Podcast

The Double Your Freelancing podcast brings you fluff-free deep dives & actionable strategies to grow your freelancing business or agency.

We interview seasoned experts alongside freelancers "in the trenches" to find out what's working now.

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Brennan Dunn, Zach Swinehart, & Laura Elizabeth Co-Owners, DoubleYourFreelancing.com

Latest Episodes:

The Business of Freelancing, Episode 30: Trajan King on Building Processes and Procedures to Scale Your Business

Today’s guest on the Business of Freelancing Podcast is Trajan King. I wanted to talk with Trajan because he has a consulting business built with a focus on having processes…

The Business of Freelancing, Episode 29: Marcus Blankenship on Managing Subcontractors

This is the Business of Freelancing Podcast, Episode 29. Today we’ll discuss a number of thoughts related to hiring subcontractors. My guest is coach, advisor, project manager and author Marcus…

The Business of Freelancing, Episode 28: How Matt Olpinski 15x His Project Income and Quit His Job

Welcome to the Business of Freelancing Podcast. My guest today is Double Your Freelancing student Matt Olpinski. Before we jump into the interview, I want to share that in addition to…

The Business of Freelancing, Episode 27: Jeff Steinmann on How to Quit Working

Welcome to the latest episode of the Business of Freelancing Podcast. My guest is Jeff Steinmann, author of the book How to Quit Working which can be found, along with…

The Business of Freelancing, Episode 26: John Sonmez on Marketing Yourself as a Developer

Welcome to another episode of the Business of Freelancing Podcast. First I’d like to recognize a few recent 5-star reviews for the show. Much thanks goes to: sporkitover, rickwolf, justin_mw,…

The Business of Freelancing, Episode 25: Jonathan Stark on Risk Mitigation through Fixed Bid Pricing

Welcome to another episode of the Business of Freelancing Podcast. This week I am joined by my good friend Jonathan Stark. Jonathan is a mobile strategy consultant, having worked with…

The Business of Freelancing, Episode 24: Ed Gandia on Positioning Yourself as a High End Freelancer Writer

This week on the Business of Freelancing Podcast I am very pleased to welcome Ed Gandia to the show. Ed is the “go-to” guy when it comes to high end freelance writing….

The Business of Freelancing, Episode 23: Kurt Elster on How He 8x’d his Revenue by Niching

Today I talk with my good friend Kurt Elster on how he has 8x his Revenue by Niching Down into a specialized market. Kurt has turned from a generalized web…

The Business of Freelancing, Episode 22: Philip Morgan on Positioning

Today I sit down for a chat with Philip Morgan of Philip Morgan Consulting and My Content Sherpa to talk about positioning yourself appropriately as a freelancer in a market,…

The Business of Freelancing, Episode 21: Brian Casel on Productized Services

Have you ever wanted to get away from strictly selling your time for money? Is your long term plan to either escape consulting altogether (through something like bootstrapping your own…

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Episode 153: How Virginie is Scaling From Solo Freelancer To 100 Active Clients

Episode 152: How Freelancers Can Fix the “Forced-Hire” Scaling Mistake

Episode 151: How To Price Your Freelance Services in 2025

Episode 150: How Calista Solved The “Waiting For Referrals” Problem (As a New Freelancer!)

Episode 149: How Devs Can Escape Commoditization in an AI Vibe Coder’s World

Episode 148: How To Get Paid For Project Discovery, with Laura Elizabeth

Episode 147: “I can't get past €10k/month Freelancing…” — Solving $100k→$200k/yr Bottlenecks, With Delia Monk

Episode 146: How To Use “Runway Reduction Anchoring” To Charge More

Episode 145: Mastering Your Freelance Offers: A Guide to Creating High-Impact Freelance Services

Episode 144: How To Get to $200K/Yr With Automated, Value-First Outreach at Scale

Episode 143: SEO & AI Content Creation for Freelancers, with Tim Davidson

Episode 142: Transforming Client Selection and Crafting an Effective Offer Ladder

Episode 141: 2 Big Marketing Mistakes Freelancers Make - Expecting Free Clients & Not Knowing Your Numbers

Episode 140: The Delegation Mistakes Freelancers & Agency Owners Make

Episode 139: Freelancer vs Agency: Understanding Differences & Choosing What's Right for You

Episode 138: 3 Components of a Successful Freelance Business and Common Bottlenecks Within Them

Episode 137: How to Grow Your Dream Business & Do Things You Never Thought Possible, with Taylor Jacobson

[Coaching: Maia #24] Maia’s Final Episode + Reflecting on the Journey to 6 Figures

[Coaching: Maia #23] Vacation Planning Win and New Client Acquisition Model + Reflecting on Business Growth

[Coaching: Maia #22] Building a Social Media Community, Coaching Program Improvements + KPIs and Checklists for Engagement

[Coaching: Maia #21] Maia’s Team Development Success and Creating Business Plans for the Future

[Coaching: Maia #20] Funnel for a High-Ticket Offer, Nurturing Community Members + the Balance Between Free vs Paid Content

[Coaching: Brad #19] Job Offer Accepted, Shifting Beliefs + Aligning Career With Long-Term Goals

[Coaching: Maia #19] $11,000 Month! Success With Referrals + Refining Service Offering

[Coaching: Brad #18] Full-Time Job Offer! Plus Negotiating Side Projects With an Employer

[Coaching: Maia #18] Updated Offers and Pricing, Team Empowerment + Streamlining Project Management

[Coaching: Brad #17] Setting Boundaries with Clients and Time Management + Open Communication

[Coaching: Maia #17] Boosting Profitability and Tracking Finances + Membership Model Planning

[Coaching: Brad #16] Successful New Client Meeting, Setting Clear Expectations + Dealing With Overwhelm

[Coaching: Maia #16] Managing Finances and Fears, Brand Outreach Strategy + Preparing To Scale

[Coaching: Brad #15] Reliant on One Client, Progress Made So Far + Getting Quick Wins for Clients

[Coaching: Maia #15] Hiring a Social Media Manager and Instagram Success + Documenting the Journey

[Coaching: Brad #14] Navigating Burnout and Embracing Setbacks + the Value of a Community

[Coaching: Maia #14] Building a Paid Community and Pricing Strategy + Dual-Purpose Content

[Coaching: Brad #13] Overcoming Burnout, Affiliate Management Growth + Establishing Authority

[Coaching: Maia #13] Converting Instagram Followers to Clients and Email Marketing Strategy + Onboarding Automation

[Coaching: Brad #12] Affiliate Management Success, Checklist for Client Outcomes + Launching Beta Tests

[Coaching: Maia #12] Rate Increased to $3K! Live Workshop Success + Revenue From Creating Content

[Coaching: Brad #11] Demonstrating Skills Publicly, Short-Form Content Service + Using Social Media To Find Clients

[Coaching: Maia #11] Effective Hourly Rate, Lead Gen Focus + Starting a Podcast and the Importance of Time Tracking

[Coaching: Brad #10] First $2.5K Month! Nurturing Current Client Relationships + Testing a New Offer

[Coaching: Maia #10] Growing the Agency and Managing Multiple Projects + Packaging Services To Raise Rates

[Coaching: Brad #9] Best Week Yet on Upwork! New Outreach Strategy + Confronting Reality From Time Tracking

[Coaching: Maia #9] Raised Rates to $2.6K! Fully Booked Out With New Clients + How To Handle Discount Requests

[Coaching: Brad #8] Making Client Outreach Fun, Comprehensive Client Services + Valuable Insights From Time-Tracking

[Coaching: Maia #8] Upselling Clients, Performance-Based Coaching + the Power of Documenting Real-Time Progress

[Coaching: Brad #7] New Client in a Different Niche! 🎉 Trying a Cold Outreach Strategy + Upskilling with Video Editing

[Coaching: Maia #7] Bundling Services and Having the Self-Belief To Charge More + Managing Multiple Projects

[Coaching: Brad #6] Networking With Podcasts, Creating a YouTube Strategy + Using “Blueprint Style” Freelancer Podcast Interviews

[Coaching: Maia #6] Success From Organic Marketing, Raising Effective Hourly Rate + Launching New Services

[Coaching: Brad #5] — First Freelancer Podcast Episode Completed!!! 🎉 + Perfecting Upwork Approach & Boosting Income

[Coaching: Maia #5] — Booked Out a Month in Advance!!! 🎉 + Case Study Interview Updates + How to Delegate Tasks to Staff

[Coaching: Brad #4] — Building Authority and Lead Generation with YouTube Marketing + Performance-based agreements

[Coaching: Maia #4] — New Clients From Instagram, Writing Newsletters + Where To Find Ideal Clients Online

[Coaching: Brad #3] — Repurpose Existing Content to Attract High-Paying Clients + Brand Name Change

[Coaching: Maia #3] — Hiring a Junior Designer, Using Case Studies To Attract Clients + Focus on One Service Offering

[Coaching: Brad #2] — Niching Down and Using Case Studies + Getting Off Upwork To Find Clients

[Coaching: Maia #2] — Prioritization, Concerns of Raising Rates + Focusing on Marketing and Tracking Time

[Coaching: Brad #1] 6 Months to 6 Figures Series Kickoff — Can Zach Get This Newbie Freelancer (Brad) to a $100,000/yr Income in 6 Months?

[Coaching: Maia #1] 6 Months to 6 Figures Series Kickoff — Can Zach Get This Designer (Maia) to a $100,000/yr Income in 6 Months?

Episode 93: Josh Starr’s 7-Figure Cold Outreach Strategy for Freelancers & Agencies

Episode 92: How Freelancers & Agency Owners Can Make the Most of AI, with Bo-Peter Laanen

Episode 91: Going From Employee → 6-Figure Freelancer → Productized Service Provider → Selling Digital Products — In the TINY Dutch Market! With Kim Swagemakers

Episode 90: Lessons Learned Going From Solo Freelancing → Scaling an Agency → Selling It → Founding a SaaS Startup, with Jesse Hanley

Episode 89: Networking Strategies + Scaling a Small, Lean Agency, with Joana Galvão

Episode 88: How Delia Monk earned $100,000 in *Her First Year Freelancing* (!!) From Cold Agency Outreach

Episode 87: How Prerna & Mayank Malik Do $600k/yr – and Have a $1k/hr EHR – with No Full-Time Employees!

Episode 86: How Nicolas Cole Scaled a 7-Figure Ghostwriting Agency on Cold Outreach

Episode 85: Scaling a Bespoke Agency & Transitioning Into Products, With Brennan Dunn

S03 Episode 5: Building Trust Through Roadmapping with Lionel Martin

S03 Episode 4: Onboarding and Roadmapping Tailored Around Video with Ian Servin

S03 Episode 3: How Meteoric Growth Impacts Sales with Drew Sanocki and Michael Epstein

S03 Episode 2: Why Roadmapping is a Priority with Matty McLain

S03 Episode 1: Roadmapping Strategies with Gabi Logan

S02 Episode 6: Drip Automation Software with Dustin Robertson

S02 Episode 5: Automating for Sustainable Revenue with Jason Resnick

S02 Episode 4: Reaching Your Comfort Zone Through Automation with Joel Hooks

Episode 88: How Delia Monk earned $100,000 in Her First Year Freelancing (!!) From Cold Agency Outreach