
Join us as we sit down with successful people who have been exactly where you are. They’ll share not just their victories but the obstacles they’ve overcome on their paths to success. It all starts with the question, “How’d they do that?”
Most coaches and consultants know speaking can be a powerful way to grow their business, but knowing that and actually doing it well are two very different things. In this episode, Skot Waldron sits down with Jennifer Brown, a 20-year business owner, four-time author, and sought-after corporate keynote speaker, to unpack what it really takes to build a speaking career that pays.
Jennifer shares how she went from a reluctant consultant to a world-stage keynoter, why writing a book can change everything fee-wise, and how to think about early speaking gigs as long-game relationship investments instead of one-off transactions. She also gets practical about landing the right gigs, positioning yourself in the right market, negotiating fees, climbing from $2,500 to $10,000 and beyond, and inspiring confidence before the contract is even signed.
Timestamps: 00:00:00 – Cold Start & Intro 00:02:30 – The Backwards Path to the Stage 00:05:30 – Finding Your Point of View as a Speaker 00:08:01 – Early Gigs, Free Work, and the Long Game 00:15:02 – What Corporate Buyers Are Actually Asking 00:17:53 – Speaking as a Lead Magnet, Not Just a Stage 00:30:31 – What It Takes to Climb from 2,500 to 10,000+ 00:41:16 – How to Overcome Imposter Syndrome and Play Bigger 00:42:46 – One Thing You Can Do Right Now
Links:
Guest: Jennifer Brown Website: @jenniferbrownspeaks LinkedIn: linkedin.com/in/jenniferbrownspeaks
















Skot Waldron
Building a coaching or consulting business is tough. You may often feel isolated and overwhelmed, from marketing and sales to running calls and scaling your business so you can retire one day. Welcome to ‘How’d They Do That?’, the podcast that tackles these tough questions head-on.
I’m Skot Waldron, your fellow coach and guide through the adventurous world of coaching and consulting entrepreneurship. Join us as we sit down with successful people who have been exactly where you are. They’ll share not just their victories but the obstacles they’ve overcome on their paths to success. From mastering the sales conversation to building influential networks, upleveling your speaking, and creating a movement of loyal clients, we dive into the strategies that turn potential into prosperity.
It all starts with the question, “How’d they do that?”