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A $107K Portfolio Career, “Boring” Businesses, & the Rise of Unconventional Work

A $107K Portfolio Career, “Boring” Businesses, & the Rise of Unconventional Work

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There is a WILD cultural shift happening between AI, massive layoffs, and the boom of portfolio careers, “boring” businesses, and complete identity rewrites are happening EVERYWHERE.

One woman left Slack and Asana and built a 6-figure income without a traditional job. Another started a “boring” business and had a four-figure day. People are walking away from a stable corporate path to make a zig-zag pivot into a dream they can’t ignore.

It feels less like rebellion and more like recalibration, and I can’t stop paying attention!

In This Episode:

  • The unconventional income mix behind Maggie’s $107K portfolio career
  • How Alyssa turned a playful hobby into a creative income stream
  • The sentence my friend said about her wine bar dream that gave me chills
  • My friend’s “boring business” that is generating real revenue
  • Why I’m constantly turning to my 80-90 year old self for wisdom


Resources & Links:

Many of the women featured in my stories have Substacks where they go deeper on their pivots! Check them out here:

Feeling Free by Maggie Blackburn

Made of Memories by Alyssa Mopia

From the Inside Out by Jessica Howell

Episode 6: I Turned Down TWO 6-Figure Job Opportunities - Am I Crazy?!

Let's Connect:

Want more real talk? Let’s be friends on Instagram: @alisonkinsey or send me an email: alison@alisonkinsey.com.

I also help entrepreneurs and thought leaders launch and grow their podcasts through my boutique podcast editing agency, Podcasting for Creatives.

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