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Listening Time 23 Minutes

Starting Your Second Business (The Right Way)

With Paul Jamison

Episode Overview

In this episode of Masters of Home Service, host Adam Sylvester talks about how to run multiple businesses with guest and serial business owner, Paul Jamison (Green Industry Podcast).

Show Notes

– What drives serial entrepreneurs? (1:15)

– Go where the money is, but don’t bite off more than you can chew. (2:31)

– When shouldn’t you start a new business? (4:08)

– Spot the trends and capitalize on them. (5:54)

– Know your legal and financial responsibilities (7:08)

– The importance of separation. (8:10)

– Hire a professional bookkeeper ASAP. (8:53)

– Send quotes and win work faster with Jobber. (12:58)

– Build your business with the intention to sell. (13:41)

– How to juggle the demands of multiple businesses. (16:35)

– Shifting your mindset to a serial entrepreneur.  (19:08)

– TL;DR: Adam’s top takeaways: work on the business not in it, make sure your first business is operating well; look at seasonal or complimentary services, make sure you stay healthy don’t let your business(es) control your life. (21:01)

About the speakers


Adam Sylvester


Instagram: @adamsylvester

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 large companies can make a serious impact on their communities and on every individual it touches, 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. 


Paul Jamison

Green Industry Podcast

Instagram: @greenindustrypodcast
YouTube: @GreenIndustryPodcast

As an Atlanta, GA-based entrepreneur and leader in his field, Paul Jamison is the proud host of the esteemed Green Industry Podcast. His entrepreneurial journey began in 2011, out of the trunk of his Honda Accord. What started as a means to “cut that grass and make that cash” transformed into a deep-rooted love for the landscaping industry and a fascination with the intricacies of small business management. In 2018, Paul created the Green Industry Podcast, where he shares practical strategies and personal experiences and lessons to guide  lawn care and landscaping business owners towards success. His zeal for growth and innovation extends to a passion for marketing and he’s spent countless hours learning the art of attracting and retaining customers, and unlocking the potential of social media as a marketing tool.

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