The 5 Financial Pain Points You Can’t Ignore

When it comes to retirement, most people have a few lingering fears, but some concerns come up time and again. In this episode, Craig and Jennifer break down the biggest pain points they hear from clients and explain what you can actually do about them. From running out of money to the anxiety of market crashes, this episode explores the emotional (and very real) weight of uncertainty.

Craig shares how failing to run the numbers leads to unnecessary fear, while Jennifer outlines why taxes, healthcare costs, and long-term care are often overlooked until it’s too late. They also talk about a less-discussed struggle: the fear of walking away from a steady paycheck and into the unknown. And if you think simply stashing money in CDs is a safe bet, it’s time to rethink your plan. Today, we unpack how certain strategies can backfire and what to do instead.

Here’s some of what we discuss in this episode:

💸 The #1 fear most retirees won’t admit

🏥 What long-term care actually costs—and who pays for it

💀 Death, taxes, and the rollercoaster of retirement

💡 Why doing nothing is the riskiest plan of all

📉 How market crashes can drain your nest egg faster than you think

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