How Not to Run a Business
Tired of business podcasts that feel unrelatable? How Not to Run a Business is for small business owners, solo entrepreneurs, and anyone craving real, honest advice.
I’m Jeremy Jacobs, an entrepreneur, coach, and mentor with 20 years of experience (and plenty of lessons learned). In this podcast, we get honest about failure, mental health, and the messy reality of running a business.
Each episode features inspiring entrepreneurs, expert insights, or actionable advice to help you build a successful business, stress less, and enjoy the journey. We discuss our failures and mistakes so you can avoid them.
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Jeremy Jacobs is an experienced entrepreneur, coach, business consultant, and mentor. He started his career in digital marketing, managing multi-million-pound campaigns for well-known global brands. He left that career to start 2 businesses, including a food manufacturing company with his Mum, which ran successfully for 13 years. He now works as a coach, mentor and consultant for a wide range of businesses, including start-ups and solo entrepreneurs, through his business, Cookie Jar . He has an MBA with Distinction from the University of Sussex.
He is proudly neurodivergent and a member of the LGBTQ+ community. He lives in Sussex with his husband and their two dogs.
Personal website: https://jeremyjacobs.co.uk
Cookie Jar: http://cookiejar.info/
Social Media Accounts:
LinkedIn: https://www.linkedin.com/in/jeremyjacobsuk/
Instagram: https://www.instagram.com/jeremyjacobsuk
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- Update frequency
- every 9 days
- Average duration
- 36 minutes
- Episodes
- 55
- Years Active
- 2022 - 2025
Covid Killed my Travel Business with Leigh Otterson-Walter | Ep 15
Leigh Otterson-Walter had a successful business in the travel industry, she was living the dream. Then Covid hit. Her business stopped overnight, the one she had been running for 10 years.
As two peo…
Can You "Quiet Quit" Your Job as an Entrepreneur? | Ep 14
Have you heard of the latest buzzphrase on social media? Quiet quitting describes people who show up to their job and do only what is asked of them. No more than their contracted hours and job role, …
Starting a Business in Your Mid 50s with Lindsay Jacobs | Ep 13
In this episode I sat down with my ex business partner who is also my Mum, someone I ran my business with for 13 years.
My Mum always wanted to start her own business and she did just that in her mi…
The Truth About Closing a Business - One Year On | Ep 12
One year ago I closed my business. The last year has been challenging and also incredible. It was the best decision I ever made.
In this episode, I share what's happened since. The highs and the lows…
Don’t Work with D*cks | Ep 11
This podcast comes with a warning. There is a lot of use of the word d*ck so be careful if you listen to it on loudspeaker!
In this solo episode, I talk about the importance of not working with d*cks…
How to Lose a Business in 4-days with Simon Waterfall | Ep 10
10 years ago, Simon had a thriving business. He employed 40 staff and was living the dream. Within 4 days of a conversation with his accountant, his business was gone.
He very kindly sat down with me…
How to Deal with Breakdown and Problems in Your Business | Ep 09
We all have to deal with unexpected problems and breakdowns in life and business. It’s inevitable.
In this episode, I explore what happens when the sh*t hits the fan and something goes wrong. How is …
Why Taking Drugs & Running a Business Isn’t the Best Idea with Sophie Turton | Ep 08
I sat down with my good friend and fellow entrepreneur to discuss success and failure and her views on what’s not working about business today. This is a powerful conversation about the negative impa…
How Not to Price a Product or Service | Ep 07
Do you struggle with getting the pricing of your product or service right? Not confident? No idea where to start? Don’t fret!
In this solo episode, I share one of the biggest mistakes I made when I w…
Homeless at 15 to Multi-Millionaire with Simon Squibb | Ep 06
In this episode, I speak with Simon Squibb, serial entrepreneur, and angel investor. Simon is what a lot of people would call successful and someone who has made it. He grew and sold his branding and…
How Not to Fire Someone | Ep 05
I hate confrontation, I hate difficult conversations, I hate having to deliver bad news. This made me terrible at firing someone. I would keep people in my business way longer than I should have. Thi…
From Air Freshener Exec to Supermarket Founder with Ruth Anslow | Ep 04
I sat down with my good friend and all-around superstar entrepreneur Ruth Anslow who founded the ethical supermarket chain HISBE with her sister Amy. She is passionate about businesses being a force …
How I Got My Business Into and Out of £150k Debt | Ep 03
In my second solo episode, I share one of my biggest mistakes in business and how I managed to get myself into £150k without knowing about it. I am going to give you a very frank and open breakdown o…
From CEO to Entrepreneur with Jeannette Linfoot | Ep 02
Jeannette started off her career working for the UK Government as an economist but after deciding it wasn't for her, she jumped into the travel industry. She worked her way up to Managing Director fo…
Welcome to How Not to Run a Business | Ep 01
Woohoo! Welcome to episode one! I thought I would start off by taking the mic and kicking off by explaining the idea behind “How Not to Run a Business”.
I started it for a very specific reason, to hav…