From Startup Struggles to Scaling Success: Jason Ackerman of Wealth Rabbit Shares His Journey Building a Food Innovation Powerhouse, Leadership Lessons, Disrupting Meal Delivery & Thriving in Today’s Business World. (Episode 729 - Jason Ackerman)

1. What do you think is the hardest thing in growing a small business?

According to Jason Ackerman, the hardest part of growing a small business is scaling while staying focused. He highlights the struggle of balancing growth with stability and managing limited cash flow. Finding and keeping the right team members who share the vision is another major challenge. He also stresses the need to adapt quickly to disruptions in fast-changing industries. Overall, sustaining growth without losing direction is the toughest hurdle for entrepreneurs.

2. What's your favorite business book that has helped you the most?

Jason Ackerman has mentioned that one of the books that helped him the most is “The Manual” by Epictetus. Even though it isn’t a traditional business book, he considers it powerful because its lessons on discipline, perspective, and resilience apply directly to entrepreneurship and leadership. The timeless wisdom in it helped him stay grounded while navigating the uncertainty and challenges of building and scaling a business.

3. Are there any great podcasts or online learning resources you'd recommend to help grow a small business?

Jason Ackerman recommends several great resources for entrepreneurs looking to grow a small business. His own show, Best Hour of Their Day, dives into leadership, fitness business, and growth strategies. He has also appeared on Two-Brain Radio and the Grow Your Nutrition Business Podcast, where he shares lessons on scaling, coaching, and avoiding common mistakes. For finance and compliance insights, his appearance on The Bandit Room (“A Lot of Letters with CPA Jason Ackerman”) is also valuable. Together, these podcasts offer practical advice on leadership, scaling, and financial management for small business owners.

4. What tool or resource would you recommend to grow a small business?

Jason Ackerman often stresses the importance of tools that streamline growth, and one he’d recommend is a CRM system to manage customer relationships effectively. A CRM helps track leads, follow-ups, and client interactions, preventing missed opportunities. Alongside this, he highlights the value of consistent content and marketing, supported by scheduling tools like Buffer or Hootsuite. Automation platforms such as Zapier can further save time by handling repetitive tasks. Together, these resources free business owners to focus on strategy, scaling, and customer satisfaction.

5. What advice would you give yourself on day one of starting out in business?

Jason Ackerman’s advice to his younger self on day one of starting a business would be to focus on the long game and not chase perfection right away. He often emphasizes that mistakes are part of the process, and instead of fearing them, new entrepreneurs should learn quickly and adapt. He would remind himself to surround his journey with the right people—mentors, partners, and team members who share the vision and values. He also stresses the importance of patience, since success rarely comes overnight, and consistency matters more than quick wins. Most importantly, he’d tell himself to stay true to his mission and not get distracted by comparisons or trends that don’t align with the bigger picture.