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Have you ever sat through a sales pitch thinking you knew what was coming... only to be hit with a $50,000 price tag? 😳 SAME.
In this episode, I’m pulling back the curtain on one of the biggest financial decisions I made this year: investing in a professional development program with Gary Vaynerchuk’s team. It was a big leap, a big number, and (spoiler alert!) a BIG shift in how I approach business investments.
If you're wondering whether investing in your growth is worth it, I’m sharing the 3-part framework I use before I spend a dime:
1️⃣ Highlight the Differences: Why every investment must teach me something new.
2️⃣ Access Matters: How the right room can change your life.
3️⃣ Proximity is Power: Why being near greatness accelerates success.
Plus, you’ll hear what I learned from watching Gary Vee behind the scenes, how small gestures reveal leadership, and why “hi” can be a secret business superpower.
Whether you're spending $500 or $50,000, this episode will help you make bolder, smarter investments.
Friend, if you’re in the digging phase—building, dreaming, working before anyone sees it—this is your sign: Keep digging. Keep growing. Your skyscraper moment is coming.
And if you haven’t left a review, consider this your loving nudge. ❤️
Click >>PLAY<< to hear all of this and:
[00:45] Why a $50,000 pitch almost scared me off—and why I leaned in instead
[01:47] The #1 question I ask before making ANY investment
[03:40] How objective-setting and leadership assessments changed my mind
[04:31] Why ACCESS (and warm introductions) are more valuable than any brochure
[06:29] How PROXIMITY alone can change your business trajectory
[08:10] Watching Gary Vee move behind the scenes—and what I learned
[12:17] The biggest leadership lesson I learned from Gary in just 20 seconds
[13:55] My full 3-step framework for making smart, strategic investments
Listen to Related Episodes or Links Mentioned:
📧 Join my Newsletter for a weekly cocktail of insider business strategy, personal reflections, and the journey of being a thought leader. 📧
Click >>PLAY<< to listen now!
For full show notes, visit jasminestar.com/podcast/episode549
You know that feeling when you find a platform that just works—and you never have to worry about switching? That’s been me and Showit for the past 10+ years.
I built my website with Showit because it gives me total design freedom.
If you’re ready to build a website that works FOR you—and not against you—head to JasmineStar.com/showit for a 14-day free trial + first month free when you subscribe!
By Jasmine Star4.9
25982,598 ratings
Have you ever sat through a sales pitch thinking you knew what was coming... only to be hit with a $50,000 price tag? 😳 SAME.
In this episode, I’m pulling back the curtain on one of the biggest financial decisions I made this year: investing in a professional development program with Gary Vaynerchuk’s team. It was a big leap, a big number, and (spoiler alert!) a BIG shift in how I approach business investments.
If you're wondering whether investing in your growth is worth it, I’m sharing the 3-part framework I use before I spend a dime:
1️⃣ Highlight the Differences: Why every investment must teach me something new.
2️⃣ Access Matters: How the right room can change your life.
3️⃣ Proximity is Power: Why being near greatness accelerates success.
Plus, you’ll hear what I learned from watching Gary Vee behind the scenes, how small gestures reveal leadership, and why “hi” can be a secret business superpower.
Whether you're spending $500 or $50,000, this episode will help you make bolder, smarter investments.
Friend, if you’re in the digging phase—building, dreaming, working before anyone sees it—this is your sign: Keep digging. Keep growing. Your skyscraper moment is coming.
And if you haven’t left a review, consider this your loving nudge. ❤️
Click >>PLAY<< to hear all of this and:
[00:45] Why a $50,000 pitch almost scared me off—and why I leaned in instead
[01:47] The #1 question I ask before making ANY investment
[03:40] How objective-setting and leadership assessments changed my mind
[04:31] Why ACCESS (and warm introductions) are more valuable than any brochure
[06:29] How PROXIMITY alone can change your business trajectory
[08:10] Watching Gary Vee move behind the scenes—and what I learned
[12:17] The biggest leadership lesson I learned from Gary in just 20 seconds
[13:55] My full 3-step framework for making smart, strategic investments
Listen to Related Episodes or Links Mentioned:
📧 Join my Newsletter for a weekly cocktail of insider business strategy, personal reflections, and the journey of being a thought leader. 📧
Click >>PLAY<< to listen now!
For full show notes, visit jasminestar.com/podcast/episode549
You know that feeling when you find a platform that just works—and you never have to worry about switching? That’s been me and Showit for the past 10+ years.
I built my website with Showit because it gives me total design freedom.
If you’re ready to build a website that works FOR you—and not against you—head to JasmineStar.com/showit for a 14-day free trial + first month free when you subscribe!

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