4 min read By, David Stahl, Head of Business Banking In my article on How to Start a Business Strong, we explored the top reasons people choose to start a business. The desire to be your own boss—to control your time, make your own decisions, and build something meaningful on your terms. But as many business owners discover, being your own boss doesn’t always mean you can do it all yourself. From the startup phase to the scaling stage of a business life cycle, founders often wrestle with the decision of when to bring in specialized expertise. As your business expands, the demands on your time and attention multiply, making it harder to maintain oversight on all aspects of the business. Understanding when to delegate and who to trust is key to sustaining long-term growth and operational stability. The Hidden Cost of Wearing Every Hat Most business owners are great at what they do—whether that’s creating, selling or serving customers. But areas like financial management, compliance, HR, marketing or operations can feel less familiar and more time-consuming. As responsibilities multiply, so does the risk of burnout or costly mistakes. Delaying critical hires or avoiding outside expertise can slow growth or lead to missteps that are hard to recover from. The truth is, trying to do it all can eventually hold your business back. Full-Time vs. Fractional Support Hiring a full-time CFO, COO, or CMO can feel like a big leap, especially when you’re watching every dollar. Talent is often one of the most substantial and impactful expenses in a company’s life cycle. And while the right hire can deliver long-term value, it’s not always easy to justify a six-figure salary without seeing immediate results. That’s where fractional service providers come in. These are seasoned professionals who work with your business on a part-time or contract basis. You get access to high-level expertise without the full-time overhead. Whether you need help with finance, operations, marketing, HR, or IT, fractional leaders can be a smart bridge between doing it all yourself and building out a full leadership team. A good fractional partner will tell you upfront: their goal is to eventually replace themselves. What to Look for in an Outsourced Partner I’ve seen businesses struggle because they waited too long or made the wrong hire. Six months of poor financial management can be hard to undo. That’s why it’s worth taking the time to vet credentials and find the right fit. Consider: Credentials & Track Record: Look for experience that aligns with your industry and stage of growth. Collaborative Mindset: The best partners are focused on your success—not just job security. Transparency: Ask for clear expectations around timelines, deliverables, and communication. Banker Referrals: Your banker likely has a strong network of vetted, reputable contacts. Don’t hesitate to ask for introductions. Final Thought Outsourcing doesn’t mean giving up control. It means focusing on what you do best and surrounding yourself with people who can help you grow smarter, faster and with more confidence. Keep networking with peers inside and outside your industry. And lean on your banker for strategic introductions. If your current bank isn’t offering that level of strategic support, it might be time to have a different kind of conversation. At Hillcrest Bank, we’ve seen firsthand how the right introduction at the right time can change the trajectory of a business. Explore more in our Business Series: How to Start a Business Strong How Businesses Can Optimize Cash Flow Future-Proofing Your Business Do I Click that Link?: Fraud Prevention for Businesses