Doing things differently: working a traditional career in a non-traditional way - with Jack Bonehill of The Tax Professionals Podcast

Jul 15, 2025

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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
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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!