Keeping Careers Real with Ali, with Host Ali Whelan, features Tom Stepkoski ( Self-confessed ‘jack of all trades’ who tells us about a different approach to work-life )

March 01, 2022 - 12:00 PM - 670 views
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Do you feel there’s got to be a better work-life than what you experience right now? 

Are you raring to set off in a new direction, make some bold moves and create a work-life which gives you what you need but need some inspiration?

About this show

Welcome to Keeping Careers Real with Ali - a show which brings you stories of ordinary people’s extraordinary career journeys. The warts and all successes, disappointments, highs and lows that have brought people to where they are today in their work-lives. 

Sharing experiences, providing top tips for navigating career change and showing us how we can create better work-lives for ourselves, we follow our guests to where they are in their careers today and beyond.

About this episode

The podcast is hosted by Ali Whelan and features Tom Stepkoski, self-confessed ‘jack of all trades’ who tells us about a different approach to work-life. He talks us through the questions he found himself facing, questions like…. why he just couldn’t settle down and do just ONE THING, Why was he so different from everyone else? Why did he hate the question “So, what is it that you do for work?” Until Tom had his epiphany! 

As a Tennis Instructor, Spanish Teacher, School Counselor, Sports Coach,Disc Jockey, Real Estate Investor, Winemaker and author, Tom shares with us the art of what he calls ‘cobbling together’ any job/career which was of interest to him, to allow him to live a wonderful but some would say ‘out the box’ work-life.

Contact Details

Connect with Ali!

To connect with Ali Whelan Career Coach & Development Trainer, please email: and/or visit


We are here to help people create better work-lives for themselves, which fully align with and support their future life goals.

Because let’s be honest… is just too short to hate your job! 

To connect with Tom Stepkoski, please visit:

FB - Tomstepcoaching



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