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Most entrepreneurs assume the business is the plan. The retirement plan. The wealth plan. The safety net. The thing that will eventually pay them back for all the years they poured into it. But what happens if the exit does not happen on schedule? What happens if the income slows down? What happens if your entire net worth is tied up inside one illiquid asset you cannot easily access? That is the problem most founders do not want to talk about. You can build a company, raise capital, manage deals, lead teams, and still have no clear personal plan for the day the income stops. This live conversation is about that gap. Not generic budgeting. Not shame around money. Not “cut out coffee” advice. This is a practical discussion about how entrepreneurs can start building personal wealth outside the business, understand their retirement number, and make smarter decisions before they are forced to.
The Entrepreneur Wealth Trap! - With Dalene Higgins
How do you buy a $27 million apartment complex when you don't have $27 million sitting in the bank? The answer is the capital stack — and in this episode, we break it down deal by deal. We're back with Gabriel Craft (Craft Capital Investments) walking through exactly how he's financing Tower Village, a multi-million dollar multifamily acquisition. If you're a syndicator, passive investor, or aspiring fund manager, this is the most honest breakdown of deal financing you'll find. TIMESTAMPS: 00:00:00 - Benefits of private investing and life impact 00:00:26 - Introducing large multi-million dollar property deal 00:01:57 - Purchase price and capital raise details 00:03:15 - Team structure and importance of reserves 00:04:08 - Role of banks as biggest investors 00:05:02 - Bank requirements and SEC guidelines 00:06:19 - Politics impacting occupancy and investments 00:07:24 - Net worth and guarantors for loans 00:09:06 - Experience and teamwork in financing deals 00:10:24 - Qualities of successful investment partners 00:11:33 - Bank debt to equity ratios explained 00:13:27 - Bridge lender purpose and capital stack 00:15:10 - Permanent vs bridge loans and penalties 00:17:16 - Raising investor equity for large deals 00:18:40 - Investor education and benefits of diversification 00:20:13 - Accredited investor criteria and regulations 00:21:52 - Diversification benefits and real estate's role 00:23:14- Sponsor capital contribution importance 00:25:25 - Management fees and sponsor incentives 00:26:51 - Fee structures and alignment with investors 00:28:03 - Profit sharing splits in multifamily investing 00:29:55- Due diligence and legal paperwork advice 00:31:36 - Importance of good legal and investment teams 00:32:35 - Higher returns through private investing 00:33:27 - Entrepreneurship and investment flexibility 00:34:43 -Wealth defined by multiple income streams 00:35:42 - Anticipation and risks of deal closing #RealEstateSyndication #CapitalStack #MultifamilyInvesting #CommercialRealEstate #PrivateEquity #PassiveInvesting #RealEstateFinance #BridgeLoan #CrowdfundingLawyers ===================================== ✅ Subscribe To Our Channel: https://www.youtube.com/@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! 🎓 Explore the Academy: Learn how to consistently attract aligned investors through our training and tools at www.findmoreinvestors.com ✅ 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: https://www.youtube.com/@entrepreknew © EntrepreKNEW LLC 🏷️ RELATED HASHTAGS: #EntrepreKNEW #CapitalRaising #InvestorAttraction #FoundersMindset #StartupsThatScale #PurposeDrivenBusiness #RaiseCapitalLegally #InvestmentReady #ModernEntrepreneurship #EntrepreneurLife #MissionDrivenFounder #FinancialFreedom #GenerationalWealth #BusinessClarity #StartAndScale
Inside the Deal: Part 4 - How to Fund a $32 Million Real Estate Deal (Capital Stack Explained)
Join Nate Dodson, Jillian Sidoti, and Gene Massey for a live conversation on investor marketing, storytelling, investor psychology, and how companies are successfully raising capital online.
The Stories Behind Successful Capital Raises
Most investors skip their due diligence — and pay for it. Learn why working with the right legal team is non-negotiable when you're investing or raising capital. Due diligence, deal structures, and staying out of trouble: this is what smart real estate investing actually looks like. ===================================== ✅ Subscribe To Our Channel: https://www.youtube.com/@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! © EntrepreKNEW LLC 🏷️ RELATED HASHTAGS: #EntrepreKNEW #CapitalRaising #InvestorAttraction #FoundersMindset #StartupsThatScale #PurposeDrivenBusiness #RaiseCapitalLegally #InvestmentReady #ModernEntrepreneurship #EntrepreneurLife #MissionDrivenFounder #FinancialFreedom #GenerationalWealth #BusinessClarity #StartAndScale
Smart Investors ALWAYS Do This (Do You?) #realestateinvesting #duediligence #realestate #investor
What does it actually take to walk away from a high-paying corporate job and build a multifamily real estate portfolio? Gabriel Craft of Craft Capital did exactly that — and in this episode, he breaks down the capital raising strategy that made it possible. In this episode of The Capital Raising Show on EntrepreKNEW, Gabriel shares his journey from a demanding W2 role at Salesforce to becoming a full-time multifamily investor and syndicator. Whether you're stuck in the 9-to-5 grind or already exploring passive income through real estate, this conversation will show you a real, actionable path forward. What you'll learn: - How Gabriel transitioned from corporate life to multifamily real estate investing - The capital raising framework behind his first syndication deals - Common mistakes W2 earners make when entering real estate - How to build investor relationships from scratch - The mindset shifts required to go from employee to owner Timestamps: 00:00:00 - Introduction and real estate beginnings 00:01:22 - Team and early multifamily experience 00:04:20 - From W2 job to real estate investor 00:08:12 - Transition from single family to multifamily 00:10:06 - Mentorship and community importance 00:12:14 - Building a strong multifamily team 00:14:18 - Market cycles and problem-solving in real estate 00:16:50 - Current market opportunities and cap rates explained 00:20:13 - Value add strategy and local market focus 00:21:28 - Hands-on property management approach 00:23:06 - Why use third-party property management 00:25:14 - Overview of upcoming property investment and value add strategies ===================================== ✅ Subscribe To Our Channel: https://www.youtube.com/@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! ⭐️ Connect With Us On Social Media - Official Links Facebook Group – Join 4,000+ capital-raising pros inside: https://www.facebook.com/groups/capitalraisingtalkwithcapitalraisingprosgroup Nate Dodson Facebook: https://www.facebook.com/legalnate Instagram: https://www.instagram.com/legalnate LinkedIn: https://www.linkedin.com/legalnate Jillian Sidoti Facebook: https://www.facebook.com/jsidoti Instagram: https://www.instagram.com/jiveysidoti/ LinkedIn: https://www.linkedin.com/in/jilliansidoti/ 🎓 Explore the Academy: Learn how to consistently attract aligned investors through our training and tools at www.findmoreinvestors.com ✅ 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: https://www.youtube.com/@entrepreknew © EntrepreKNEW LLC 🏷️ RELATED HASHTAGS: #EntrepreKNEW #CapitalRaising #InvestorAttraction #FoundersMindset #StartupsThatScale #PurposeDrivenBusiness #RaiseCapitalLegally #InvestmentReady #ModernEntrepreneurship #EntrepreneurLife #MissionDrivenFounder #FinancialFreedom #GenerationalWealth #BusinessClarity #StartAndScale
Inside the Deal: Part 3 - From W2 Grind to Multifamily Mastery!
, 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.
How a $100M+ Hotel Syndicator Communicates With Investors
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