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The Raising Capital Show

The Raising Capital Show

Hosted by Nate Dodson & Jillian Sidoti

BusinessInvestingInterviews guests
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Episodes

153

Latest episode

Oct 2026

Language

EN

About the show

Hosted by Nate Dodson & Jillian Sidoti, The Raising Capital Show features real conversations with movers and shakers from the world of alternative investing. Get ready to discover the mindsets and strategies of top capital raisers that you can use to raise a lot more capital and build your empire!

Listen to episodes

60 recent
October 26, 2026Episode 15437 min

From Mom & Pop to Millions: How to Find Hidden Cash Cows | ft. Angela Durham

Marinas are the most overlooked syndication opportunity in real estate right now. Angela Durham breaks down how her firm buys underperforming mom-and-pop marinas, adds wet slips, restaurants, rentals and lodging, and turns them into cash-flowing hybrid real estate + business assets for investors. In this episode of the Entrepreneur Podcast, we cover marina acquisitions, value-add strategy, seller financing, working with retail vs institutional investors, 1031 exchanges, and the LEGAL must-knows for raising capital for a marina fund (Reg D, 506(b) vs 506(c), PPMs, and Corps of Engineers approvals). If you're a syndicator, fund manager, or accredited investor looking beyond multifamily and mobile home parks — watch this before you buy a marina.

October 19, 2026Episode 15348 min

AI Is Replacing White Collar Jobs, What YOU can do about it! | EntrepreKNEW

White-collar jobs aren't safe from AI. Most businesses die from undercapitalization, and investors don't invest because of a post — they invest because they know, like, and trust you. In this episode, we break down how to raise capital in ANY economy, why proper capitalization keeps you out of emergency mode, how to use AI instead of fearing it, and the "lazy" social media system to build investor trust with just a couple thousand followers. We cover raising capital for startups and funds, startup funding strategies, venture capital vs syndication thinking, why most businesses fail, and how entrepreneurs can survive loneliness, sleepless nights, and constant decision pressure through community. Perfect for aspiring entrepreneurs, real estate syndicators, fund managers, and small business owners looking to raise capital, build investor trust on social media, and navigate AI entrepreneurship.

October 13, 2026Episode 15245 min

The Marketing Funnel That Turns Strangers Into Investors! | ft. Jason Fishman

Your deal is not the problem. Your DEAL MARKETING is. Jason Fishman has helped 500+ deals raise HUNDREDS OF MILLIONS with one system. His agency Digital Niche Agency (DNA) doesn't do "posting." They run a Deal Marketing Funnel that forces strangers to see you 7-17 times until they invest. If you're waiting for investors to "find" your great deal — you will lose. In this episode, Jason gives you the ugly truth and the fix: The 5-Stage Deal Marketing Funnel Why it takes 7-17 TOUCHES to get one investor Live Webinars are the #1 closing weapon The ad budget that actually moves the needle The mistake killing your raise GUEST: Jason Fishman | Founder, Digital Niche Agency — Scale Your Reach. Scale Your Raise. 🔗 https://digitalnicheagency.com

October 8, 2026Episode 1511 hr 0 min

Why Your Capital Raise Fails (And How to Fix It) - ft. Eric Mattingly Interview

Struggling to raise capital for your next deal? Raising capital expert Eric Mattingly reveals the exclusive strategies that actually work — from the "Takeaway Close" to why webinars never replace a phone call. If you want to learn how to raise capital for real estate, multifamily syndication, or private equity funds, this interview is your masterclass. Eric has raised capital across oil & gas, real estate, and business ventures and shares why real estate is the easiest to fund — if your structure is right.

September 28, 2026Episode 15045 min

The Marketing Funnel That Turns Strangers Into Investors! | ft. Jason Fishman

Your deal is not the problem. Your DEAL MARKETING is. Jason Fishman has helped 500+ deals raise HUNDREDS OF MILLIONS with one system. His agency Digital Niche Agency (DNA) doesn't do "posting." They run a Deal Marketing Funnel that forces strangers to see you 7-17 times until they invest. If you're waiting for investors to "find" your great deal — you will lose. In this episode, Jason gives you the ugly truth and the fix: The 5-Stage Deal Marketing Funnel Why it takes 7-17 TOUCHES to get one investor Live Webinars are the #1 closing weapon The ad budget that actually moves the needle The mistake killing your raise 🎙️ GUEST: Jason Fishman | Founder, Digital Niche Agency — Scale Your Reach. Scale Your Raise. 🔗 https://digitalnicheagency.com

August 7, 2026Episode 14959 min

How a $100M+ Hotel Syndicator Communicates With Investors | The Raising Capital Show

Are you looking to improve your investor closing success? In many cases, the assumption is that the issue comes down to the pitch itself. The deck needs improvement, the webinar needs to be sharper, or the presentation needs to sound more polished. But what's missing is the actual investor conversations; the issue is usually happening much earlier in the process. Jenniffer Maldonado is an incredibly successful hotel syndicator, closing and running a portfolio of hotels of more than $100 million in hospitality. She also runs a separate women-focused investor capitalization program called the Rapid Raise Method. ===================================== ✅ Subscribe To Our YouTube Channel: @entrepreknew Stay plugged into weekly insights, founder interviews, and practical strategies to build momentum as a modern entrepreneur. Leave a comment to let us know what you'd like to see next! 🎙 Hosted by Nate Dodson of Investor Attraction Academy. ✅ Connect With Us On Social Media - Official Links Facebook Group – Join 4,000+ capital-raising pros inside: Capital Raising Talk With Capital Raising Pros Nate Dodson Facebook Instagram LinkedIn 🎓 Explore the Academy Learn how to consistently attract aligned investors through our training and tools. #CapitalRaising #PodcastMarketing #InvestorAttraction #Syndication #RaisingCapital

September 19, 2025Episode 14824 min

Episode 148 – Podcasting for Capital | The Raising Capital Show with Nate Dodson & Dave Dubeau

In episode 148 of The Raising Capital Show , Nate Dodson sits down with Dave Dubeau to discuss how syndicators and fund managers use podcasting as a direct path to raising more capital. Instead of chasing downloads or trying to book celebrity guests, there is a smarter approach: design your show around your investor avatar, highlight them as guests, and use each episode as a stepping stone toward accredited investor meetings. Then repurpose the show's content for marketing outreach as an end-to-end marketing system. This is how to structure interviews to open up investment conversations, build your authority in the investment world, and repurpose podcast content into a full marketing system. Here are some real-world examples of syndicators who used this approach to secure investments and even connect with billion-dollar fund managers. Highlights: "Forget downloads. The real value is in interviewing your ideal investors directly." "Podcasting becomes your relationship-building machine, not just another piece of media." "With the right system, every episode creates trust, authority, and new opportunities for discovery calls." Timestamps: (02:08) Why most podcasts fail to attract investors (05:27) Designing your show around the investor avatar (08:10) Structuring interviews that build trust and authority (11:05) Transitioning from interviews to discovery calls (13:50) Repurposing episodes into marketing content (17:20) Success stories from syndicators using this strategy (20:30) How podcasting becomes a top-to-bottom investor funnel 💼 For capital-raising systems that bring in investors every month: 👉 https://findmoreinvestors.com/ 🎧 Also available on Spotify, Apple Podcasts, and all major streaming platforms. ===================================== ✅ Subscribe To Our YouTube Channel: @entrepreknew Stay plugged into weekly insights, founder interviews, and practical strategies to build momentum as a modern entrepreneur. Leave a comment to let us know what you'd like to see next! 🎙 Hosted by Nate Dodson of Investor Attraction Academy. ✅ Connect With Us On Social Media - Official Links Facebook Group – Join 4,000+ capital-raising pros inside: Capital Raising Talk With Capital Raising Pros Nate Dodson Facebook Instagram LinkedIn 🎓 Explore the Academy Learn how to consistently attract aligned investors through our training and tools. #CapitalRaising #PodcastMarketing #InvestorAttraction #Syndication #RaisingCapital

August 28, 2025Episode 14744 min

Inside Tracy Prigmore's $3.2M Debut in Hotel Investing | Ep 147

In this episode of The Capital Raising Show , host Nate Dodson sits down with Tracy Prigmore — hotel owner, operator, and developer — to uncover the unique opportunities and challenges in hospitality investments. Tracy shares her path into the hotel industry and what makes hotels such a compelling asset class. From breaking down the franchise model to weighing the benefits of buying versus building, she offers a behind-the-scenes look at how successful operators think. The conversation also dives into Tracy's initiative, She Has a Deal , which is opening doors for women to gain education, mentorship, and capital access in commercial real estate. She explains why partnerships are essential in ground-up development, how emerging manager programs are shifting the landscape, and why integrity is the foundation of any capital raise. If you've ever wondered how to approach hotel investments or what it takes to bring more diversity into real estate, this episode delivers insights you won't want to miss. 💼 For capital-raising systems that bring in investors every month: 👉 https://findmoreinvestors.com/ 🎧 Also available on Spotify, Apple Podcasts, and all major streaming platforms. ===================================== ✅ Subscribe To Our YouTube Channel: @entrepreknew Stay plugged into weekly insights, founder interviews, and practical strategies to build momentum as a modern entrepreneur. Leave a comment to let us know what you'd like to see next! 🎙 Hosted by Nate Dodson & Jillian Sidoti, Partners of Investor Attraction Academy. ✅ Connect With Us On Social Media - Official Links Facebook Group – Join 4,000+ capital-raising pros inside: Capital Raising Talk With Capital Raising Pros Nate Dodson Facebook Instagram LinkedIn Jillian Sidoti Facebook Instagram LinkedIn 🎓 Explore the Academy Learn how to consistently attract aligned investors through our training and tools. COPYRIGHT NOTICE: This video and our YouTube channel contain original content owned by EntrepreKNEW LLC. You're welcome to share the link or embed the video, provided you credit the original channel: EntrepreKNEW on YouTube © EntrepreKNEW LLC 🏷️ RELATED HASHTAGS #EntrepreKNEW #CapitalRaising #InvestorAttraction #FoundersMindset #StartupsThatScale #PurposeDrivenBusiness #RaiseCapitalLegally #InvestmentReady #ModernEntrepreneurship #EntrepreneurLife #MissionDrivenFounder #FinancialFreedom #GenerationalWealth #BusinessClarity #StartAndScale

August 20, 2025Episode 14626 min

Build Your Dream Syndication Team | Legal, Accounting & Marketing Made Simple | Ep 146

Dream teams aren't just for sports—they're the secret to syndication success. In this episode, Nate Dodson lays out exactly who you need in your corner, from sharp legal counsel to savvy accountants , creative marketers , and tech-powered funding portals . You'll discover: When to hire a bookkeeper vs. CPA vs. auditor The essentials of staying compliant (without the headache) Marketing moves that actually bring in investors How to use funding portals to make your life easier Whether it's your first deal or your tenth, this episode will help you build a syndication team that's compliant, profitable, and fun to work with. ===================================== 💼 For capital-raising systems that bring in investors every month: 👉 https://findmoreinvestors.com/ 🎧 Also available on Spotify, Apple Podcasts, and all major streaming platforms. ===================================== ✅ Subscribe To Our YouTube Channel: @entrepreknew Stay plugged into weekly insights, founder interviews, and practical strategies to build momentum as a modern entrepreneur. Leave a comment to let us know what you'd like to see next! 🎙 Hosted by Nate Dodson & Jillian Sidoti, Partners of Investor Attraction Academy. ✅ Connect With Us On Social Media - Official Links Facebook Group – Join 4,000+ capital-raising pros inside: Capital Raising Talk With Capital Raising Pros Nate Dodson Facebook Instagram LinkedIn Jillian Sidoti Facebook Instagram LinkedIn 🎓 Explore the Academy Learn how to consistently attract aligned investors through our training and tools. COPYRIGHT NOTICE: This video and our YouTube channel contain original content owned by EntrepreKNEW LLC. You're welcome to share the link or embed the video, provided you credit the original channel: EntrepreKNEW on YouTube © EntrepreKNEW LLC 🏷️ RELATED HASHTAGS #EntrepreKNEW #CapitalRaising #InvestorAttraction #FoundersMindset #StartupsThatScale #PurposeDrivenBusiness #RaiseCapitalLegally #InvestmentReady #ModernEntrepreneurship #EntrepreneurLife #MissionDrivenFounder #FinancialFreedom #GenerationalWealth #BusinessClarity #StartAndScale

August 13, 2025Episode 14521 min

From 0 to 45 Rentals: How Jake Ostrich Built His Real Estate Empire Without a PM | Ep 145

🔥 In this episode of the Capital Raising Show by Investor Attraction Academy, we sit down with Jake Ostrich, the founder of Lighthouse Capital, who's raised over $1M and built a 45-property rental portfolio—all while staying hands-on and self-managing flips. He reveals how he transitioned from general contracting to full-time investing, why he walked away from 45 properties in Philly, and what he looks for when flipping a house in today's saturated market. Whether you're a new investor or raising capital for your own deals, Jake drops real-world wisdom on contractor management, calculating risk vs. reward, and how to avoid getting burned by shady bids. This is an unfiltered look at what it really takes to grow in real estate—minus the fluff. 💼 For capital-raising systems that bring in investors every month: 👉 https://findmoreinvestors.com/ 🎧 Also available on Spotify, Apple Podcasts, and all major streaming platforms. ===================================== ✅ Subscribe To Our YouTube Channel: @entrepreknew Stay plugged into weekly insights, founder interviews, and practical strategies to build momentum as a modern entrepreneur. Leave a comment to let us know what you'd like to see next! 🎙 Hosted by Nate Dodson & Jillian Sidoti, Partners of Investor Attraction Academy. ✅ Connect With Us On Social Media - Official Links Facebook Group – Join 4,000+ capital-raising pros inside: Capital Raising Talk With Capital Raising Pros Nate Dodson Facebook Instagram LinkedIn Jillian Sidoti Facebook Instagram LinkedIn 🎓 Explore the Academy Learn how to consistently attract aligned investors through our training and tools. COPYRIGHT NOTICE: This video and our YouTube channel contain original content owned by EntrepreKNEW LLC. You're welcome to share the link or embed the video, provided you credit the original channel: EntrepreKNEW on YouTube © EntrepreKNEW LLC 🏷️ RELATED HASHTAGS #EntrepreKNEW #CapitalRaising #InvestorAttraction #FoundersMindset #StartupsThatScale #PurposeDrivenBusiness #RaiseCapitalLegally #InvestmentReady #ModernEntrepreneurship #EntrepreneurLife #MissionDrivenFounder #FinancialFreedom #GenerationalWealth #BusinessClarity #StartAndScale

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