
A career shift, a leadership transition, a business exit, or the first steps toward retirement can create uncertainty about what comes next.
Most people do not need a complete financial overhaul.
They need a place to start and a way to make sense of what is changing.
Checkpoint Planning exists to provide structure, calm, and perspective during the times when direction feels hardest to find.


The Checkpoint Strategy is built on that idea.
It is a five-phase framework that helps you understand your current position, stabilize essentials, define priorities, take coordinated action, and adjust as life evolves.
It is planning that respects the reality of change rather than pretending life moves in a straight line.
Scott has spent more than a decade helping professionals and families navigate financial decisions during moments of transition. His work is guided by technical expertise, steady communication, and a belief that clarity is created, not assumed.
Before starting Checkpoint Planning, Scott saw the same pattern in nearly every client conversation. People in transition were not confused because they lacked intelligence. They were overwhelmed because they lacked structure.
The Checkpoint Strategy grew from that insight. Today, Scott uses this framework to bring order and direction to financial decisions during major life changes.


Your goals, concerns, and values shape every part of the plan.
Straightforward guidance.
Clear explanations, practical steps, and no unnecessary complexity.
Adaptive planning. Life moves. Priorities shift.
Your plan will follow in a steady, intentional way.
A partnership focused on progress. This is not about selling products. It is about giving you a structure that helps you move forward with confidence.
Every client relationship starts with Where We Begin™, a calm and structured conversation that focuses on what is changing and what matters most right now.
You will walk away with a clearer understanding of your financial landscape and your next steps.
