#61: Shifting from One-Time Gigs to Repeat Clients with Jamie Brindle


Episode Artwork
1.0x
0% played 00:00 00:00
Feb 11 2025 12 mins   1

Send us a text

Ever finish a project, pat yourself on the back for a job well done, and then… nothing? No follow-up, no repeat work, just radio silence. You know they liked your work—so why aren’t they coming back? The answer has nothing to do with talent and everything to do with positioning. In this episode, Jamie and I share how to go from “task-completer” to “strategic partner”—and why that’s the key to locking in long-term clients.

WE ALSO TALKED ABOUT

• Why doing great work isn’t enough to get repeat business

• The key shift from “task-completer” to “strategic partner” (and why it changes everything)

• The role of messaging and positioning in attracting ongoing work

• How to lead clients toward their next project before they even realize they need it

• Why retainer agreements work—and how to get clients to want one

• The power of prequalifying your clients so you’re only working with people who see your value

• How small language shifts—like using “partner” instead of “hire”—change client perception

• Why being the person who “solves problems” (not just “delivers work”) makes you indispensable

• An analogy that will forever change how you think about client work

About Our Guest
Jamie Brindle been freelancing for 16 years, and in that time he's worked with clients ranging from local mom and pop restaurants, to Fortune 500 companies like Google, Hillshire, Netflix, and Lionsgate. In 2020 he began producing social media content for his fellow freelancers on TikTok, Instagram, YouTube, an LinkedIn. Today he helps over 500,000 freelancers everyday with practical tips.

Links You Might Want
Jamie's Newsletter

Freelance Year One ebook

The Freelancing Program

Connect with Jamie on
LinkedIn

Instagram

Support the show

Thank you for taking time out of your busy day to listen to Boss Responses. This podcast is a passion project that comes from years of helping freelancers shape a business that supports the lifestyle they want.

Have a question you'd like answered? Send it to [email protected]

If you'd like to support the podcast, click that link above. Those lattes help keep us going and are much appreciated!