas.
Roger has spent his career helping individuals and families make smarter financial decisions through investment management, retirement planning, and tax-efficient investing.
As a pilot himself, Roger understands the discipline of preparing before a decision becomes urgent. That same mindset carries into retirement planning: understand the system, think ahead, know your options, and make important decisions deliberately.
Roger is an Airline Transport Pilot and Certified Flight Instructor. When he isn't working with clients, you'll often find him flying his Beechcraft Baron 58P or Pitts S-2B.
Amy helps ensure every client experience is welcoming, organized, and personal. She oversees much of the day-to-day operations, marketing, and client communication that keep PilotYour401k.com running smoothly.
Together, Roger and Amy believe financial planning should feel more like a conversation than a sales presentation. Their mission is to provide clear information, practical guidance, and long-term relationships built on trust.
Good training does not predict exactly what will happen. It prepares you to make better decisions when conditions change.
Retirement planning works the same way. The goal is not to create one perfect projection and assume life will follow it. The goal is to understand the important decisions, see how they interact, and build enough flexibility to adjust as life changes.
Whether you're still working, approaching retirement, or already retired, our goal is to help you understand your options before those options become limited.
If you have at least $250,000 in your 401(k), Kenai offers a 30-minute review with an independent fiduciary financial advisor for $149.
We'll review your current 401(k), allocation, available investment choices, fees, diversification, and how the account fits into your retirement strategy. Your One-Time 401(k) Grade is included after the review.
Schedule My 401(k) ReviewBecause I'm a pilot too.
Flying taught me that confidence doesn't come from pretending nothing will go wrong. It comes from preparation — understanding the aircraft, thinking ahead, practicing decisions, and knowing your options before you need them.
That's the same philosophy I bring to retirement planning.
PilotYour401k.com wasn't created to turn every financial topic into an aviation analogy. It was created around one idea from aviation that I think matters: important decisions are easier to make when you've thought through them before the pressure is on.
Whether you're trying to understand your 401(k), wondering what retirement may actually look like, or simply looking for a second opinion, my hope is that this site gives you a place to practice those decisions before they become real.
Thanks for stopping by, and I hope I have the opportunity to earn your trust.
Blue skies,
Roger Remling