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015: Why Your Investors are Ghosting You - And the 3 Steps to Fix It with John Todderud

Raising Capital for Real Estate Investing

Release Date: 01/20/2026

017: Why Raising Capital Gets Harder After Your First Wins and What to Do Next with Tim Dowling show art 017: Why Raising Capital Gets Harder After Your First Wins and What to Do Next with Tim Dowling

Raising Capital for Real Estate Investing

This coaching episode focuses on what it takes to raise capital beyond your first circle of investors. Amy Sylvis is joined by real estate investor Tim Dowling for an honest, real-time coaching conversation. With more than 20 years in real estate and experience spanning residential, multifamily, RV parks, mobile home parks, and large-scale development, Tim Dowling shares his real-world journey through multiple market cycles - and the challenge many capital raisers eventually face: evolving from organic, friends-and-family funding into a more intentional and scalable capital raising strategy....

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016: The Step You're Skipping That’s Costing You Investors show art 016: The Step You're Skipping That’s Costing You Investors

Raising Capital for Real Estate Investing

If you’ve been posting on LinkedIn (or thinking about it) and wondering why the leads aren’t turning into investors, this solo episode is your roadmap. Amy Sylvis breaks down the real reason your content might not be converting, and what to do instead. Using a heartfelt listener question as a launch point, Amy walks you through how to move out of "pipeline purgatory" and into consistent capital raising with content that speaks directly to your future investors.   This episode unpacks the difference between talking about your journey and showing what’s in it for them. Because content...

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015: Why Your Investors are Ghosting You - And the 3 Steps to Fix It with  John Todderud show art 015: Why Your Investors are Ghosting You - And the 3 Steps to Fix It with John Todderud

Raising Capital for Real Estate Investing

In this powerful coaching episode, Amy Sylvis sits down with investor and capital raiser John Todderud to unpack one of the most misunderstood parts of capital raising: nurturing investor relationships over time.   Together, they explore how to move beyond one-and-done outreach strategies and instead build real trust with potential investors - especially on LinkedIn. From what kinds of content actually work to when (and how) to follow up to whether AI can help, this episode is packed with tangible tips and candid wisdom.   This episode is for you if you’ve ever wondered: Why do...

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014: How to Use Email to Turn Cold Leads into Eager Investors show art 014: How to Use Email to Turn Cold Leads into Eager Investors

Raising Capital for Real Estate Investing

If you’ve ever wondered why your emails aren’t converting or why your investor list isn’t engaging, this episode is your tactical guide to email marketing that actually raises capital. In this solo episode, Amy Sylvis shares the proven strategies her mastermind students use to create high-impact email campaigns - without sounding spammy or overwhelming their list. Amy walks you through the do’s and don’ts of investor emails that build trust, keep you compliant, and help you raise more money - faster and more easily.   This episode is for you if you’ve ever wondered:   ...

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013: The 3-Step “Diagnosis” to Find the Real Problem When Capital Raising Has Slowed Down with Calvin Lowe show art 013: The 3-Step “Diagnosis” to Find the Real Problem When Capital Raising Has Slowed Down with Calvin Lowe

Raising Capital for Real Estate Investing

On this coaching episode, we talk with Dr. Calvin Lowe of Peace Equity about what it really takes to raise capital as a real estate investor, especially when your audience is made up of busy professionals who are new to syndications.’   Amy Sylvis coaches Calvin through the real questions and challenges capital raisers face. How to clearly explain what you do. How to answer investor questions about risk with confidence. And how to position opportunities in a way that builds trust rather than pressure. The conversation also explores how to stay credible and continue nurturing investor...

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Raising Capital for Real Estate Investing

If you’ve ever found yourself silently thinking “I just need any investor to wire money right now,” this episode is your wake-up call – and your roadmap to long-term success. In this solo episode, Amy Sylvis reveals the often-overlooked secret that seasoned fund managers and capital raisers live by: knowing exactly who your ideal investor is – and intentionally attracting them (while gently repelling the rest).   Amy walks you step-by-step through the strategy that helps make your capital raises smoother, faster, and far less stressful.   This episode is for you if you’ve...

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Raising Capital for Real Estate Investing

Feeling stuck in your capital raising journey? You’re not alone – and you don’t have to stay there. In this powerful coaching session, Amy Sylvis is joined by experienced capital raiser Jerry Miller, who opens up about his struggles with reaching a capital-raising plateau. If you've built some traction, raised funds from friends and family, but now feel like you're spinning your wheels trying to reach the next level – this episode is for you.   Together, Amy and Jerry walk through the exact challenges capital raisers face when trying to scale beyond their inner circle. You’ll...

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010: My Exact LinkedIn DM Workflow for Turning Strangers Into Investors show art 010: My Exact LinkedIn DM Workflow for Turning Strangers Into Investors

Raising Capital for Real Estate Investing

If you're a real estate investor, syndicator, or fund manager who’s exhausted from chasing flaky investor leads, tired of relying on friends and family, or stuck wondering where your next wire will come from, this solo episode is your playbook.   Host Amy Sylvis pulls back the curtain on the exact strategies she’s used to raise millions organically through LinkedIn. No cold DMs. No awkward sales pitches. Just smart, scalable systems that actually work.   This episode is for you if you’ve ever wondered: How do I find new investors beyond my current network? Why do investors...

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009: LP Trust on Autopilot - How to Get Investors Reaching Out to YOU with Keith Heckman show art 009: LP Trust on Autopilot - How to Get Investors Reaching Out to YOU with Keith Heckman

Raising Capital for Real Estate Investing

If you're a real estate investor, fund manager, syndicator, or capital raiser who's tired of falling short on capital raises, relying on friends and family, or feeling stuck without predictable investor commitments, this episode is your roadmap to growth.   In today’s coaching session, host Amy Sylvis sits down with investor Keith Heckman to break down the real challenges capital raisers face - and how to move past them with confidence. You’ll learn tactical steps you can implement immediately to attract new investors, nurture relationships at scale, and convert interest into actual...

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008: Stuck on Your Raise? Try This 10 Minute LinkedIn Strategy show art 008: Stuck on Your Raise? Try This 10 Minute LinkedIn Strategy

Raising Capital for Real Estate Investing

If you are stuck in pipeline purgatory or at a bottleneck breakpoint, this episode is for you. Pipeline purgatory is where many capital raisers land after their first couple of deals: friends and family are tapped out, referrals have slowed, and there is no consistent way to meet new, qualified investors. The bottleneck breakpoint comes next when you can raise money, but you have plateaued and cannot break through to larger or multiple deals because your investor pipeline is not growing fast enough.   In this solo episode, Amy Sylvis shares how she moved out of both stages by treating...

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More Episodes

In this powerful coaching episode, Amy Sylvis sits down with investor and capital raiser John Todderud to unpack one of the most misunderstood parts of capital raising: nurturing investor relationships over time.

 

Together, they explore how to move beyond one-and-done outreach strategies and instead build real trust with potential investors - especially on LinkedIn. From what kinds of content actually work to when (and how) to follow up to whether AI can help, this episode is packed with tangible tips and candid wisdom.

 

This episode is for you if you’ve ever wondered:

  • Why do people ghost me after I meet them at events or add them to my list?

  • How do I nurture relationships with leads without being pushy or salesy?

  • What’s the right way to follow up with potential investors after our first call?

  • Can AI or automation help me raise capital—or will it just backfire?

  • Should I use multiple social media platforms, or go all in on one?

  • What kind of posts actually work to generate leads and build trust?

By the end of this episode, you’ll walk away with:

  • A simple mindset shift to help you go from chasing to attracting investors

  • Clear strategies to nurture investor relationships between deals

  • Real examples of what not to automate if you want to build trust

  • Why LinkedIn is the most underrated capital raising platform
    The truth about content that actually converts—and how to create it

  • A confidence boost to raise capital with integrity, authenticity, and joy

🎧 Hit play and discover how to raise more capital—by being more you.

 

Connect with John Todderud!
Website:  https://cardinaloak.com/

LinkedIn: https://www.linkedin.com/in/johntodderud/

 

Want To Increase Your Capital Raising Capacity?
Are you ready to raise capacity beyond friends and family and feel confident in your ability to close deals? Our on-demand course is for you!

 🔗 Capital Raising Secrets On Demand course

Connect with Amy on LinkedIn
Stay updated on her latest strategies, deals, and insights for capital raisers.
🔗 https://www.linkedin.com/in/amysylvis/