No Retirement Savings at 40? Here's Exactly What to Do First (SB1827) episode artwork

EPISODE · Apr 10, 2026 · 1H 1M

No Retirement Savings at 40? Here's Exactly What to Do First (SB1827)

from The Stacking Benjamins Show

Most people don't start thinking seriously about retirement until their forties. If that's you, the good news is you're not behind. You're normal. And this week three CFPs, Jackie Cummings Koski, Roger Whitney, and OG break down exactly what to do, in what order, starting right now.In this episode:Why panic is the enemy of a good retirement plan, the first place your money should go before anything else, why your savings rate matters more than finding the perfect investment, and the one investing mistake people make when they feel behind.Biggest takeaways:Give yourself grace first. This stuff isn't taught in school. The two years Jackie spent just processing her situation before taking action weren't wasted. That clarity is what made everything else stick.Increase your savings rate by 1% every six months. Going from 3% to 13% over five years feels like a non-event the entire time. Automation makes it invisible.Simple beats clever. Index funds, low cost, diversified, and boring. When you feel behind, the temptation is to swing for the fences. That's exactly when boring saves you.Real estate and dividend strategies are tactics. Tactics come after you have a strategy. For a 40-year-old starting from zero, the strategy is build the habit and save more.Resources mentioned:Jackie Cummings Koski's book Fire for Dummies and podcast Catching Up to FI at catchinguptofi.com Roger Whitney's Retirement Answer Man podcast at rogerwhitney.com The Stacking Benjamins scorecard: stackingbenjamins.com/scorecard The Vault: stackingbenjamins.com/vaultFULL SHOW NOTES: https://stackingbenjamins.com/how-to-start-saving-for-retirement-at-40-1827Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.StackingBenjamins.com/201See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Most people don't start thinking seriously about retirement until their forties. If that's you, the good news is you're not behind. You're normal. And this week three CFPs, Jackie Cummings Koski, Roger Whitney, and OG break down exactly what to do, in what order, starting right now. In this episode: Why panic is the enemy of a good retirement plan, the first place your money should go before anything else, why your savings rate matters more than finding the perfect investment, and the one investing mistake people make when they feel behind. Biggest takeaways: Give yourself grace first. This stuff isn't taught in school. The two years Jackie spent just processing her situation before taking action weren't wasted. That clarity is what made everything else stick. Increase your savings rate by 1% every six months. Going from 3% to 13% over five years feels like a non-event the entire time. Automation makes it invisible. Simple beats clever. Index funds, low cost, diversified, and boring. When you feel behind, the temptation is to swing for the fences. That's exactly when boring saves you. Real estate and dividend strategies are tactics. Tactics come after you have a strategy. For a 40-year-old starting from zero, the strategy is build the habit and save more. Resources mentioned:Jackie Cummings Koski's book Fire for Dummies and podcast Catching Up to FI at catchinguptofi.com Roger Whitney's Retirement Answer Man podcast at rogerwhitney.com The Stacking Benjamins scorecard: stackingbenjamins.com/scorecard The Vault: stackingbenjamins.com/vaultFULL SHOW NOTES: https://stackingbenjamins.com/how-to-start-saving-for-retirement-at-40-1827Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.StackingBenjamins.com/201 See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

NOW PLAYING

No Retirement Savings at 40? Here's Exactly What to Do First (SB1827)

0:00 1:01:42

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

Frequently Asked Questions

How long is this episode of The Stacking Benjamins Show?

This episode is 1 hour and 1 minute long.

When was this The Stacking Benjamins Show episode published?

This episode was published on April 10, 2026.

What is this episode about?

Most people don't start thinking seriously about retirement until their forties. If that's you, the good news is you're not behind. You're normal. And this week three CFPs, Jackie Cummings Koski, Roger Whitney, and OG break down exactly what to do,...

Can I download this The Stacking Benjamins Show episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
URL copied to clipboard!