
Episode #15
Jeffrey Fidelman: What Founders Get Wrong About Raising Capital
Why do so many founders struggle to raise capital when the basic fundraising playbook is already known? In this episode of Entrepreneur Rx, host John Shufeldt sits down with Jeffrey Fidelman, Founder and Managing Partner of Fidelman & Company, to break down what actually works when raising capital, where founders go wrong, and why fundraising requires far more consistency and preparation than most entrepreneurs expect. Jeffrey shares how his experience in banking, venture capital, and working directly with early-stage companies exposed a major gap in the market: institutional fundraising is structured and systematic, while startup fundraising is often chaotic. That realization eventually led to Fidelman & Company’s Fundraise as a Service model, which gives founders and fund managers dedicated investor outreach infrastructure, data, and support without requiring them to build an internal investor relations team. Now, the firm is taking that methodology a step further with Fundex, a technology-enabled fundraising platform built from the CRM and investor database Fidelman & Company developed internally. Fundex is designed to make the firm’s investor intelligence and fundraising workflows more scalable and accessible to founders and fund managers managing the process themselves. Jeffrey even shares how he built the first version using AI-powered coding tools before bringing in developers to expand the platform. John and Jeffrey dig into some of the biggest mistakes founders make when pitching investors, from AI-generated decks they have not fully reviewed to unrealistic market assumptions, weak follow-up, and simply failing to ask for the investment. Jeffrey explains why founders should understand every number and claim in their deck, communicate consistently, personalize outreach, and treat fundraising like the full-time job it is. They also discuss how AI is raising the bar for early-stage companies, along with valuation, runway, how much capital founders should truly raise, and why Jeffrey generally prefers raising less capital more frequently over taking an unnecessarily large round. About Jeffrey Fidelman: Jeffrey Fidelman is the Founder and Managing Partner of Fidelman & Company, an investment bank founded in 2015 to support the fundraising and growth needs of early- to mid-stage companies and fund managers. His background spans Morgan Stanley, HSBC, early-stage venture investing, and work as an interim CFO and COO. A cum laude graduate of Harvard University, Jeffrey has helped companies navigate capital raises, acquisitions, business sales, and strategic growth initiatives. About Fidelman & Company: Fidelman & Company is a fully licensed investment bank with a team of approximately 40 people across the U.S. and Canada. Its Fundraise as a Service (FaaS) offering functions as outsourced investor relations, combining investor data, dedicated analysts, strategic support, and direct outreach on behalf of clients. The firm is also developing Fundex , a technology platform designed to bring its fundraising workflows, CRM, and investor intelligence to a broader group of founders and fund managers. About Xcellerant Ventures: Xcellerant Ventures is a venture capital firm investing in innovative private companies across healthcare, technology, defense, and other emerging industries. Xcellerant offers multiple investment vehicles, including the Jetstream Venture Fund ($5,000 minimum) and SPVs , while partnering with founders through capital, strategic guidance, and its broader network. About Pitch Deck Analysis: For founders getting ready to raise, Pitch Deck Analysis reviews your deck like an investor would, with scoring, feedback, and recommendations on what to improve before you pitch. Use code EntrepreneurRx for a free Founder Pack with five free runs.






