Retirement Planning
The Par 5 Approach to Retirement Planning
Jed Monsen
January 12, 2026
5 min read
Think of retirement planning like playing a par 5. You need strategy, patience, and the right approach for each stage of the hole.
The Drive (Age 25-40): This is where you set yourself up for success. Just like you need a solid drive to put yourself in position, your early career years are about building the foundation. Max out those 401(k)s, start saving aggressively, and don't be afraid to take calculated risks.
The Approach Shot (Age 40-55): You're in the fairway with a good lie. Now it's about positioning yourself for the green. This is when you start thinking more strategically about annuities, diversification, and guaranteed income streams. You're not swinging for the fences anymore - you're playing smart.
The Short Game (Age 55-65): You're close to the green. Every shot matters now. This is when annuities become crucial. You need guarantees, you need security, and you need to protect what you've built. No more risky plays.
The Putt (Age 65+): You're on the green. Time to finish strong. Your annuity strategy should be locked in, providing steady income, and you're focused on enjoying the retirement you've earned.
Remember, you don't have to play this course alone. That's what your caddie is for.
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About the Author
Jed Monsen — The Annuity Caddie
Jed Monsen is the founder of Today Financial Agency and an income specialist licensed to help retirees across the U.S. build guaranteed retirement income. He works through the math with clients like a caddie reads a course — one hole at a time, no pressure.
