Lesson 16: how to turn your creative project into a side hustle


tips on how to start a profitable side hustle

With Dielle Charon

Just take a complete chance on yourself, and see that it truly is possible. There’s so much out there, so many people that are rooting for you, so many ways that you can be successful doing something that you absolutely love.
— Dielle Charon

What if you could monetize your creative project and turn it into a profitable side hustle? Today’s Creativity School guest Dielle Charon, is an expert at helping people achieve exactly this and she’s here to share all her juicy tips with us in this conversation.

Dielle is a Business Coach, helping other driven and passionate side hustlers finally quit their full time jobs and live a life of freedom. And Dielle walks the walk - she currently runs her extremely profitable coaching business as a side hustle! Despite her crazy demanding day job, she was able to match her 9-5 salary within three months of starting her business.

You probably know by now that I started my photography career as a side hustle back in 2008. I know a thing or two about how to monetize your creative passion projects, but Dielle taught me SO MUCH in this conversation, she blew my mind. We talk about how to make sure your business idea is suitable for the market, how to manage your time when you have a busy day job, and how to avoid “Shiny Object Syndrome” so you can set goals and stick to them. Dielle also shares great advice on when it’s ok to quit your side hustle. We talk about so much more and she has a a wealth of great advice, so you might want to grab a pen and take some notes for this one!

**Today’s episode is brought to you by Audible! If you want to get started with a free audiobook download and 30 day free trial head over to at

Mentioned in this episode:

  • The first steps to monetizing your creative passion project

  • Why you have to find a gap in the market

  • How to validate your side hustle idea with  “coffee chat calls”

  • What branding is and why it’s important 

  • How to balance your side hustle with a day job and manage your time productively

  • Why Dielle recommends 90 day goals and how they can give us permission to focus on the things that matter to our side hustle

  • The impact of side hustles on your relationships and how to balance both

  • Shiny Object Syndrome and how that harms our productivity

  • Why you have to serve the business, and not your every passion and whim

  • Dielle’s advice on when it’s ok to quit your side hustle


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Lesson 06: Get Stuff Done Without Distractions and Bad Habits


Lesson 06: How to beat procrastination, become a master of your time, and reshape the way you work

With Jake Kahana

Do you have a creative project you really want to work on, but put it off because you just don’t have the time for it?

Then today’s episode is just for you!

My guest Jake Kahana says nobody taught us how to work, and he wants to change that.  

Jake is an artist and teacher helping people thrive in a world overrun with distractions by leading them in unlearning bad habits and replacing them with new, better ones.  He’s also the king of side projects and the co-founder of Caveday, a company dedicated to teaching people how to maximize their productivity. Fast Company even referred to Jake and his co-founders as “Procrastination Nannies.” But it’s not just about doing more work in less time– Jake says it’s about improving the quality of your life by improving the quality of your work.

This conversation completely changed the way I work. In fact, I edited this episode more efficiently than ever before, thanks to all the juicy, research backed techniques Jake shares with us.

In this episode, Jake shows us how to unlearn the bad habits we’re all used to, and how to recreate our own mini Caveday at home. As someone who is highly creative with multiple side projects, he also shares some great insights about how to be more creative.

Mentioned in this episode:

  • How Jake co-founded Caveday

  • How nobody has ever taught us how to work, and why we need to be taught how to work with structure and research based techniques

  • How to structure your work so you can get into flow and do your best work

  • The right kind of break to take so you can go back to work more energized (and it’s not checking emails and social media!)

  • Why multitasking actually makes your work quality worse

  • How to be in control of your own time

  • The ONE THING you can take away from this interview to do better work (and it improves your IQ!)

  • Jake’s advice on how to work at a demanding day job and still have time for your side projects

  • Why every creative outlet doesn’t need to be a business idea

Part of living a creative life is doing the thing and not knowing where it goes, but doing it because you need to just get it out.
— Jake Kahana