The Cost of Doing Business

Hosted by Weston Zimmerman

Business EntrepreneurshipInterviews guests

Website RSS feed LinkedIn YouTube

Episodes

111

Latest episode

Oct 2026

Language

About the show

The Cost of Doing Business Podcast is here to help business owners find the path to profitability. We look beyond the glamour and glitz of the Instagram highlight reel by digging into the behind-the-scenes work necessary to achieve our goals. Your host, Weston Zimmerman, is the co-founder of SynkedUP. This award-winning landscape business management software is making a real difference for owners looking for a budgeting and overhead recovery tool and helps with estimating and job costing.

Listen to episodes

60 recent

October 26, 202635 min

Ep 112. The Hardest Part of Growing A Business | Ben Clark

Ben Clark has spent ten years growing Buddy's Property Services. Now, one of his biggest challenges is delegating. In this episode of The Cost of Doing Business, Ben talks about micromanagement and building trust with his team. Growing your business means learning to let other people take the lead. Give Ben a follow on Instagram: https://www.instagram.com/buddyspropertyservicesllc/ Learn more about SynkedUP on our website: https://synkedup.com/ #businessgrowth #leadership #delegation #landscapingbusiness #synkedup

October 12, 202638 min

Ep 111. You Can't Do It All Yourself | Jeremy Cable

Being capable can become your kryptonite. Jeremy Cable and his two brothers spent years trying to run the same parts of the business. In this episode of The Cost of Doing Business, Jeremy talks about what changed when they defined their roles and learned to let go. Sometimes learning to step back is one of the hardest parts of growing your business. Give Jeremy a follow on Instagram: https://www.instagram.com/cablebrosoutdoors/ Learn more about SynkedUP on our website: https://synkedup.com/ #businessgrowth #businessowner #landscapingbusiness #synkedup #knowyournumbers

September 28, 202649 min

Ep 110. Busy Is a Blessing. Crazy Is Optional. | Elliot West

Elliot West started 3 Arrows Landscaping with a minivan and a $500 trailer. In this episode of The Cost of Doing Business, Elliot talks about learning to manage the chaos and figuring out what growth actually looks like for him. We get into hiring mistakes, the value of having help in the office, and learning to delegate when it feels easier to do everything yourself. Learn more about SynkedUP: https://www.synkedup.com #landscaping #businessgrowth #contractor #owneroperator #synkedup

September 14, 20261 hr 18 min

Ep 109. Stop Running Your Landscaping Business Like a Hobby | Jesse Erickson

A lot of contractors start a business because they love the work. But loving the work and building a real business are two different things. In this episode of The Cost of Doing Business, Jesse Erickson, owner of Pristine Landscapes, talks about learning to build systems, delegate, and take care of the bread-and-butter work before chasing bigger projects. Because the goal isn't just to stay busy. It's to build something that doesn't depend entirely on you. Give Jesse a follow on Instagram: https://www.instagram.com/pristine.landscapes.kc/ Learn more about SynkedUP: https://www.synkedup.com #contractor #businessgrowth #landscapingbusiness #knowyournumbers #synkedup

August 31, 202644 min

Ep 108. Why the Best Leaders Start in the Field | Bryce McCloskey

Bryce started at Affinity Outdoors sharpening mower blades. Fourteen years later, he's helping run the entire operation. In this episode of The Cost of Doing Business, Bryce shares how growing through the ranks of the business made him a better leader and prepared him for more responsibility. Sometimes the best leaders are the ones who've done the work themselves. If you enjoyed this episode, join us at the SynkedUP Contractor Summit in Pittsburgh on September 10–11. Bryce and the Affinity team will take us inside their operation through a virtual tour. Visit synkedup.com/contractor-summit for the details. Check out Affinity Outdoors on IG: https://www.instagram.com/affinitylawnandlandscape/ Learn more about SynkedUP: https://www.synkedup.com #contractor #leadership #landscaping #employeegrowth #synkedup

August 17, 202632 min

Ep 107. He Went From $630K to $2M in 3 Seasons | David Esh

Tripling your business in three seasons doesn't happen by accident. In this episode of The Cost of Doing Business, David Esh talks tracking his numbers from day one and staying focused on executing the changes that build a successful business. Knowing your numbers could be the difference between just doing the work and growing your business. Give David a follow on Instagram: https://www.instagram.com/david208.lux/ Learn more about SynkedUP: https://www.synkedup.com #businessgrowth #contractor #landscapingbusiness #knowyournumbers #synkedup

August 3, 202645 min

Ep 106. His Side Hustle Is Now A $1M Business | With Dylan Stephenson

Every contractor reaches a point where they have to bet on themselves. In this episode of The Cost of Doing Business, Dylan Stephenson shares the mindset shifts that helped him grow Brilliant Gardens from a side hustle into a million-dollar business. Your next opportunity could be one decision away. Learn more about the 2026 SynkedUP Contractor Summit: https://www.synkedup.com/contractor-summit Give Dylan a follow on Instagram: https://www.instagram.com/brilliant_gardens/ If you're interested in learning more about SynkedUP, check us out: SynkedUP - Landscape Business Management Software https://synkedup.com/ Follow us on Instagram: @SynkedUP #synkedup #contractor #businessgrowth #mindset #landscapeconstruction

July 20, 202635 min

Ep 105. Why I Stopped Paying My Crew Hourly | Alex Bulow

Most contractors pay by the hour. Alex Bulow doesn't. In this episode of The Cost of Doing Business, Alex shares why he switched most of his crew to salary, how it changes the way they work, and why it's helped build a stronger business. Build a crew that wants to win, and the business will follow. 💡 Check out Alex on Instagram: https://www.instagram.com/inca_stone/ If you're interested in learning more about SynkedUP, check us out: SynkedUP - Landscape Business Management Software https://synkedup.com/ Follow us on Instagram: @SynkedUP #synkedup #contractor #businessgrowth #knowyournumbers #landscapingbusiness

July 6, 202659 min

Ep 104. Don't Rush Your Next Hire | Dan & Emily Gagnon

The wrong hire can set your business back fast. In this episode of The Cost of Doing Business, Dan and Emily Gagnon talk about the burnout that comes from trying to do everything yourself and how that pressure can lead to hiring too fast. They also share why knowing your numbers can change the way you grow your business and help you avoid desperate decisions. Check out their instagram: https://www.instagram.com/gagnonlandscapeco/ If you're interested in learning more about SynkedUP, check us out: SynkedUP - Landscape Business Management Software https://synkedup.com/ Follow us on Instagram: @SynkedUP #contractors #businessgrowth #hiring #leadership #synkedup

June 22, 202635 min

Ep 103. Why That $10K Job Should've Been $19K | Kabe Hockema

In this episode, Weston Zimmerman sits down with Kabe Hockema of Hockema Landscape Design & Build to talk about the costly mistake of underpricing jobs and why so many contractors leave money on the table. It's a great reminder that working hard isn't enough if you don't know your numbers. Give Kabe a follow on Instagram: https://www.instagram.com/hockemalandscape Check out his website: https://hockemalandscape.com/ If you're interested in learning more about SynkedUP, check us out: SynkedUP - Landscape Business Management Software https://synkedup.com/ Follow us on Instagram: @SynkedUP #contractor #pricing #knowyournumbers #estimating #jobcosting

Is this your show?

Claim this listing to keep it up to date, reach guests who want to pitch you, and manage bookings with Guestify.

Claim this listing

More Business podcasts

The Bottom Line

Alexander Spencer

BusinessInterviews guests