How To Invest Once You Retire

How To Invest Once You Retire

Author: James Conole, CFP® August 23, 2026 Duration: 17:03
Free retirement training for people within 10 years of retirement and $1M+ saved. Watch “The Sequoia System Training” here: https://learn.rootfinancial.com/9fc86c ======================= Your portfolio only had one job while you were working. The day you retire, it gets a second one, and almost nobody splits the money the right way between the two. I watched a client with three million dollars, all sitting in three stocks, get forced back to work after 2022. Those stocks have since fully re...

Charting a path toward retirement often feels like navigating without a map, filled with complex terms and a fear of making the wrong move. Ready For Retirement, hosted by certified financial planner James Conole, aims to replace that uncertainty with clarity and actionable insight. Each episode breaks down a specific aspect of financial planning, from investment fundamentals and tax strategies to navigating healthcare costs and defining what a secure future actually looks like for you. James draws on his professional experience to translate daunting concepts into practical steps, avoiding generic advice in favor of discussions that address real-life complexities and questions. Tuning into this podcast feels like having a straightforward conversation with a knowledgeable guide who prioritizes your long-term peace of mind over financial industry jargon. The focus is consistently on building not just a portfolio, but confidence in your decisions, empowering you to move from feeling overwhelmed to feeling prepared. Whether you're decades away from retirement or it's on the near horizon, these conversations provide a steadying framework for making informed choices about your money and your life.
Author: Language: en-us Episodes: 50

Ready For Retirement
Podcast Episodes
Don’t Retire If This Is You - 5 Warning Signs [not-audio_url] [/not-audio_url]

Duration: 14:36
You can hit your number, be fully financially ready, hand in your notice, and still end up miserable. Or worse, running out of money. In 15 years as a retirement advisor, I've watched it happen again and again, and it al…
Your Life When Retiring With $100K vs $1M vs $10M [not-audio_url] [/not-audio_url]

Duration: 13:09
You'd assume retiring with $10 million is a hundred times better than retiring with $100,000. It isn't. And the reason is stranger than you'd think. Because the size of your portfolio barely tells you what your life actu…
Sell These 10 Things BEFORE You Retire [not-audio_url] [/not-audio_url]

Duration: 16:18
There are 10 things sitting in your life right now that are quietly draining your retirement. Most people never notice them. This isn't the usual save more, buy more advice. After 15 years of helping people retire, the h…
If You Only Watch One Retirement Video, Make it This [not-audio_url] [/not-audio_url]

Duration: 14:18
Most retirement advice isn't wrong. It's incomplete. And following incomplete advice for 30 years is how people end up financially ready for retirement but completely unprepared to live it. I've seen it hundreds of times…
The Real Math of Working One More Year (It’s Not What You Think) [not-audio_url] [/not-audio_url]

Duration: 9:40
"Just one more year, to be safe." I've heard that sentence more times than almost any other in my career. One year becomes two, two becomes five. By the time they finally retire, something has shifted and retirement look…
Why I Told My Client Not to Pay Off Their Mortgage Before Retiring [not-audio_url] [/not-audio_url]

Duration: 9:47
Paying off your mortgage before retirement sounds responsible. Sometimes it is. Sometimes it quietly costs you the best years of your life. In this episode, James walks through the story of a client who delayed retiremen…
Here's What Happens to Your Social Security If You Retire at 60 [not-audio_url] [/not-audio_url]

Duration: 13:10
Retiring at 60 feels like a clean plan. Work ends, savings take over, and Social Security fills the gap later. What most people do not realize is that decision has already changed their benefit. In this episode, James wa…
$15M in Nvidia Stock Case Study | Don't Just "Diversify Everything" [not-audio_url] [/not-audio_url]

Duration: 23:54
A big single-stock win can feel like freedom one day and a tightrope the next. This plan walks through how a family holding ~$15M in NVIDIA shares can turn concentrated success into stable, low-stress wealth—without torc…