#247 Playing Big as a Freelancer: Lessons from Tara Mohr’s Empowering Book with Emily Reagan

#247 Playing Big as a Freelancer: Lessons from Tara Mohr’s Empowering Book with Emily Reagan

Author: Emily Reagan | Digital Marketing Mentor, Speaker April 8, 2025 Duration: 19:31

Are you stuck in a cycle of playing small—waiting for the perfect time to speak up, launch that offer, or finally raise your rates? Yeah, I’ve been there. 

In this solo episode, I’m sharing one of my favorite reads that gave me the push I didn’t know I needed: Playing Big by Tara Mohr. And let me tell you, this book was written for freelancers like us. I’m breaking down the biggest takeaways that changed how I lead, pitch, and show up in my business. It’s time to get out of your own way and step into that next-level version of you (and your freelancer business).


Listen to learn more about:

  • The two voices inside your head: your Inner Mentor & your Inner Critic (and how to quiet the wrong one)
  • Why waiting to feel “ready” is actually holding you back in your freelance business
  • How to reframe fear and self-doubt so they don’t sabotage your goals
  • Tara Mohr's concepts of self-promotion vs. visibility and the importance of leaning into your purpose as a freelancer
  • How Playing Big is different—and more realistic—than hustle culture advice


If you’re second-guessing yourself or just want someone to tell you it’s okay to take up space and charge what you’re worth, this episode will light a fire under you. Playing Big isn’t just a book, it’s a mindset shift. And trust me, your future self (and your bank account) will thank you.


Sponsored by AI Copywriter in a Box 

Struggling to create client content fast? Stop wasting time starting from scratch. AI Copywriter in a Box helps you craft high-converting, client-ready content in minutes—emails, social posts, sales pages, and more—all in your client’s unique voice. I use it myself to skip the endless revisions and get premium content done fast. Use my affiliate link & get $50 off with the code UNICORN. You can use the AI Copywriter for up to 4 different clients. Grab yours now!


Links Mentioned in the Show:

  • Grab the book: Playing Big by Tara Mohr 
  • We recently read “Playing Big” inside our Digital Marketer’s Workgroup as part of our monthly book club, and the conversations that came out of it were next level. It sparked powerful mindset shifts and real action for so many of my members—and now I’m bringing those insights to you. Want to be part of conversations like this and grow alongside other smart, driven freelancers? Apply here!


Connect with Emily:



3 ways we can work together: 

  1. Need to build your digital marketing skills and set up solid workflows so you can confidently put yourself out there for freelance work? Get on the waitlist for the Unicorn Digital Marketing Assistant School where you'll learn in-demand marketing implementation skills to launch or grow your work-from-home business. I also share job leads directly with students, making this a true gateway to flexible, meaningful freelance work. Ready to get started sooner? You can jump into the self-study program right now.
  2. Already doing marketing work and have a few clients? Want a stronger referral network? Apply for our Digital Marketer’s Workgroup—a tight-knit community of freelancers just like you. Inside, you'll get behind-the-scenes support, advanced trainings, and troubleshooting that every solo marketer needs. Plus, I’ve shared over 3,000 job opportunities with this group—exclusive leads you won’t find anywhere else. If you're ready to grow your business and connect with a supportive network, join us here!
  3. Looking to hire a Digital Marketing Assistant? If you want to expand your team & grow your business, submit your job opportunity here. I'll share it with the skilled unicorn marketing assistants inside my workgroup totally free.

  >>> Download my Top Ten Most Requested Digital Marketing Tasks & Services


Emily Reagan brings her experience as a digital marketing mentor and speaker directly into your headphones with The Marketing Freelancer: Unicorns Unite. This isn't about vague inspiration; it's a practical dialogue for those navigating the specific challenges of running a solo marketing business. Each episode digs into the real work of positioning your services, attracting clients who value your expertise, and establishing pricing that reflects the true impact of your work. You'll hear conversations focused on moving beyond the feast-or-famine cycle to create a sustainable, profitable practice. Emily operates from the belief that every skilled freelancer possesses a unique set of talents-their "unicorn" qualities-that form the foundation of a standout business. The discussions in this podcast are designed to help you identify and leverage those strengths with confidence. Whether the topic is refining a niche, improving client conversations, or streamlining operations, the aim is actionable insight. Tuning in means joining a community focused on elevating the craft of freelance marketing, not just as a side hustle, but as a primary, rewarding career. If you're building a business in marketing, entrepreneurship, or creative services, this series offers a direct line to strategies and mindsets that can help shape your path forward.
Author: Language: English Episodes: 100

The Marketing Freelancer: Unicorns Unite
Podcast Episodes
#201 Common Mistakes Service Providers Make on Packages [not-audio_url] [/not-audio_url]

Duration: 31:41
Here’s what I see happen with freelance service providers: We jump in, we book our first clients, and then we never look back and never take the time to up-level our positioning and assets so we can attract bigger client…
#199 Intake Form Questions for Service Providers [not-audio_url] [/not-audio_url]

Duration: 38:18
What intake form questions should service providers ask prospects before a discovery call? Don’t underestimate the power of asking the right questions upfront! This little form is the gateway to vetting your prospects, e…
#197 Building a Virtual Assistant Agency Model with Tasha Booth [not-audio_url] [/not-audio_url]

Duration: 59:22
Agency ownership isn't for everybody. We’re really diving into what it takes to start an agency, what you need to do to prepare yourself, and what mistakes to avoid. Even if you're not thinking of an agency right now, yo…
#196 Bookkeeping for Virtual Assistant Businesses with Serena Shoup [not-audio_url] [/not-audio_url]

Duration: 55:53
All of us are freelancers for a reason: we want freedom. We also envisioned financial freedom. We're diving deeper into the bookkeeping, the accounting, and the expenses we can write off so that we are not paying the IRS…