
Being a solopreneur or small business owner isn’t easy—you’re wearing all the hats, managing clients, handling finances, and trying to grow without burning out. That’s where this podcast comes in.
Hosted by Joe DiChiara, CPA, entrepreneur, and business mentor, How to Win BIG at Business delivers straight talk, practical strategies, and real stories that help you cut through the noise and focus on ... more
| Publishes | Weekly | Episodes | 27 | Founded | 6 months ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | EntrepreneurshipBusiness | |||

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The IRS may be quiet right now, but Joe DiChiara warns business owners not to get too comfortable.
In this episode of How to Win Big at Business, Joe explains why the next wave of IRS audits may look very different from the old day... more
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If AI has you overwhelmed, this episode will help you stop spinning, focus on what matters, and start using it in a way that actually helps your business.
You are not alone.
In this episode of How to Win Big at Business, Joe DiChi... more
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If you’re a self-employed professional still doing everything yourself, this episode is for you.
For years, business owners have said, “You just can’t find good help anymore.” But in this episode of How to Win Big at Business, Joe ... more
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Success on the outside does not always mean peace on the inside.
In this episode of How to Win Big at Business, Joe sits down with therapist and self-employed professional Tara Larchemar for a powerful conversation about what many ... more
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What do you do when life changes in an instant?
In this powerful episode of How to Win Big at Business, Joe DiChiara sits down with Vincent Lanci — author, podcaster, coach, entrepreneur, and traumatic brain injury survivor — to ta... more
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Most business owners think they know their numbers — but if you’re only watching sales and your bank balance, you could be making decisions based on the wrong information.
They are either tracking nothing or tracking the wrong thin... more
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What if the biggest financial mistake small business owners are making is relying on numbers that are already too old to help them?
In this episode of How to Win Big at Business, Joe breaks down why the role of the CFO is becoming... more
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In this episode of How to Win Big at Business, Joe DiChiara sits down with entrepreneur and technology expert Jerry Goddard to talk about a problem almost every self-employed professional is facing right now: AI overwhelm.
If you f... more
How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.
Apple Podcasts | #46 | |
Apple Podcasts | #205 |










Recent interactions between the hosts and their guests.
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This show consistently leans into practical, no-nonsense guidance for solopreneurs and small-business leaders. Episodes frequently cover finance and pricing strategies, cash flow discipline, and the evolving role of AI and automation in daily operations. There's a strong emphasis on hiring effectively, outsourcing, and building scalable systems—from fractional CFO approaches to skills-based marketplaces and remote work ecosystems—often paired with real-world anecdotes and step-by-step frameworks. A notable strength is translating complex topics (tax, finance, AI, marketing) into actionable playbooks that listeners can implement to cut friction and grow with less burnout. The format often features a seasoned host sharing personal experiences... more
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How to Win BIG at Business launched 6 months ago and published 27 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on How to Win BIG at Business include:
1. Nick Petras
2. Tara Maddy Larchemar
3. Vincent Lanci
4. Jerry Goddard
5. Marianne Labonete
6. Marge Aviso
To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.