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Listening Time 23 Minutes

From Job Site to Oversight: Transitioning Out of the Daily Grind

With Michelle Jeppesen

Episode Overview

How do successful entrepreneurs find time to focus on growing their business? Learn how to transition out of the daily grind in this episode packed with insights and actionable tips. Propel your business forward by recognizing when to offload your workload, balancing operational efficiency with delegation, and implementing effective systems. Join host Adam Sylvester and Michelle Jeppesen, Director of Business Development and Customer Success at Jill’s Office.

Show Notes

  • Introduction to the episode and guests (0:20)
  • The entrepreneurial mindset, and the inherent risk of experiencing burnout (:58)
  • Identifying parts of your business that you’re passionate about, and what should be delegated (3:41)
  • Indicators that it’s time for entrepreneurs to begin offloading workload and why you need to learn to “fire yourself” (5:33)
  • Balancing operational efficiency with effective task delegation (8:47)
  • Saving valuable time with Jobber’s business operations tools (10:54)
  • The typical delegation journey of a home service business owner (12:00)
  • Immediate steps for freeing up time and the importance of creating systems (13:03)
  • Benefits of professional phone answering services (14:54)
  • Spending your time doing work that matches your salary (16:58)
  • Techniques for maintaining focus on business growth (18:45)
  • Adam’s key takeaways: realize you can’t do everything, look for indicators that your business is out of control, and have systems (20:45)

About the speakers


Adam Sylvester



Adam started Charlottesville Lawn Care in 2013 and Charlottesville Gutter Pros in the fall of 2020, in Charlottesville, VA. He likes to say, “I do gutters and grass! When it rains the grass grows and the gutters leak!” He got into owning his own business because he saw it as a huge opportunity to generate great income while living a life that suited him. He believes that small companies can make a serious impact on their communities and on every individual they touch, and he wanted to build a company that could make a big difference. His sweet spot talent is sales and marketing with a strong passion for building a place his team wants to work. Adam values his employees and loves leading people. While operations and efficiency is not something that comes naturally to him, he is constantly working to improve himself and his business in these areas. 


Michelle Jeppesen

Jill’s Office

Instagram: @jillsoffice
TikTok: @jillsoffice

Michelle Jeppesen is the Chief Marketing Officer at Jill’s Office, a virtual receptionist service that books over $2 Million  of work for their clients every month on the phones.  A fierce believer in the importance of human connection and also a bit of a tech geek, Michelle has an MBA and is obsessed with helping small businesses grow their businesses with the right mix of behavioral science and technology. She and the rest of the Jill Team are on a mission to not only help create better customer experiences, but to help business owners gain that sweet freedom (both in time and money) they daydreamed about when doodling their first business plans.

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