Skip to content
POWER100
Content

Interview with Josh McMillan, President and CEO of Roebuck Landscaping

⏱️ 38:21 🎤 Robert Clinkenbeard, Josh McMillan
AUDIO EPISODE
Interview with Josh McMillan, President and CEO of Roebuck Landscaping
0:00
0:00

Chapters

Click to jump to section

  • 0:00
    From Crew Member to CEO
    Josh McMillan shares his career trajectory, starting as a 13-year-old mowing lawns and eventually becoming the CEO of Roebuck Landscaping.
  • 5:40
    The 'Hard Knocks' MBA
    Josh explains that much of his learning came from on-the-job training and mistakes, highlighting the greater challenge of leadership compared to physical work.
  • 8:34
    Keys to Roebuck's Success
    He attributes Roebuck's success to a combination of relationships, quality work, brand reputation, and the 'golden rule' of doing what you say you will do.
  • 11:51
    Transitioning to CEO & Learning
    Josh discusses how he prepared for the CEO role by consuming vast amounts of information and leadership books, emphasizing a continuous thirst for learning.
  • 15:52
    Investing in Employee Growth
    He details how Roebuck provides various training opportunities, workshops, and clear career ladders to help employees advance, focusing on those with a strong desire to grow.
  • 28:10
    Scaling and Acquiring Businesses
    Josh outlines Roebuck's ambitious growth targets, including expanding to six states and increasing employee count, and discusses their acquisition strategy with a focus on cultural fit and caring for employees.
  • 44:59
    Biggest Learning: Pause and Clutch
    He shares his biggest learning: the importance of 'pause and clutch' and allowing his team to find solutions rather than solving every problem himself.
  • 48:02
    Advice for Entrepreneurs
    Josh advises young entrepreneurs to understand the business side and their numbers, and to build their business with value in mind, regardless of whether they plan to sell.

Speakers

R
Robert Clinkenbeard
Host
J
Josh McMillan
President and CEO of Roebuck Landscaping

Key Takeaways

Prioritize continuous learning and personal development: Actively seek knowledge through books, podcasts, and external resources, especially when stepping into new leadership roles.

Do what you say you will do: Build trust and a strong reputation by consistently delivering on promises to customers; this will set you apart from 90% of the competition.

Invest in your team's growth: Provide training, workshops, and clear career pathways (e.g., career ladders, future org charts) to show employees opportunities for advancement and foster commitment.

Lead by example and foster engagement: Encourage employees to engage in learning and development, and identify high-desire individuals to invest in their growth.

Address stagnation and provide opportunities: Recognize that stagnant growth can lead to high employee turnover; offer clear vision and opportunities to retain talent and prevent a 'black hole' scenario.

Set clear expectations and boundaries: When integrating new teams, communicate growth expectations and be prepared to make tough decisions about individuals who are not aligned with the company's direction.

Understand your numbers and build business value: Even if you love the hands-on work, deeply understanding the business and financial aspects is crucial for long-term success and building an asset with inherent value.

Want the full experience?

Join Power100 for full access to every episode, AI-powered insights, personalized coaching, and a network of industry leaders.

Join Power100 →