One of the most common questions I hear from my community has to do with friendship: How do we find the ride or dies that’ll always be in our corner? Today, I’m bringing you my best friend of over 20 years, Jenna Free, to throw open the vault and share her experiences cultivating supportive friendships as a serial entrepreneur—oh, while also spilling some of my deepest, darkest secrets while we’re at it! We unpack how to not only find the right people that uplift you, but maintain and deepen the kind of friendships that’ll bring your biggest dreams to life. We’ll explore the real challenges that come with success (including proof that it doesn’t have to be lonely at the top), the hardest lessons & the incredible blessings our seasons of friendship have taught us, as well as tangible ways you can show up in your relationships with more authenticity and vulnerability.

HIGHLIGHTS

00:00 Meet my bestie of 20 years, Jenna Free!

07:35 How to maintain and deepen your friendships (even through evolving seasons).

13:30 What have your experiences with female friendships taught you?

18:30 Ways to form authentic and vulnerable friendships with other women.

26:30 What is the greatest opportunity for connection, if we allow it?

29:50 The hardest lessons and the biggest blessings of friendships.

33:20 How do friendships shift when you experience success?

40:45 Ways to cultivate supportive networks in your industry.

46:45 The surprising things you never knew about Lindsey!

50:15 What are the biggest lessons our friendship has taught us?

54:30 Celebrating Jenna’s Powerhouse moment passing all of her licensing exams (with her Masters).

RESOURCES + LINKS

Click HERE for tickets to the 2025 Powerhouse Women Event August 15-17th in Scottsdale, Arizona!

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FOLLOW

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Lindsey: @lindseymarieofficial

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