The Raising Capital Show

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 towar...

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 buildin...

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...

🔥 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...

In this episode, Nate and Jillian show us what it really takes to sell investment opportunities the right way. Spoiler: it's not about being pushy—it's about building real relationships.  Nate shares why raising capital is different from selling anything else and why trust, connection, and good old-fashioned conversation matter more than slick pitches. From avoiding the hard close to leveraging cr...

This episode dives into how Dean Marchi and his family started from the bottom and listened to the market to deliver what tenants really want. This is how he differentiated his apartments from other multifamily real estate performing incredibly even against the top developers. Dean shares actionable lessons and specific strategies from decades of hands-on experience, showing how a disciplined, val...

Is AI coming for your job… or just your boring tasks? In this episode, Jillian and Nate get real about the fears AND massive potential of using AI in the capital raising world. From comparing AI to the advent of cars (yes, really) to breaking down how tools like ChatGPT can save you hours in underwriting and investor outreach, this is your down-to-earth guide to bringing AI into your workflow—with...

On this episode, Nate Dodson interviews Marv McGuire about his move from multifamily real estate into assisted living and memory care deals in Florida. Marv explains how he structures deals allowing for both risk management and asset protection. He not only shares the macro factors that make memory care facilities more attractive than multifamily but also how he navigates the far more stringent co...

With rising interest rates, increased investor skepticism, and deals that haven't gone as planned over the past few years, Nate and Yakov share gems on how to lead with transparency, authority, and empathy. This isn't about promising sky-high returns anymore. It's about communicating proactively, addressing fear before it becomes a deal-killer, and presenting yourself with a sense of credibility....

In this episode, Nate Dodson and Jillian Sidoti get real about the untapped potential surrounding accredited vs. non-accredited investors. They unpack why high-net-worth relationships—not random leads—should be the foundation of your investor outreach.  They also share stories and real-life examples of the evolving strategies around the importance of precise marketing communication in the age of A...

In this episode, Jillian Sidoti shows us exactly how training AI chatbots can not only be fun but extremely productive. Whether it's ChaptGPT, Grok, Claude, or Perplexity, we should be treating these AI like real people - but not for the reason you think.  Jillian drops gems with some personal stories about how she's trained AI to do everything from develop marketing plans, create workbooks, write...

In this special episode, Yakov passes the torch to our new hosts, Nate Dodson and Jillian Sidoti!  Nate and Jillian outline their exciting vision for the future of the podcast as they discuss the evolution of capital raising, frameworks for scaling your business, and how they're leveraging AI and other tech to give capital raisers an edge in 2025.  Tune in to get a look at what to expect — more ex...

In this episode, we dive deep into the art of "reading investors' minds" without relying on gimmicks or guesswork. We explore how practical personality profiling and addressing the elephants in the room can transform your conversations with investors. By understanding who you're talking to, rather than focusing on finding the perfect words, you can tailor your message to resonate more effectively....

Attention is the new currency and savvy investors know how to spend it wisely. In this episode, we break down why buying ads can be more powerful than relying on outdated investor lists, the key metrics you need to track, and the best platforms to attract and convert high-value investors. Key Takeaways: Attention is a valuable asset for investors Ads outperform old investor lists Two types of atte...

Raising capital isn't just about numbers—it's about telling a compelling story. In this episode, we explore how the right narrative can attract investors, build trust, and set you apart. What You'll Learn: How storytelling enhances capital raising The three key elements of an effective investment story Why emotional connection matters more than just numbers How to tailor your pitch to different in...

In this episode, we explore the concept of "leaky buckets" in capital raising and the common leaks that prevent entrepreneurs from scaling their businesses and attracting investment. We discuss the importance of maintaining focus, optimizing time, and refining both mindset and processes to efficiently raise capital and grow successfully. Key Takeaways: Leaking Attention: Avoid distractions like so...

Welcome to today's episode! Our guest is Rand Eastwood, a seasoned real estate broker with over 30 years of experience specializing in high-end vacation rentals and investment properties in Hawaii. He owns Ola Properties, managing over 150 properties in West O'ahu, and shares insights into navigating Hawaii's competitive real estate market.  We discuss strategies for successful investments and how...

In this episode, we explore the concept of capital raising feeder systems and the highly effective approach of building capital communities. Much like how minor leagues feed into professional sports, a well-structured feeder system in capital raising transitions potential investors into committed ones through relationship-building and natural alignment.  This episode outlines five key tips for cre...

Welcome to part 3 of our three-part series revisiting some of our most impactful episodes crucial to your capital raising success in 2025. In this episode, we explore the popular concept of "Who Not How" as discussed in the book co-authored by Dan Sullivan and Dr. Benjamin Hardy. While the idea of leveraging others to achieve goals sounds appealing, there are nuances and misunderstandings that can...

Welcome to part two of our three-part series revisiting some of our most impactful episodes crucial to your capital raising success in 2025. In this episode, Yakov digs into the importance of PLANNING. He highlights how to execute key concepts like maximizing current assets, defining ideal investors, selecting strategic lead sources, and setting implementation timelines. Because, if you're not pla...

As we approach 2025, we're kicking off a special three-part series revisiting some of our most impactful episodes. This series highlights the most foundational concepts crucial for success in today's capital raising landscape. In this episode, we dive into finding your voice to raise more capital. Whether you're just starting to connect with investors online or refining your messaging, this must-l...

In this episode, we dive into the essential framework of Investor Attraction Webinars—a game-changing tool for efficient and effective capital raising. Learn how to create a marketing asset that establishes credibility, builds trust, and automates key steps in nurturing potential investors, all while owning an asset that can be repurposed for years to come. We explore the structure, content, and s...

In this episode, we dive into the art of leveraging online content to raise capital effectively, especially for those who feel daunted by the world of social media marketing. We explore the mindset shifts, strategies, and specific tips to create impactful, high-leverage content without overwhelming your already busy schedule. From choosing the right platforms to repurposing content for maximum val...

In this episode, Yakov Smart sits down with Arn Cenedella, founder of Spark Investment Group, who shares valuable insights from his 40+ years of experience in the real estate industry. Arn discusses how the market has transformed from the 70s and the tried and true strategies he still uses today. He reflects on his transition from single-family investments to multifamily syndications, providing ad...

In this episode, we dive deep into strategies to stand out to investors in 2025, especially now that the uncertainty surrounding the 2024 US election has subsided. With investors no longer sitting on the sidelines, it's time to differentiate yourself in the capital raising landscape. We explore the fundamentals of creating a strong online presence through assets like websites, credibility packets,...