Why Do Entrepeneurs Find It So Hard to Say No?

Oct 22, 2025

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Why saying NO! feels impossible, and what you can do about it.

Why is it so hard for entrepreneurs to say "no"? As we debated on the latest episode of Empowering Entrepreneurs, it turns out that staying focused is often tougher than finding opportunities!

Entrepreneurs are naturally solution-seekers and optimists, always believing they can solve “just one more problem.” But as hosts Julie Smith and Glenn Harper discussed, knowing when—and why—to say “no” is essential for sustainable growth and maintaining your sanity.

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Here are key takeaways from our conversation:

The Yes Syndrome: Julie opens up about her lifelong struggle with saying yes to every opportunity and the internal questions she faces: “Why can’t I say no?” and “What does another yes actually change?”
Opportunity Everywhere: Glenn discusses how entrepreneurs are “programmed” to see solutions everywhere—and the challenge of balancing self-belief with actual bandwidth. He compares the entrepreneurial mindset to NFL players trying to play every position—it just isn’t sustainable in the long run!
Delegation and Teamwork: Both Glenn and Julie explore the idea of leveraging teams and partnerships to avoid overcommitting. Building a support system isn’t just smart—it’s essential if you want to make a real impact without burning out.
Defining Your ‘Why’: Before jumping into something new, Glenn challenges listeners to ask, “Just because I can, should I?” Are you saying yes for money, ego, the thrill of a challenge, or simply to stay busy? Getting clear on your motivation helps you focus on what truly matters.
Relaxation Remains Elusive: Julie and Glenn humorously discuss what it means to actually relax—a concept that seems almost mythical for most entrepreneurs. Apparently, some people do sit on boats or drink iced tea all day!
Solving vs. Scaling: The conversation circles back to the risks of “solopreneur” syndrome versus building teams and systems. It’s about knowing your limits, setting boundaries, and ensuring that you’re not just solving endless problems but making intentional progress.

Entrepreneurship isn’t simply about chasing every opportunity. The real magic comes from knowing when to say no, understanding your ‘why,’ and creating systems that let you make an impact without sacrificing your health or the quality of your work.

Stay empowered.

00:00 Delegation Enables Sustainable Productivity

03:49 "Why Do Anything?"

06:19 "Solving Drives Success"

Running a business doesn’t have to run your life.

Without a business partner who holds you accountable, it’s easy to be so busy ‘doing’ business that you don’t have the right strategy to grow your business.

Stop letting your business run you. At Harper & Co CPA Plus, we know that you want to be empowered to build the lifestyle you envision. In order to do that you need a clear path to follow for success

Our clients enjoy a proactive partnership with us. Schedule a consultation with us today.

Download our free guide - Entrepreneurial Success Formula: How to Avoid Managing Your Business From Your Bank Account.

Glenn Harper, CPA, is the Owner and Managing Partner of Harper & Company CPAs Plus, a top 10 Managing Partner in the country (Accounting Today's 2022 MP Elite). His firm won the 2021 Luca Award for Firm of the Year.

An entrepreneur and speaker, Glenn transformed his firm into an advisory-focused practice, doubling revenue and profit in two years. He teaches entrepreneurs to build financial and operational excellence, speaks nationwide to CPA firm owners about running their businesses like entrepreneurs, and consults with firms across the country. Glenn enjoys golfing, fishing, hiking, cooking, and spending time with his family.

Julie Smith, MBA, is a serial entrepreneur in the public accounting space. She is the Founder of EmpowerCPA™, Founder of PureTax, LLC, COO for Harper & Company CPAs Plus, and Co-host of the Empowering Entrepreneurs podcast.

Named CPA.com's 2021 Innovative Practitioner of Year, Julie led Harper & Company's transition to an advisory-focused firm, doubling revenue and profit in two years. She now empowers other CPA firm owners nationwide through consulting and speaking, teaching them how to run their businesses like entrepreneurs. Julie lives in Columbus, OH with her family and enjoys travel, coaching basketball, sporting events, and the occasional shopping spree.

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