A show focusing on a wide range of contractors from the Green Industry to General Contractors and beyond. Your host Caleb, runs a successful 7 figure business with his wife Brittany, and has over 20 years in the industry. "The Kid" has learned some valuable lessons he wants to share with you. The principles discussed will energize and empower you to crush your goals.
Naylor Taliaferro details the trials and lessons of running a contracting business. During the October contractor horror stories series, Taliaferro shares a chaotic memory of his first major leaf removal job, which nearly caused him to quit due to a lack of preparation and equipment. He emphasizes that hope is not a plan, highlighting the importance of property walks, proper equipment setup, and clear customer communication. The conversation also touches on unexpected field encounters, such as dodging domestic drama and navigating holiday obstacles on job sites.
Key Takeaways:
Establish a concrete plan and secure the necessary equipment before tackling any major task rather than relying on hope or winging it.
Thoroughly inspect the full scope and hidden conditions of a commitment before agreeing to terms instead of estimating based on surface-level appearances.
Communicate openly and promptly when miscalculations occur by swallowing your pride, owning the mistake, and presenting clear options to move forward.
Plug into an active community of peers to share knowledge, gain encouragement, and avoid the isolation of navigating tough challenges alone.
Embrace and learn from mistakes early in your journey to refine your processes before scaling makes those errors far more costly.
Connect with Auman Landscape
📺 YouTube
https://www.youtube.com/@AumanLandscape
🌐 All Links
https://linktr.ee/AumanLandscape
📸 Instagram
https://www.instagram.com/aumanlandscapellc/
👷 👷♂️ 👷♀️ The Hardsacpe Academy
https://www.thehardscapeacademy.com/
👫 👩❤️👨 Together In The Trades
https://www.togetherinthetrades.com/
Episode Sponsors
📸 CompanyCam – Get 50% off for 2 months
https://companycam.com/auman
💰 Cycle CPA – Save $200
https://cyclecpa.com
Use code: AUMAN
🛠 LMN Software – Save on onboarding
https://golmn.com
Use code: AUMAN
🚜⚙️🛠️ Steelwrist
https://linktr.ee/AumanLandscape
🛠 Leanscaper
https://leanscaper.com/
🚜 Equip
https://www.equipexposition.com/
Use code: AUMAN
💰 John Pajak
https://johnpajak.com
🧠 🎯 💡 FRWRD Coaching
https://www.frwrdcoaching.com/
15 Oct 2026
E748. Contractor Horror Stories | Paul Jamison (Green Industry Podcast)
Entrepreneurship and contracting present numerous operational hurdles, as highlighted by green industry experts Caleb Auman and Paul Jamison (https://www.thepauljamison.com/). The discussion covers major professional challenges, including financial stress, unreliable customers, and the difficulties of managing organic materials like sod during extreme weather conditions. The guys also share personal disaster stories, ranging from surviving hurricanes to technical recording failures during high-profile interviews. The conversation also emphasizes the importance of proper business software, overcommunication, and cash-flow management to build a profitable enterprise.
Key Takeaways:
Switch to prepaid billing or upfront invoicing to secure healthy cash flow and eliminate payment disputes after work is completed.
Overcommunicate client responsibilities and define clear warranty limits on the front end so you are not held financially liable for variables outside your control.
Establish firm professional boundaries instead of allowing aggressive or intimidating clients to bully you into making costly concessions.
Price every project with healthy margins to ensure your business has the financial cushion necessary to absorb inevitable mistakes and unforeseen expenses.
Design your business scale around your ideal lifestyle and peace of mind rather than feeling obligated to expand headcount or operations beyond what fulfills you.
Connect with Auman Landscape
📺 YouTube
https://www.youtube.com/@AumanLandscape
🌐 All Links
https://linktr.ee/AumanLandscape
📸 Instagram
https://www.instagram.com/aumanlandscapellc/
👷 👷♂️ 👷♀️ The Hardsacpe Academy
https://www.thehardscapeacademy.com/
👫 👩❤️👨 Together In The Trades
https://www.togetherinthetrades.com/
Episode Sponsors
📸 CompanyCam – Get 50% off for 2 months
https://companycam.com/auman
💰 Cycle CPA – Save $200
https://cyclecpa.com
Use code: AUMAN
🛠 LMN Software – Save on onboarding
https://golmn.com
Use code: AUMAN
🚜⚙️🛠️ Steelwrist
https://linktr.ee/AumanLandscape
🛠 Leanscaper
https://leanscaper.com/
🚜 Equip
https://www.equipexposition.com/
Use code: AUMAN
💰 John Pajak
https://johnpajak.com
🧠 🎯 💡 FRWRD Coaching
https://www.frwrdcoaching.com/
13 Oct 2026
E747. Contractor Horror Stories | Paul Capote (The Miami Landscaper)
Wild field errors, equipment mishaps, and essential business lessons in the green industry are the focus of today's episode. Capote (https://www.instagram.com/miamilandscaper/) shares harrowing early-career experiences, including a nearly fatal chainsaw injury that severed a worker's main artery, a terrifying trailer detachment on I-95, and utility strikes caused by blind auger drilling. Throughout the conversation, Paul emphasizes the hard knocks of starting a business young without guidance, the necessity of proper safety gear (PPE) like tourniquets, and the importance of upgrading to reliable dump trucks to eliminate costly downtime.
Key Takeaways:
Verify and test hands-on competence before letting anyone operate hazardous machinery rather than simply taking their word for it.
Keep a professional tourniquet accessible and practice emergency drills with both hands so you are prepared to act decisively under high-stress conditions.
Always call 811 to locate buried utilities before digging to prevent dangerous strikes and costly liabilities.
Standardize equipment configurations and daily routines—such as matching trailer hitch sizes—to eliminate simple errors caused by hurry or distraction.
Track your operational numbers and job costing meticulously instead of relying on guesswork, ensuring you know exactly what is required each day to remain profitable and avoid debt.
Connect with Auman Landscape
📺 YouTube
https://www.youtube.com/@AumanLandscape
🌐 All Links
https://linktr.ee/AumanLandscape
📸 Instagram
https://www.instagram.com/aumanlandscapellc/
👷 👷♂️ 👷♀️ The Hardsacpe Academy
https://www.thehardscapeacademy.com/
👫 👩❤️👨 Together In The Trades
https://www.togetherinthetrades.com/
Episode Sponsors
📸 CompanyCam – Get 50% off for 2 months
https://companycam.com/auman
💰 Cycle CPA – Save $200
https://cyclecpa.com
Use code: AUMAN
🛠 LMN Software – Save on onboarding
https://golmn.com
Use code: AUMAN
🚜⚙️🛠️ Steelwrist
https://linktr.ee/AumanLandscape
🛠 Leanscaper
https://leanscaper.com/
🚜 Equip
https://www.equipexposition.com/
Use code: AUMAN
💰 John Pajak
https://johnpajak.com
🧠 🎯 💡 FRWRD Coaching
https://www.frwrdcoaching.com/
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