The Small Business School Podcast

Crafting Copy That Truly Connects With Jill Pavlov


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In this episode of Small Business School, I chat with the hilarious and insightful Jill Pavlov — a comedian, copywriter, and queen of clear, connection-driven messaging. Jill shares how her background in theater and radio led her to the world of copywriting, and how she now helps brands use their words to truly resonate with their audience. From storytelling that sticks to copy strategies that convert (without the ick), Jill breaks it all down in the most relatable, entertaining way. 

Key topics covered:

  • Jill’s journey from theater and radio to comedy and copywriting (yes, it all connects!)
  • The psychology behind persuasive copy—and why human connection is the secret sauce
  • Why you shouldn't write like you're selling to yourself (unless you’re your ideal client!)
  • Tips for finding and understanding your audience—plus why social media isn’t where you should be selling
  • The power of improv for business confidence, communication, and showing up boldly
  • Why urgency and other marketing tactics don’t have to feel gross
  • How conversations (not just content) are your best content strategy

Whether you're writing your own content or working with a pro, this episode is a must-listen for anyone wanting to build real relationships through their brand.

Mentioned in this episode: Find your entrepreneurial soulmates. Join the exclusive community of Canadian women entrepreneurs. Imagine finding your Work Wives™ who share the same bold, ambitious, entrepreneurial goals.

https://urldefense.proofpoint.com/v2/url?u=http-3A__workwives.co&d=DwMFaQ&c=euGZstcaTDllvimEN8b7jXrwqOf-v5A_CdpgnVfiiMM&r=NgHx3ikc5TkuG2GbHk3F2xqAsEGb-mzfBI-Gys9vwYw&m=88CFq1oXxvHuveOHhLqQahTlm82SwWEfbi-P5aAdEDNKAzlUZcOm7G4LsPuYfzzq&s=ZGabyIGi8QeCQWYPVZP87NbEpvjTAj7omZneLouM2BQ&e=

Connect with Jill:

  • Website: https://copy-pop.com/
  • Instagram: @comedyjill

Staci's Links:
Instagram. Website.

The School for Small Business Podcast is a proud member of the Female Alliance Media.

To learn more about Female Alliance Media and how they are elevating female voices or how they can support your show, visit femalealliancemedia.ca.

Head over to my website https://www.stacimillard.com/ to grab your FREE copy of my Profit Playbook and receive 30 innovative ways you can add more profit to your business AND the first step towards implementing these ideas in your business!

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The Small Business School PodcastBy Staci Millard

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