Loud. Weird. Wildly Effective.

Anniepreneur Presents

A STRATEGY CABARET (of sorts) FOR THE BOLDLY SELF-EMPLOYED

Annie P. Ruggles is a showrunner, keynote speaker, and business growth strategist for the proudly offbeat. She creates entrepreneurship shows that make you laugh so hard you forget you're learning and marketing and sales tools that sneak strategy into your bones.


Her work is part pep rally, part unlearning ritual, and every offer feels like a permission slip that actually works.


This is where quirks are strategic, selling is equal parts pleasurable and ethical, and your small business finally feels like something you actually want to wake up to.

What’s Inside the Cabaret
the shows, the stories & the strategies in disguise

  • The podcast show art for the show Too Legitimate to Quit, a composition style notebook with stikcers of the title and host.

    Too Legitimate to Quit: Growth Strategies with a Pop-Culture Spin

    Decode the marketing, mindset, sales, and success hacks hidden within beloved movies, tv, music, books, and more.

    LISTEN TO THE PODCAST
  • The promotional art for the online conference FERAL.

    FERAL: The Rewilding

    Reclaim your brand, voice, and sales strategy from burnout, bro-marketing, and algorithmic nonsense.

    FERAL was a live, 3-day, virtual festival for entrepreneurs fed up with “shoulds” and slumps. Attendees are still howling their praise.

    WATCH SELECT REPLAYS

  • The Coach Who Would Not Sell: A Strategy Novella & Workbook

    A fictional founder fumbles every sleazy sales tactic in the book. Learn what actually works… by watching what doesn’t.

    BUY THE BOOK

What Happens When Founders Go FERAL?


Three days of award-winning strategies, jaw-dropping truth bombs, romance novels, and raccoons… wait, what? (You heard me.)

FERAL: The Rewilding took place June 10-12, 2025. The next date has not yet been scheduled. But don’t despair, Wild One. Watch a selection of replays above, and get on the list for early access to our next festival.

An audience favorite at conference after conference, Annie’s style is memorable… but it’s never for show. Every bit of quirk, humor, or spectacle is backed by decades of business strategy.

You don’t book Annie for shock value. You book her because she delivers the realest thing on the agenda.

What Is Anniepreneur Presents, Really?

What happens when a second-generation speaker, a conversion copywriter, a fractional CMO, and a recovered theatre kid decide to run the same business?

You get Annie P. Ruggles — and the multi-pronged brand she’s been building since 2011.

Anniepreneur Presents is what happens when sales stop sucking, brands stop hiding, and founders stop apologizing.

It’s a one-woman strategy lab — part pageant, part tent revival - for tiny businesses like yours.

Somehow, it all just works. Because… it’s Annie.

Want a Backstage Pass to the Strategy Cabaret?

Never miss an interview, or a surprise collaboration.
Get early invites to FERAL, social events, and the next time Annie goes off-script.
This is how you wind up in the room where weird and wonderful things happen.