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Notes from Jess · Apr 22, 2026

(Recording) How to build a successful online business that supports your dream life with Sam Vander Wielen

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Notes from Jess, Sam Vander Wielen · Notes from Jess

Thank you everyone who joined our live with Sam Vander Wielen, who has not JUST been a member of our auntie crew for a long time, but she’s a lawyer, turned multi-7-figure (!!!) entrepreneur, and now author!

We had the LOVELIEST conversation about what it actually takes to build a business online, and I think you’ll get a lot out of it too.

I really wanted to have Sam on here because I feel extremely passionate that everyone should have work that lights them up and aligns with their values. I think so many people want the flexibility and opportunity that self-employment provides, but are too overwhelmed with where to begin (rightfully so because…it’s A LOT!) Sam is a wealth of knowledge, and her book is such a great place to start!

Here’s a taste of what you’ll find in the recording:

  • On taking your first steps to get started–no, you don’t need a big following! How Sam started out will probably surprise you.

  • How to decide on what to sell and how to sell it. (Plus the difference between a Freelancer and an Entrepreneur).

  • How to determine where to focus–social media? Email list?

  • Let’s address the elephant in the room: AI. Our differing thoughts on AI and where it should be used, and how your own personality, story, and showing your human-ness is going to be even more important than it is now.

  • The practical stuff: When should you set up an LLC? What about taxes? The legal stuff?

  • The biggest thing that’s going to hang you up starting out, and at every point in your business (hint: it’s YOURSELF. 😆 We talk a lot about business mindset, imposter syndrome, the comparison game, and all the inner stuff that is probably going to get stirred up. 👀)

…and a whole lot more!

If you haven’t yet, I highly recommend buying Sam’s book, When I Start My Business, I’ll Be Happy: A No BS Guide to Entrepreneurship (get it anywhere books are sold. Even better, ask your local bookstore to order it for you!) You can purchase her business and legal templates here, also follow her on Instagram here!

This replay available as a perk for paid subscribers. $6/month helps support the time it takes to coordinate and share these live chats, create written posts, and more.

To access the recording and make more work like this possible, you can upgrade right here. Your support means everything–THANK YOU 🥺♥️

P.S. Want more? See recordings from past Lives right here!

Read the original on jesskeys.substack.com

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