Tune in for an episode packed with practical takeaways, inspiring stories, and actionable advice that will resonate with entrepreneurs at every stage of their journey.

Welcome to another episode of the Empowering Entrepreneurs Podcast, where hosts Glenn Harper and Julie Smith explore the journeys that shape successful business leaders.

In this episode, we meet Mike Milligan—certified financial planner, author, podcast host, adjunct professor, and passionate baseball coach—whose entrepreneurial path is anything but ordinary.

Growing up in Laurinburg, North Carolina, Mike Milligan’s childhood was shaped by strong family values, resourcefulness, and a firsthand view of survival through innovation.

From selling collard sandwiches alongside his grandmother to avoiding the IRS with cash hidden in coffee cans and labeled “liver” in the freezer, his early life sparkled with lessons in grit and ingenuity. As the first college graduate and millionaire in his family, Mike’s story is a testament to forging your own way, inspired by the hard work and entrepreneurial spirit of those closest to him.

Unpacking his career, Mike Milligan shares candid reflections on his time inside the banking industry, the pitfalls and opportunities of working in financial institutions, and his unwavering commitment to putting clients first—well ahead of Wall Street’s profit motives.

He reveals how he pioneered unique business models within banks, eventually founding 1.oak Financial, and offers wisdom on leveraging connections, trademarks, and word-of-mouth to grow his business.

Listeners will also discover the surprising tax-saving strategies available in places like Puerto Rico, where Mike Milligan now lives and runs his practice, and how geographic arbitrage and creative planning can help entrepreneurs pay zero federal income tax—legally.

But beyond finance, the conversation is filled with heartfelt moments and powerful advice on embracing life's opportunities, never missing a moment, and building a meaningful legacy.

Brought to you by Harper & Company CPAs Plus

Here are three key takeaways:

Adaptability Breeds Opportunity: Mike’s childhood experiences taught him the value of hard work and creative problem-solving. When his family faced tough times, innovation and grit were the answer, setting the tone for his entrepreneurial journey.
Tax Strategy Is a Gamechanger: Mike’s approach to leveraging the Puerto Rico tax code is a masterclass in thinking outside the box. Understanding and utilizing unique tax strategies can radically improve your bottom line—all it takes is planning and a willingness to learn.
Never Miss a Moment: At the heart of entrepreneurship is the drive to craft a life with purpose. Mike’s “endgame” is not just about business success, but about living fully and intentionally—embracing every opportunity to create meaningful experiences.

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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Brought to you by Harper & Company CPAs Plus

Running a business takes vision, grit… and the right financial partner. At Harper & Company CPAs Plus, we don’t just crunch numbers—we empower entrepreneurs. From proactive tax strategy and accounting to business advisory services, our team helps you keep more of what you earn and scale with confidence. Whether you’re launching, growing, or preparing for exit, Harper & Company is in your corner with expert guidance built for business owners like you. Visit www.harpercpaplus.com to book a complimentary discovery call today - or call us at 614-456-7222.

Brought to you by Harper & Company CPAs Plus

How Mike Milligan Helps Entrepreneurs Keep More Money