Ep 687. Successful but Broke? The Raw Truth Behind a 7-Figure Business
Kid Contractor Podcast with Caleb Auman
Release Date: 03/10/2026
Kid Contractor Podcast with Caleb Auman
Caleb and Brittany, focus on the transition from being a busy business owner to becoming a strategic leader who builds scalable systems. They emphasize the "automate, delegate, and eliminate" framework to help contractors reclaim their time and focus on high-level growth. They argue that entrepreneurs are often the primary bottleneck in their own companies and must undergo a mindset shift to fix systemic issues. Additionally, the discussion highlights various industry tools and resources, such as LMN and Cycle CPA, which provide the data and structure necessary for long-term success. Through...
info_outlineKid Contractor Podcast with Caleb Auman
Caleb reflects on the anniversary of his father's passing and the lessons learned from that experience. He introduces the concept of a "fog" that often clouds judgment during times of intense grief, advising listeners to avoid making major life decisions until they can think clearly. Auman honors his father’s legacy by discussing the foundational trade skills, spiritual values, and constitutional principles passed down to him. He emphasizes the importance of prioritizing family time over work, reminding his audience that personal connections are far more valuable than professional...
info_outlineKid Contractor Podcast with Caleb Auman
Today Caleb and Brittany discuss the emotional complexities of entrepreneurship and the difficulty of separating personal identity from business performance. The couple shares updates on their landscaping company’s financial goals and their current living situation while building a new home. A significant portion of the conversation focuses on legacy and values, with Caleb reflecting on his father’s stable career as a form of self-sacrifice for family security. They explore the idea that while a business reflects one's personality and work ethic, a person’s ultimate worth is defined by...
info_outlineKid Contractor Podcast with Caleb Auman
Caleb and Brittany discuss the operational challenges and triumphs of the spring season. They highlight the importance of their integrated tech stack, specifically using Company Cam for visual documentation and LMN for precise job costing and scheduling. The couple candidly reflects on managing employee accountability, overcoming logistical hurdles, and the mental strain of balancing a high-growth company with family life. Additionally, they promote industry events and educational resources like The Hardscape Academy and Cycle CPA to help other contractors professionalize their bookkeeping....
info_outlineKid Contractor Podcast with Caleb Auman
Caleb and Brittany discuss the evolution of their landscaping business and the critical shifts in their leadership mindset. They emphasize the importance of standard operating procedures (SOPs) and established systems as their team grows beyond the original "old guard" of long-term employees. Brittany highlights a pivotal meeting with a mentor that provided the clarity needed to simplify complex business decisions and move past an overwhelming "hamster wheel" of tasks. The discussion explores the power of delegation, showing how giving employees the freedom to solve their own problems...
info_outlineKid Contractor Podcast with Caleb Auman
Growth can stall when every job depends on more labor, more stress, and more guesswork. Caleb and Brittany discuss how their hardscaping business has evolved through better systems, sharper financial tools, and a more intentional approach to people. Instead of relying on manual labor as the default answer, they explore how strategic equipment investments can increase productivity, reduce overhead, and limit the personnel challenges that come with an inefficient workforce. The conversation also digs into the impact of fractional CFO services and specialized software for budgeting, cash flow,...
info_outlineKid Contractor Podcast with Caleb Auman
On this episode Caleb discusses the logistical challenges of scaling a seven-figure landscaping business while integrating a completely inexperienced apprentice. He emphasizes that hiring for positive attitude over existing skill sets allows a leader to mold workers without having to break poor habits. To manage this "green" labor force effectively, Auman highlights the necessity of robust organizational systems, including color-coded tools, detailed digital documentation through Company Cam, and structured software like LMN for budgeting. He also explores broader economic trends affecting the...
info_outlineKid Contractor Podcast with Caleb Auman
Stepping out of the day-to-day work is not just an operations change. It is a leadership change. Caleb talks with Ryan Markewich of in Canada about what it really takes to move from being the person doing the work to becoming the person leading the business. Drawing from his experience building a successful landscaping company, Ryan explains how open-book management, shared financial visibility, and a clear long-term vision helped create a stronger team and a more scalable company. The conversation centers on a challenge many owners face: staying trapped in the field while trying to grow....
info_outlineKid Contractor Podcast with Caleb Auman
Caleb speaks with green industry veteran . The discussion focuses on professionalism and sales strategies within the landscaping business, emphasizing that customer service starts with internal team culture. Grunder highlights the necessity of screening potential clients and understanding company numbers to ensure profitability and successful project closing. He further explains that physical presentation, such as clean equipment and professional attire, is vital for landing high-value contracts. Additionally, Grunder details his educational ventures, including the and various training...
info_outlineKid Contractor Podcast with Caleb Auman
Caleb talks with regarding the essential principles of leadership and team management within the trades. Gembel emphasizes that business owners must define a clear vision and establish accountability to foster a "settled" company culture where employees feel secure. A significant portion of the discussion focuses on the idea that leaders should never project their personal motivations onto their staff, summarized by the mantra "never compare your why to someone else's why." Sam also address the 100% responsibility an organization holds for the success or failure of new hires, advocating for...
info_outlineCaleb and Brittany discuss the realities of running a seven-figure landscaping business while navigating major personal milestones and family responsibilities.
The couple reflects on a recent trip to Las Vegas for a major construction trade show, using the experience as a backdrop to talk about the challenges of professional growth, entrepreneurship, and maintaining a strong family life. A significant part of the conversation focuses on their decision to homeschool their children while still maintaining high standards inside their growing business.
They also share how their current success didn’t happen overnight. Caleb and Brittany explain how years of financial discipline and commitment to the Dave Ramsey plan helped them recover from a past bankruptcy and build a more stable financial future.
Throughout the episode, they emphasize the importance of community, shared goals between spouses, and having a clear purpose behind major life decisions. The conversation offers practical insight for entrepreneurs trying to balance business growth, family priorities, and financial responsibility.
Key Topics in This Episode
• Managing a seven-figure landscaping business
• Balancing entrepreneurship and family life
• Homeschooling while running a company
• Building a strong support network with industry peers
• Recovering from bankruptcy through financial discipline
• Following the Dave Ramsey plan to eliminate debt
• Using vision boards and goal-setting to guide the future
• Identifying your “why” before making major life decisions
Connect with Auman Landscape
📺 YouTube
https://www.youtube.com/@AumanLandscape
🌐 All Links
https://linktr.ee/AumanLandscape
📸 Instagram
https://www.instagram.com/aumanlandscapellc/
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