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July 15, 2025 57 mins

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#210: Jack Bonehill is a tax advisor and host of The Tax Professionals Podcast.  He explains why he started a podcast about tax, how his employer responded to his podcast, and the benefits he’s gained through podcasting. 

What you’ll learn

  • [02:52] Trying to make money with YouTube videos. 
  • [03:47] Why Jack made a podcast about tax. 
  • [05:31] How to overcome imposter syndrome. 
  • [06:18] The personality behind wanting to start a side hustle. 
  • [08:25] What makes challenge attractive. 
  • [09:37] The pros and cons of wanting to be a high achiever.
  • [11:49] How Jack stays motivated. 
  • [12:24] The challenges that arise when you quickly progress in your career. 
  • [13:46] The problem with assessing someone based solely on their experience. 
  • [15:30] How to get better at what you do in your workplace. 
  • [18:15] The issues with businesses that only focus on profit. 
  • [19:57] How to retain your identity as you become more senior. 
  • [23:10] Why it’s beneficial to be open and transparent. 
  • [26:55] How different generations view work culture differently. 
  • [29:05] The old-fashioned nature of the tax advice industry. 
  • [31:50] The benefits of hosting a podcast. 
  • [35:42] How colleagues and employers respond to you running a side hustle. 
  • [41:32] The unique nature of LinkedIn and how to use it to win work. 
  • [44:49] Why explore coaching. 
  • [46:57] The most surprising aspect of coaching. 
  • [48:42] The results Jack got from coaching.

Resources mentioned in this episode
Please note that some of these are affiliate links and we may get a commission in the event that you make a purchase.  This helps us to cover our expenses and is at no additional cost to you.

For the show notes for this episode, including a full transcript and links to all the resources mentioned, visit:

https://changeworklife.com/doing-things-differently-working-a-traditional-career-in-a-non-traditional-way/


Re-assessing your career?  Know you need a change but don't really know where to start?  Check out these two exercises to start the journey of working out what career is right for you!

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