A New Year Reflection Checklist
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A Thoughtful Way to Begin the Year
At Gilbert & Cook, we believe true abundance comes from clarity, confidence, and alignment — not just accumulation. The start of a new year offers a natural opportunity to pause, reflect, and make sure your financial life is supporting the life you want to live.
If these questions sparked curiosity or raised new thoughts about where you’re headed, a simple conversation can be a powerful first step. Sometimes abundance isn’t about doing more — it’s about understanding more, feeling more confident, and moving forward with intention.
As always, we’re here to help you explore what abundance looks like for you in 2026 and beyond.
A New Year Reflection Checklist
As you look ahead to 2026, consider setting aside a few quiet minutes to reflect on the questions below. There are no right or wrong answers — just prompts designed to help you check alignment between your financial life and the life you want to live.
1. Has My Life Changed in Ways My Financial Plan Hasn’t Caught Up To?
Think about the past few years. Career growth, business changes, family milestones, real estate decisions, or caring for aging parents can all shift priorities — often gradually. Ask yourself whether your financial strategy still reflects your current reality.
2. Do I Understand How All the Pieces Fit Together?
Investments, taxes, estate planning, insurance, and cash flow often live in separate places. Consider whether you have a clear picture of how they work together — or if things feel more fragmented than they should.
3. Am I Being Intentional About Taxes — or Just Reacting to Them?
Taxes are one of the biggest drags on long-term wealth. Reflect on whether tax planning is something you think about proactively throughout the year, or only when deadlines arrive.
4. Does My Investment Strategy Still Match This Season of Life?
Risk tolerance, time horizon, and income needs tend to change over time. Ask whether your portfolio still feels aligned with where you are today — not just where you were when it was first set up.
5. If Something Unexpected Happened, Would My Family Feel Prepared?
This isn’t about worst-case thinking — it’s about clarity. Consider whether your beneficiaries, powers of attorney, and key decision-makers are up to date, and whether the people you care about would know where to turn if needed.
6. Am I Clear on What “Enough” Looks Like for Me?
Wealth is most powerful when it supports clarity, not anxiety. Reflect on whether your financial goals are defined by intention — or if they’ve simply evolved without much thought.
7. Does My Wealth Support What Matters Most to Me?
Whether that’s family, freedom, generosity, security, or opportunity, this is a chance to reflect on alignment. Money is a tool — and tools work best when used with purpose.
A Gentle Reminder
New Year planning doesn’t have to mean big changes. Sometimes it simply means asking better questions, gaining clarity, and making sure your strategy still supports the life you’re building.
If 2026 feels like a year where more is possible — or more complex — it may be the right time for a thoughtful conversation.