Business Mentoring Series – From Corporate Job to Small Business Ownership


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On this week’s Business Mentoring Show, Jesse Maddox talks with Fran Tarkenton about the transition from a big company job to the ownership of a small business.

For Jesse Maddox, CEO of TripLingo, entrepreneurship is not just an approach to business; it’s an approach to life. “I didn’t want to just start a business to start a business,” he said. Instead, he started his career working for larger employers and used this time as a way to learn more about exactly what he wanted to do and pick up the skills he needed to make it a success.

One of his jobs sent him to Vietnam where he immediately hit the language barrier. He looked through the existing options to help him learn the language, but ultimately had to hire a personal language coach to help him learn Vietnamese. The rigidity of his language classes led to the initial idea for what became TripLingo – a language app built around necessity.

Jesse built the app based around the belief that people should only learn things that they’ll actually use. “I don’t care about naming clothing items… tell me how to talk to a taxi driver or order a beer at a bar,” Maddox said. This focus on practicality and customization led to the idea for what would eventually become TripLingo.

In this week’s session you’ll learn:

  • The importance of focus
  • How you can transition from a job in a big company to small business ownership
  • How to generate business ideas from problems in your life

Here’s a preview:

Members can see the full episode of this week’s Business Mentoring Show starting Thursday, June 17th and then anytime on demand.

See more about our Business Mentoring Program here.

Harry Kierbow

Harry Kierbow

Harry Kierbow is the Director of Social Media for Commissions Inc (CINC), a real estate technology and marketing company. He's played professionally on Facebook (and other social networks) for more than 7 years now, managing campaigns for brands (both big and small) and individuals (also both big and small). Universally regarded as the greatest ice hockey goalie to ever come from Griffin, GA (by his mom at least), you can find Harry between the pipes on the ice rinks of Georgia (yes, there is more than one) or playing with his 2 kids when he's not perfecting social media ads or binging true crime documentaries on Netflix. Connect with Harry on LinkedIn @HarryKierbow.