Podcast Episodes

How Much Do You Need to Retire on $10K a Month?

Episode 291

If your goal is to spend $10,000 a month in retirement, how much do you really need saved? The answer isn’t as simple—or as overwhelming—as it might seem.

In this episode, I break down the key factors…

Published on 2 months, 4 weeks ago

I've Helped Hundreds of People Retire Comfortably. Here's the Exact 7-Step Framework I Used.

Episode 290

Retirement planning isn’t about chasing numbers, it’s about building a life with intention.

The Sequoia System helps you get clear on what matters most, organize your finances around that vision, and …

Published on 3 months ago

Ready to Retire? Here's How to Tell Your Company │ Root Talks

Episode 289

In this episode, Ari and James explore the emotional and practical sides of retiring—specifically, how to have the conversation that officially ends your career.

Whether you're months away or years ou…

Published on 3 months, 1 week ago

How Much Can We Expect to Spend in Retirement with a $4M Portfolio?

Episode 288

In this episode, we walk through a retirement planning scenario involving a couple in their early 60s with a $4 million investment portfolio. Their financial plan reveals something surprising: they m…

Published on 3 months, 1 week ago

Social Security at 62 vs 67 vs 70: When should you start claiming your benefits?

Episode 287

Deciding when to start your Social Security benefits might be the single most consequential financial decision of your retirement journey. Should you claim early at 62, wait until full retirement age…

Published on 3 months, 2 weeks ago

The Surprising Regrets of Wealthy Retirees | Root Talks

Episode 286

Retired with millions—but full of regret?

In this episode of Root Talks, James and Ari share the real stories no one talks about: wealthy retirees who did everything “right” financially but still feel…

Published on 3 months, 3 weeks ago

We have a $3M Retirement Portfolio. How Much Can We Spend Without Running Out of Money?

Episode 285

Jeffrey and Cindy came to me with $3 million saved and one big question: How much can we actually spend in retirement? In this video, we walk through a retirement planning scenario—looking at spendin…

Published on 3 months, 3 weeks ago

Root Talks: Spend Your Way to a Happier Retirement: 5 Pillars of Better Spending

Episode 284

Many great savers hesitate to spend once they retire—unsure how to shift gears after years of discipline. In this episode, we talk through what it looks like to use money with intention, not just som…

Published on 4 months ago

The Most Powerful Tax-Free Retirement Tool: Start Leveraging Your HSA Now

Episode 283

Health Savings Accounts (HSAs) don’t get much attention—but they should. With triple tax advantages (tax-free contributions, growth, and qualified withdrawals), HSAs offer a level of flexibility that…

Published on 4 months, 1 week ago

When is the Best Time to Realize Gains in my Investment Account?

Episode 282

If you’re sitting on large investment gains in a brokerage account and wondering whether it’s worth taking the tax hit, this episode is for you. I walk through a clear framework I use with clients to…

Published on 4 months, 2 weeks ago