Failing Into Clarity: How Alan Underwood Found His Real‑Estate Role and Raised Millions

The Capital Flow Podcast

The hardest part about raising capital isn’t finding money—it’s earning enough trust that investors offer it.

 Learn what’s working right now to attract investors, accelerate trust, and raise capital on autopilot.

Join our FREE Weekly Capital Flow Workshop → https://capitallystpro.io/workshop
The Capital Flow Podcast helps capital raisers and fund managers create flow in their capital, business, and life by learning from those who’ve built systems that attract resources instead of chasing them. Each week, host Dallon Schultz interviews real capital raisers and industry experts who share the strategies, systems, and stories behind raising millions with trust-based relationships.

In This Episode:

In this episode, Dallon Schultz sits down with Alan Underwood, Managing Partner at Momentum Capital Group and a High Performance Coach and Mentor, who shares the remarkable story behind raising over $9M in just 18 months. Alan reveals how he started his real estate journey with a 100-unit development as his first project—despite zero prior experience—and how that bold move led to discovering his true strengths in relationships and capital raising.

Alan dives into his team’s unique real estate strategy in San Diego, where they convert single-family properties into multifamily investments using ADU legislation. You’ll also hear the pivotal role that strong mentorship, self-awareness, and being willing to pivot has played in his journey.

For anyone navigating real estate investing, networking, or raising capital, this episode offers grounded insight and hard-earned lessons on building trust, managing deals across states, and aligning your strengths with scalable systems.

Contact: alan@mmtmgp.com | https://momentumcapital.com

Sponsor Spotlight
 This episode is brought to you by Brad Blazar and Capital School, the Elite Program for Capital Raisers that are looking to scale their business or real estate. 👉 Learn more or access the special offer here: https://go.bradblazar.com/apply-page

Key Takeaways:

• Start big if the opportunity is right—clarity and confidence are built through action, not perfection.
• Tangible experiences like property tours deepen investor trust and connection.
• Transparent communication and follow-up systems (like Capitallyst Pro) are key to building scalable, credibility-driven capital raises.

Resources Mentioned:

• Concept: Using San Diego’s ADU legislation to legally and profitably convert single-family homes into 5–6 unit multifamily properties.
• Quote: “I don’t see failure—I see either income or education. You always walk away with something.”

Capitallyst Pro Resources:
Weekly Capital Flow Workshops → https://capitallystpro.io/workshop
Email Deliverability Checklist → https://capitallystpro.io/email
ChatGPT Copywriter SOP → https://capitallystpro.io/copy

Legal Disclaimer:
 This podcast is intended for informational and educational purposes only. It does not constitute legal, financial, or investment advice, nor is it a solicitation or offer to buy or sell any securities. The hosts and guests share personal experiences and general insights about raising capital compliantly; however, every situation is unique, and compliance with securities laws depends on specific facts and circumstances. Listeners and viewers should seek their own qualified legal, tax, and financial counsel before taking any action. The hosts and production team disclaim any liability for decisions made based on the content of this program.