275. 6 Lessons I Wish I Knew 5 Years Ago episode artwork

EPISODE · Feb 9, 2026 · 38 MIN

275. 6 Lessons I Wish I Knew 5 Years Ago

from On Your Terms®

There’s this moment in business where you keep thinking, okay… when does it get easier? When does the stress chill out, the money feel steadier, and you finally get to enjoy what you’re building?Here’s the sneaky truth I wish someone had told me sooner: the “someday” version of your life isn’t where the joy starts. The rise is actually the fun part.In this episode, I’m sitting down with the version of myself from five years ago (hello, 2021 Sam) and sharing the six lessons I wish I could’ve handed her in a note. These aren’t fluffy business platitudes — they’re the real, lived-in truths that only come from building a seven-figure business, navigating massive personal loss, and realizing the mountaintop doesn’t feel the way everyone promises it willIn this episode, you’ll hear…Why the rise is actually the best part (even when it feels messy)The hard truth about the “carrot” always moving in businessHow chasing someone else’s version of success can quietly wreck your joyWhy you don’t need to be “one of them” to build a wildly successful businessHow to stay confident being a leader — especially when new platforms and trends pop upThe simple mindset shift that helped me finally loosen my grip on controlClick here to find the full show notes and transcript for this episode.RESOURCES:Get Sam’s free weekly newsletter, Sam’s SidebarGet Sam's book "When I Start My Business, I'll Be Happy"Click here to be notified when new episodes of On Your Terms® come outClick here to watch the free workshop so you can get legally protected right now!CONNECT:Get Sam's weekly newsletter, Sam's SidebarFollow Sam on InstagramFollow Sam on YouTubeSubscribe to Sam's Substack, Beyond BusinessTake Sam's free legal workshop "5 Steps to Legally Protect & Grow Your Online Business"DISCLAIMER

NOW PLAYING

275. 6 Lessons I Wish I Knew 5 Years Ago

0:00 38:53

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.

No similar episodes found.

No similar podcasts found.

Frequently Asked Questions

How long is this episode of On Your Terms®?

This episode is 38 minutes long.

When was this On Your Terms® episode published?

This episode was published on February 9, 2026.

What is this episode about?

There’s this moment in business where you keep thinking, okay… when does it get easier? When does the stress chill out, the money feel steadier, and you finally get to enjoy what you’re building?Here’s the sneaky truth I wish someone had told me...

Can I download this On Your Terms® 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!