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The Gigging Musician Podcast

The Gigging Musician Podcast

By: Jared Judge
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Summary
Playing music for live audiences is one of the most rewarding things on the planet. In this podcast, we dissect everything that goes into being a successful gigging musician.© 2026 The Gigging Musician Podcast Art Economics Leadership Management & Leadership
Episodes
  • How Bill Alpert Built a $100K Wedding String Quartet by Saying No to Cheap Gigs
    21 Oct 2026

    Bill Alpert did not build 805 String Quartet by taking every gig or running elaborate sales calls. He built it by serving Central Coast California weddings exceptionally well — with a website that gets found, a trusted group of players, prices that support quality, and the confidence to walk away from work that is not a fit.

    That approach helped Bill cross $100,000 in bookings through BookLive.

    In this episode, Bill shares how he:

    • Moved from a 40-year commercial-printing career into a sustainable, joyful wedding-music business
    • Used a strong SEO-focused website, relationships with venues and planners, repeat business, and referrals to create demand
    • Started around $1,600 per wedding, raised fees by roughly a third over three years, and booked a $3,000 wedding
    • Uses pricing to protect preparation, consistency, and the client experience — not simply to “charge more”
    • Qualifies leads through a low-pressure text-based process rather than lengthy sales calls
    • Uses BookLive to digitize the music library, coordinate player offers, reduce admin work, and see which songs clients request most

    Bill’s central message: be the musician you want to be, build the business around that life, and do not let lowball gigs define your market.

    Learn more about Bill and 805 String Quartet at 805stringquartet.com.

    Remember: your music will not market itself!

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    39 min
  • How a String Quartet Crossed $100K With 330 Instagram Followers
    28 Aug 2026

    Stephanie Sims Flack built the String Quartet of Northern Virginia after seeing musicians underpaid and overlooked — then turned a local quartet into a $100,000-plus BookLive business.

    In this episode, Stephanie shares how she:

    • Built a library of roughly 1,500 pop arrangements and a roster of about 16 long-term players
    • Learned to price for the business — not only for the musicians onstage — after years of absorbing overhead herself
    • Used networking, referrals, WeddingWire, her website, and BookLive to create a steady flow of wedding and corporate work
    • Raised the quartet's floor to $1,750 while taking fewer, higher-fee gigs — including a $2,350 ceremony-and-cocktail-hour booking
    • Stopped chasing follower counts: with roughly 330 Instagram followers, Stephanie says her website drives more inquiries
    • Built a trusted team, including cellist and business manager Diana Flesner, so the group can serve clients consistently

    Stephanie also talks about teaching, Paragon Philharmonia, student tours, and why musicians do not have to choose between being an artist, entrepreneur, educator, collaborator, and organizer.

    Learn more at northernvirginiastringquartet.com, paragonphilharmonia.org, or stephanieflackviolin.com.

    Remember: your music will not market itself!

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    35 min
  • How Roger Harrison Books $300K in Jazz Gigs — In Cities He's Never Played
    29 Jul 2026

    Roger Harrison leads the Harrison Jazz Ensemble out of Tampa Bay — and he's booked over $300,000 in gigs through BookLive in just the last few years, with a career total likely approaching $1 million. But the wildest part isn't the number. It's how he scales: Roger books jazz combos in cities he's never even visited, hiring local musicians who've never met each other, because jazz has a shared "canon" that lets strangers sit down and play a full gig together with zero rehearsal.

    In this episode, Roger and Jared dig into:

    • Why jazz combos are uniquely "plug and play" across cities — and how Roger builds bands out of musicians he's never met
    • The manila-folder-on-the-desk follow-up system Roger used for years (and what replaced it)
    • Why corporate and wedding gigs are "where the gold is" — and how to spot a client who can't actually afford you before you waste time on the call
    • How Roger 2–3x'd his solo gig rates (from $150 → $350 → $800+) just by scaling up the *type* of gig, not his chops
    • Using Viktor, BookLive's AI agent, to run an automated outreach sequence to event planners — and land a warm reply without lifting a finger
    • The mindset shift behind "10x Is Easier Than 2x" and why underpricing is a bigger risk than most musicians realize

    Roger's also one of the first names invited into BookLive's new Gold Record Mastermind — a high-level group for musicians who've hit at least $100K booked through the platform.

    Learn more about Roger at harrisonjazzensemble.com.

    Want to go deeper? Grab the Gigging Secrets book at giggingsecrets.com or book a free High-End Gig Strategy Call at fulltimemusicacademy.com/call.

    Remember: your music will not market itself!

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    43 min
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