How Financial Planning Is Not Strategy

This past week, my business partner Todd and I spent a few days planning our business strategy for 2026. Every year, we take time to step back, think about how we’re doing, and decide where we want to go. As business owners, we set goals to bring in new clients, keep our current clients happy, and grow the money we manage.

But as we reviewed our goals from this past year, we noticed a trend.

First, we reached our goals. But surprisingly—we weren’t entirely clear on how we reached them.

That’s when the realization hit:

Planning is not strategy

A plan, at its core, is a to-do list. If you’ve gone through our complimentary Think On It Process, you know this well. At the end of our Equip meeting, you get a Measurable Action Plan (M.A.P.)—a simple list of steps we’d take if we were in your place. It shows you your money clearly and helps guide you without being confusing.

It’s useful for you because now you know what to do. It’s also useful for us because we gain clarity to give you advice moving forward.

But it is not strategy.

Strategy requires trade-offs. It forces you to say “no” far more often than you say “yes.” It’s the compass for your M.A.P.—it gives your plan direction and focus on what matters most. You need a strategy for a plan, and you need a plan to follow a strategy.

“Strategy without tactics is the slowest route to victory. Tactics without strategy are the noise before defeat.” – Sun Tzu

For Retirees and Soon-to-Be Retirees

Here are a few strategies that require thoughtful trade-offs:

  • When to retire
  • When to take Social Security
  • Whether converting assets to post-tax accounts makes sense

Each of these choices can be tricky. They might mean doing something uncomfortable—working a bit longer, spending less for a while, or paying more taxes now to save a lot later.

Take Social Security as an example. Waiting to take it means giving up some money now, but you’ll get a bigger check later. It’s not easy, but for many people, it’s a smart move.

The age you start requires a Trade – Off 1

For Business Owners

Strategy is even more critical.

Business owners often confuse busyness with progress. There’s always another customer need, employee question, or fire to put out. In seasons like this, “strategy” can quickly devolve into “whatever keeps the lights on.”

Here are a few strategic trade-offs business owners should be considering:

  • Should you reinvest profits or take more home?
  • Should you hire that next employee—or delay to maintain margin?
  • Is it time to narrow your service offerings instead of expanding them?
  • Does succession planning need to start earlier than you think?

Each decision comes with opportunity costs. Saying “yes” to everything leads to drift, not direction. But choosing the right no can transform your business and the freedom it gives you.

If you’re up for additional weekend reading, I’d love to share with you an article on how intangible capitals can make or break your business:

How Intangible Capitals Make or Break a Business Whitepaper.pdf

As a Certified Exit Planning Advisor, I’ve learned that paying attention to things you can’t touch is key to a good strategy. It might seem strange, but I’m sure you agree that your employees are your most valuable asset

That’s why we review our plan every year at Glenn Financial—not because it changes, but to make sure our path stays clear. If you haven’t looked at your own financial or business plan this year, consider this a friendly reminder.

I’d be glad to help you take the next step. If you’d like to walk through your plan before year-end, you can schedule a time with me.

Stay the course.

Author

  • Kyle Glenn is the resident financial planner at Glenn Financial, where he focuses on delivering clear, values-aligned guidance to families, business owners, and retirees. After several years in the banking industry as a consumer lender, Kyle transitioned into financial planning full-time and passed the CFP® exam in March 2023. He now manages the day-to-day operations of the firm while meeting one-on-one with clients to help them simplify decisions, steward their resources wisely, and create measurable action plans for the future.

    Kyle is known for his relational approach—often over a good cup of coffee—and finds deep satisfaction in helping people gain clarity and confidence in their financial lives. He and his wife, Susanna, live in the Shenandoah Valley

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