
You work hard. Make your income go further.
Going Long Podcast: A podcast dedicated to helping high wage earners claim more of their time and money, the smart way.
Latest Episodes
Browse our list of special guests and episodes.
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November 11, 2025
Episode Number
576
The CMO to CEOs by Clearstart - Ashley Kent
Today, Billy welcomes his very good friend, Ashley Kent, the founder and CEO of Clearstart, a marketing consultancy that helps early-stage health tech startups and modern healthcare providers grow with clarity and speed. Ashley started her career with a Kinesiology degree and zero marketing experience, but quickly became the first hire at a venture-backed health tech startup, where she learned about the startup world from the inside out. Today, Ashley leads a team of strategists, creatives, and operators that serve 20+ companies across the health innovation landscape. She’s part of the 2% of women entrepreneurs who have built a business earning over $1M in annual revenue, all while staying bootstrapped and founder-led. Known for her clarity, candor, and bias toward action, Ashley is passionate about helping founders navigate messy early growth stages without losing their vision (or their minds). And, today, she is sharing with you details of her journey along with a whole load of platinum advice for those who are looking for a life of optionality!
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November 6, 2025
Episode Number
575
Unleash a Simple Way to Feel Happy with Money
Billy gives insights into how you can feel happy about (and with) money, including looking at the perspectives and mindsets around money, yourself, and what is important to you, and actions you can take to get your priorities in line.
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November 4, 2025
Episode Number
574
From Teacher to LinkedIn Writing Coach - Dave Pakos
Today, Billy welcomes special guest Dave Pakos to the show, a school teacher turned solopreneur. In 2022, Dave quit the education system, realizing that following his curiosities was more enjoyable than following a curriculum. The journey from teacher to solopreneur started with learning how to create (and sell) animated explainer videos for B2B clients. In early 2023, Dave fell in love with writing, and today has written every day for more than 2 years, establishing his writing business and brand as an authority. He's grateful to be working with high-achieving, creative entrepreneurs, and today is sharing stories and advice with you to help inspire and kickstart your own journey to financial and time freedom!
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October 30, 2025
Episode Number
573
Unlock Success & Feel Confident Starting a Side Business
Billy takes a deeper dive look at how you can move away from that point of being stuck and take the first steps toward the fuller confidence and success you want that comes from starting your own side business.
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May 8, 2021
May 8, 2021
35 MIN
What's the best smartphone camera?
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