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How To Build a Business That Fits Your Life with Alissa Bickar (Captain)
Raving Coaches
44 minutes
2 weeks ago
How To Build a Business That Fits Your Life with Alissa Bickar (Captain)
I recently interviewed Alissa Bickar, a business consultant and real estate investor who believes entrepreneurs really can save the world—but not if they’re exhausted, over-functioning, and building from obligation instead of curiosity. If you’ve ever felt like your business was running you instead of the other way around, this conversation will hit home. Alissa breaks down why so many founders become the bottleneck in their own growth and how to reclaim clarity, identity, and structure before everything buckles.
What I loved most was our shared belief that success comes from alignment, not hustle. Alissa talks about raising her kids through unschooling, helping clients build real estate portfolios that don’t destroy their lives, and shifting from industrial-age rigidity to a business model that actually fits the human running it. Coaches—especially those who are craving significance or juggling too many ideas—will hear themselves in this episode.
If you’re a coach trying to build a business that supports your life instead of swallowing it whole, listen in. We cover identity, Endotype patterns, marketing that prioritizes real relationships, and how to stop building from obligation. This is a grounded, honest conversation about how to grow your work without losing yourself.
Timestamps Edit 05:30 — Alissa’s background & “entrepreneurship saves the world” 12:10 — Real estate myths, identity, and opportunity 18:01 — The “buffet line” problem in coaching 21:19 — Unschooling, human potential, and identity development 25:47 — Captain Endotype strengths in business 37:09 — Why traditional marketing fails coaches 41:47 — Strategic partnerships & community-based growth
Guest BioAlissa Bickar, The Consultress, is a real estate investor and business coach who bridges personal development with tactical, strategic business building. She helps high performers become more themselves, gain clarity about what they want, and build systems that support sustainable growth using her SIMPLE Method™. With 20+ years in entrepreneurship, finance, and consulting, she supports professionals in rising above the noise by amplifying their unique strengths.
Guest LinksYT/LI/IG/FB: @consultressListen to Alissa’s Podcast: https://builtforthisshow.comFacebook: https://m.facebook.com/consultressInstagram: https://instagram.com/consultress/LinkedIn: www.linkedin.com/in/alissabickarYouTube: youtube.com/@consultress
Books/Podcasts referenced: Big Magic (Elizabeth Gilbert), Built For This Listen to more episodes of Raving Coaches: Spotify → https://open.spotify.com/show/7pNiUG0d05CTFM0MNJeuFE?si=dd985373802a470b Apple Podcasts → https://podcasts.apple.com/us/podcast/raving-coaches/id1673460023