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Dealing with your Family & Friends as an Entrepreneur

Entrepreneurship takes a lot of work & dedication, which can be hard without the support of your family & friends! In today’s episode, we chat on dealing with your family & friends as an entrepreneur.


Key Insights

  • Key Insight - Discover new ways to talk to your family and friends about your plans for your entrepreneur life
  • Key Insight - Understand that your family may stgruggle to support you, and that is ok
  • Key Insight - Make sure you have support, even if it's not from family and friends


  • [00:13] - Welcome
  • [04:09] - Understanding why your family and friends may not "get" what you're doing
  • [06:18] - Parents often feel fear when their children go off of the "norm" or don't meet the social expectations of college and career
  • [07:17] - Often, friends and family feel that you're putting yourself at risk, when usually, entrepreneurship is actually more about mitigating risk
  • [10:42] - Jealousy
  • [13:25] - Freedom, more time and more money. Everyone wants it, but not everyone is willing to do the work to get it
  • [17:53] - Resenting where you spend your time and energy
  • [22:50] - Friends and family may not understand whgy you're no longer able to spend as much time with them. Try to be open about where your time is going and make way for quality time to be spent when you can
  • [24:34] - Manage expectations
  • [26:46] - Ask for support, but know that you may struggle to get what you need.
  • [27:31] - It's ok to walk away and build a support group you need
  • [29:09] - Action Items

Resources Mentioned

Actions to Take

Tom Sylvester
  • Tom's Action - Sit down and talk to your significant other and make sure you're aligned on your plans
Ariana Sylvester
  • Ariana's Key Action - Find someone new to add to your circle of support

Tom's Bookshelf

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Tom Ariana Lifestyle Builders

Tom & Ariana Sylvester

Tom and Ariana have built 3 business and quit both of their jobs, all while raising 2 amazing kids.  Together they share their philosophies and guidance for entrepreneurs on their Lifestyle Builders™ podcast, their upcoming book Lifestyle Builders™: Build Your Business, Quit Your Job, & Create Your Ideal Life, as well as through their coaching and consulting programs.

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