
Starting a business means making decisions you’ve never faced. Who will help you make them? The Unsure Entrepreneur Podcast celebrates its 50th Episode with Rick Spence joining Roger Pierce to talk about why mentors...


business
Hosted by Roger Pierce · business · EN-CA
Are you thinking about starting your own business? Know what you're getting into — before you commit. If you're an aspiring entrepreneur grappling with doubts, or just curious about the self-employed life, this podcast demystifies the entrepreneurial process by sharing stories and insights of founders who have successfully launched and built a small business.
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Contact path
Verified email
Booking probability
40%
Guest openness
Selective
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Signup to Generate a PitchAre you thinking about starting your own business? Know what you're getting into, before you commit. If you're an aspiring entrepreneur grappling with doubts, or just curious about the self-employed life, this podcast demystifies the entrepreneurial process by sharing stories and insights of founders who have successfully launched and built a small business.
The Unsure Entrepreneur is hosted by Roger Pierce. The show has published 50 episodes to date.
Recent episodes include "Entrepreneurship Is a Team Sport, Says Rick Spence" (1 October 2026, 44 minutes), "Entrepreneur Delivers a Better Way to Sweeten Food (w/Lubaina Rakla)" (14 September 2026, 34 minutes), and "What Every Founder Needs to Know Before Hiring (w/Sharilyn Vandermolen)" (20 August 2026, 35 minutes).
The Unsure Entrepreneur publishes roughly monthly, with episodes averaging 36 minutes across 50 episodes.
Booking probability for The Unsure Entrepreneur is 40%, and the host is rated Selective on guests. The Unsure Entrepreneur requires a Pod Score of 80 or higher. The Unsure Entrepreneur's contact route on record: verified email.
The strongest fits for The Unsure Entrepreneur are Business & Management Consulting and Photography, Polling & Other Services. The Unsure Entrepreneur has a business audience.
Roger Pierce hosts The Unsure Entrepreneur, a business podcast with 50 episodes published.
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Starting a business means making decisions you’ve never faced. Who will help you make them? The Unsure Entrepreneur Podcast celebrates its 50th Episode with Rick Spence joining Roger Pierce to talk about why mentors...

Lubaina shares how she built a Canadian food company around organic date sugar, date powder, and date syrup. A diagnosis of gestational diabetes during her third pregnancy pushed Lubaina Rakla to rethink sugar. After...

Dreaming of starting a business and making it bigger? You'll likely need to hire some help. Hiring your first employee is a major milestone, but it also brings payroll, legal, and management responsibilities many...

At only 16, Chanelle Chalazan has already spent three years building Chic & Charmed Boutique, a Canadian jewelry business focused on affordable 925 sterling silver pieces. She began selling handmade earrings through...

Are you waiting for the perfect time to start a business? Steve Strauss says this may be it. “This really is, I think, the golden age of entrepreneurship.” One of America’s best-known small business voices, Steve is the...

“You’re an entrepreneur. You’re in charge of everything — that comes with a lot of responsibility, but it comes with a lot of freedom.” In this episode, Leigh Mitchell turns the mic around and interviews Roger Pierce...

In this special episode of The Unsure Entrepreneur Podcast , Roger Pierce talks with friend Evan Carmichael — author, speaker, and one of the top business content creators on YouTube with 4.5 million subscribers. Evan...

Discover realities many new entrepreneurs overlook. One of the most respected small business experts in the U.S., Barbara Weltman is an attorney, founder of Big Ideas for Small Business , and bestselling author of J.K...

Listen to this episode to learn about the kind of leadership that builds trust, strong teams, and lasting businesses — and discover a great new book about exactly that. Bruce Mayhew has spent more than 20 years helping...

Your pitch deck may be solid — but people often decide whether they trust you before you even finish the first slide. Host Roger Pierce interviews Mark Bowden, ranked the World’s #1 Communication Keynote Speaker (Global...

Emile Maamary is co-founder and Chief Marketing Officer of Steadiwear, a Canadian health tech company developing non-invasive solutions for people living with Parkinson’s disease and essential tremor. Inspired by their...

Jamie Irvine returns to The Unsure Entrepreneur Podcast for a wide-ranging conversation on sales, focus, and the hidden systems that quietly kill growth. With more than 25 years in the heavy-duty parts and trucking...

Entrepreneurial ambition in Canada has reached an eight-year high. In this episode of The Unsure Entrepreneur Podcast , Roger Pierce speaks with Karen Svendsen, Senior Director of Small Business and Partnerships at...

Rieva Lesonsky joins the podcast to talk about small business trends, fears, and the changing face of entrepreneurship. A trailblazer in the world of entrepreneurship advocacy, Rieva worked for 25 years as Editorial...

The conversation explores speak-up culture — what it is, why it matters, and how it drives retention and innovation. Stephen Shedletzky is the author of Speak-Up Culture , a leadership coach, and former member of Simon...

Most accountants and bookkeepers are drowning in long hours and underpriced work. Ryan Lazanis says it doesn’t have to be that way. On this special Accountex 2025 episode of The Unsure Entrepreneur Podcast , Roger...

Paul Chato has done it all — comedian, CBC exec, web entrepreneur, and YouTuber with 130,000 subscribers. In this episode of The Unsure Entrepreneur Podcast , Paul shares how he went from making Canadians laugh with The...

Whether you’re pitching investors, leading a team, or serving customers, this episode will show you how to strengthen your most valuable entrepreneurial skill: communication. Host Roger Pierce talks with Ric Phillips...

In this episode, longtime business owner Faith Seekings opens up about one of the most personal — and necessary — challenges in entrepreneurship: reinvention. She shares how she moved from building a full-service...

Is podcasting worth your investment of time, money, and energy? One of the best people I know to answer that question is Jamie Irvine, National Sales Director at Parts for Trucks and seasoned podcast host. Jamie has...
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