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 50: Jane Portman on Designing Highly-Effective Sales Websites

Today I am interviewing Jane Portman. Jane is from Russia, and she used to work with me on Planscope which I just sold. She is an amazing designer who is…

The Business of Freelancing, Episode 49: Alex Mathers on Kickstarting Your Audience

Today we are speaking with Alex Mathers. Alex is an illustrator who specializes in vector illustrations, maps, diagrams and landscapes. He is also a blogger and writer. He runs the…

The Business of Freelancing, Episode 48: Karl Sakas on Maximizing Your Revenue

Karl Sakas is the president of Sakas & Company which is a consulting company that specializes in helping digital marketing agencies grow. I had an opportunity to chat with Karl…

The Business of Freelancing, Episode 47: Jesse Strauss on the Legalities of Freelancing

Today I am talking with Jesse Strauss. Jesse is a New York-based lawyer who owns a firm specializing in debt collection for freelancers. When it comes to things like small…

The Business of Freelancing, Episode 46: Keith Perhac and Building a Global Business

Today I’m talking with a good friend of mine, Keith Perhac. Keith is the founder of the digital marketing consulting agency DelfiNet and the online course software Summit Evergreen. He…

The Business of Freelancing, Episode 45: Mandi Ellefson on Scaling Businesses

Today’s show features service scalability strategist, Mandi Ellefson. Mandi helps entrepreneurs develop a system to free up time and remove themselves from their business. In today’s interview we discuss scaling…

The Business of Freelancing, Episode 44: Bart Mroz on What He’s Learned Growing His Business from 2 to 20 Employees

Today we’re joined by Bart Mroz: consultant, co-founder of SUMO Heavy, and long-time friend. Bart is an expert at experimenting new things in his business and using the discoveries to increasingly…

The Business of Freelancing, Episode 43: Liston Witherill on Reading Your Clients’ Minds

Today’s guest is Liston Witherill. Today we got the opportunity to talk about getting into the heads of your clients. It’s important to understand your client’s mindset, the worldview of…

The Business of Freelancing, Episode 42: Naveen Dittakavi On Applying All The Info You Consume

Today’s guest is Naveen Dittakavi. We had a great conversation about how his business has evolved and how important it is to overcome the belief that just because you’ve read…

The Business of Freelancing, Episode 41: Jeffrey Shaw on Creating an Iconic Brand

Taking the time to understand yourself, and manipulating your strengths to get your message out can sometimes be all it takes to push yourself over the edge, and into full-blown…

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Latest Episodes:

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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