How’d You Start? is a behind-the-scenes look at the real journeys of entrepreneurs who took the leap to build something of their own. Whether you’re dreaming about quitting your 9-5, growing a side hustle, or already deep in the trenches of building your business, this show is for you.
Landscape Business Owner Had 200 Employees! HYS #4
Mike Knabenshue went from working at a landscape company to owning a landscape enterprise that had 200 employees and 100 trucks on the road! He was able to obtain multiple contracts all over the southeastern United States. www.bridgewaterlandgroup.com
24 Aug 2026
General Contractor Only Works 15 Hours A Week But Makes A Full-Time Income! HYS #3
24 Aug 2026
Side Hustle For 10 Years Only Working 3 Hours A Day! HYS #2
24 Aug 2026
Full Time Employee With Part Time Side Hustle Already Has Employees! | HYS #1
16 Jun 2025
Restaurant Owner For 8 Years Is Now Seeing The Fruits Of Her Labor! How'd You Start? Episode 10
Julia discusses how she turned around her struggling restaurant through perseverance and system implementation, ultimately achieving business success after eight years.
9 Jun 2025
Drone Business Is Excelling With Real Estate Niche! How'd You Start? Podcast Episode 9
Brian DiYorio shares how he identified a need for real estate videography using drones and built a thriving business by expanding his service offerings, in this interview episode.
2 Jun 2025
Woodworking Business Starts Growing With CNC Technology! How'd You Start? Podcast Episode 8
Brian DiYorio discusses how he supplemented his income as a police officer by starting a woodworking business using CNC technology, leading to exponential growth in this interview.
26 May 2025
Drone Business Niche Is In Hunting, NOT Photography! How'd You Start? Podcast Episode 7
Evan Seymour discusses how he leverages drone technology for tracking wild game, revealing an innovative niche outside traditional photography, in an interview on drone business opportunities.
19 May 2025
Wicked Cowboy Brand Has Surprising Success In Less Than 2 Years! How'd You Start? Episode 6
Richie Pallai started Wicked Cowboy Co. in 2023 and already has a successful brick and mortar location, online store, and mobile retail store. The brand continues to grow and offers apparel and fashion accessories that are a hot commodity amongst consumers! https://wickedcowboyandco.com/ https://howdyoustart.com/
12 May 2025
Leaving A County Job To Having A Company With 48 Employees! | How'd You Start? Podcast Episode 5
Nick Finelli left his county inspector job to start his own erosion control business. Within a short time he had 16 trucks on the road with 48 employees. His relationships with clients landed him steady work that kept him and his employees busy!
5 May 2025
Landscape Business Owner Had 200 Employees! Episode 4 | How'd You Start? Podcast
Mike Knabenshue went from working at a landscape company to owning a landscape enterprise that had 200 employees and 100 trucks on the road! He was able to obtain multiple contracts all over the southeastern United States. www.bridgewaterlandgroup.com
28 Apr 2025
General Contractor Only Works 15 Hours A Week But Makes A Full-Time Income! Episode 3 | How'd You Start? Podcast
Ryan Cunningham of Triple R Builders has been in business since 2004 and does custom remodels and new home construction. He now only builds 5 houses at a time and only works roughly 15 hours per week. He is able to sub-contractor all of the labor and makes a comfortable living. www.triplerbuilders.org
21 Apr 2025
Side Hustle For 10 Years Only Working 3 Hours A Day! Episode 2 | How'd You Start? Podcast
Michael Billings of Billings Lawn Care works just 2 days a week for 3 hours a day, yet makes enough money off his side hustle to pay for daycare and more. He has been in business for 10 years and has developed a routine that allows him to stay only as busy as he would like.
14 Apr 2025
Full Time Employee With Part Time Side Hustle Already Has Employees! | How'd You Start? Podcast Episode 1
Jonah Owen works a full time job in the grading industry but began networking with clients and found a common problem he could solve. He has created a niche for himself in the trash pickup, grass mowing, and site services market and has founded Kingdom Mowing, LLC. His business provides miscellaneous site services to builders and developers in the Charlotte, NC area.
Who has been a guest on How'd You Start
Names identified in recent episode analyses. Showing up to five guests.
Julia
Brian DiYorio
Evan Seymour
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
YouTube views
176
Score snapshot 15 Sept 2025
Apple Podcasts (US)
4.5 / 5
2 ratings
Podcast Authority Score: 40 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
Quality
42
Social presence
0
YouTube
64
Engagement
32
Contact How'd You Start
Guest appearances
Books guests
Based on episode analysis; this does not confirm that the show is currently accepting guests.
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