EP 212: You’re Not Stuck — You’ve Outgrown Lone-Wolf Investing: Why Experienced Investors Need a High-Level Community
If you’re a female real estate investor who feels stuck after your first few deals, this episode is your wake‑up call. This week we're joined by Jesse Dillon, who went from a salon owner to owning 50 rental units in just a few years. Together, we break down why so many women stall out between deals 3–5, why more books and podcasts aren’t your problem, and how trying to do it all alone quietly kills your momentum.
You’ll hear real stories from women inside the WIIRE community who:
Went from terrified of private money to raising $1.8M in 30 days
Funded their first flip and BRRRR using private and hard money
Locked up a competitive 7‑figure deal in an expensive market by learning to move fast
We dive into imposter syndrome, fear of failing publicly, and the identity shift from “I’m trying to invest” to “I am a real estate investor and CEO.”
Tune into Jessie's other WIIRE episodes:
If you’ve been learning nonstop but not taking action, this episode shows why community, accountability, and high‑level rooms are the missing piece for women in real estate.
Resources:
Simplify how you manage your rentals with TurboTenant
Get in touch with Envy Investment Group
Connect with Jessie over on Instagram
Make sure your name is on the list to secure your spot in The WIIRE Community
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