Annuity Caddie Tip: Hit the 6-Iron or the 7-Iron?
Client Stories

Annuity Caddie Tip: Hit the 6-Iron or the 7-Iron?

Jed Monsen
February 19, 2026
4 min read

I "lost" a client today, and I believe it's in his best interest.

Successful CPA. Large nest egg. Already owned a smaller FIA and wanted to add another.

We did a proper Annuity 101 and fact finder: - Different annuity types - How caps and participation rates work - Why the S&P 500 is boring but durable

By the third meeting, it was clear: His goal was straight accumulation, and current S&P 500 caps just weren't sitting right with him.

He kept circling back to flashy VC-style indexes with big caps and participation rates.

I explained plainly how those indexes work and why shiny doesn't always mean better. He understood, but you could still hear hesitation in his voice.

So I did my job as a caddie.

I said: "There might be another club for this shot."

We talked at a high level about RILAs, just education on what they are. His body language changed instantly. That was his club.

I referred him to a trusted partner who can help with RILAs and broader investing.

That's not a loss. That's a win.

Sometimes I'll recommend the 7-iron. But if the client feels confident with the 6, my job isn't to force the swing.

I don't hit the shots. I read the course, explain the risks, and help guide the decision.

I hope I truly helped him, and I hope I get the chance to help many more.

Like What You Read?

Let's discuss how these strategies can work for your retirement plan.

Jed Monsen, The Annuity Caddie

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.

Book a Call with Jed

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