What Worked, What Didn’t: Our Top Three Podcasting Lessons of the Year
Wed Nov 12 2025
If you’re looking to learn from real stories of trial, error, and triumph in podcasting and entrepreneurship, settle in—this episode offers advice, laughs, and a practical roadmap to start the new year stronger than ever.
Welcome back to The Circle Sessions, where we gather insights from the Circle of Experts to help you grow your podcast, your brand, and your business. In this year-end review episode, host Brett Johnson is joined by Yasmine Robles and Izzy Dadosky from Rebel Marketing for a candid conversation on the three biggest lessons they learned over the past year.
Together, they talk about the realities of goal-setting (and what happens when you try to do too much too fast), the importance of knowing your worth when it comes to pricing, and learning to embrace your unique working style—especially in the face of changing circumstances.
Yasmine and Izzy reflect on the power of keeping things simple, honest discussions about money (both with clients and within the team), and the value of accountability and partnership. Brett shares his experience with outsourcing and the importance of listening to how others perceive your brand.
Plus, they talk openly about firing fast, moving past people-pleasing, and creating flexible workflows that serve both business growth and personal well-being.
Moments
03:13 "Rebranding, Pricing, and Growth"
06:59 Shared Goals Boost Collaboration
09:27 Letting Go of Personal Doubts
13:35 "Accountability in Business and Life"
18:02 Balancing Parenthood and Work Flexibility
22:04 "Connect, Follow, Market Like Pros"
23:01 Podcast & Marketing Collaboration
5 Keys You’ll Learn From This EpisodeKeep It Simple, Seriously! - Learn why trying to do all the things at once can trip you up—and how embracing the KISS method (shout-out to Izzy!) helped the Rebel team focus on what really matters.Know Your Worth - Yasmine and Izzy open up about the real struggle of underpricing your work, especially as women business owners, and how they overcame the fear of raising rates.The Power of Accountability - How having a business partner (or someone in your corner) can keep you honest—not just about money, but about making tough decisions and actually sticking to them.You Can’t Please Everyone (and That’s Okay!) - Izzy shares her lightbulb moment about letting go of the need to be liked by everyone—whether that’s clients, colleagues, or anyone else.Find Your Flow, Not Just a 9-to-5 - Whether it’s late-night creativity or juggling clients and kids, discover how the team embraced flexible schedules and leaned into their personal working styles to get the best results.
Yasmine works alongside clients to design a website that's driven by strategy, looks amazing, and that you can actually use to grow your podcast, and your business.
Her website.
Her Instagram.
Click here for the checklist!
Each week, one of The Circle of Experts talks about critical aspects of growing your podcast. We focus on marketing, social media, monetization, website design, and implementation of all of these to help you make the best podcast possible.
Have a question or an idea for one of our episodes? Send us an email at podcasts@circle270media.com.
The Circle of Experts are:
Yasmine Robles from Rebel Marketing
Tonnisha English-Amamoo of a...
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If you’re looking to learn from real stories of trial, error, and triumph in podcasting and entrepreneurship, settle in—this episode offers advice, laughs, and a practical roadmap to start the new year stronger than ever. Welcome back to The Circle Sessions, where we gather insights from the Circle of Experts to help you grow your podcast, your brand, and your business. In this year-end review episode, host Brett Johnson is joined by Yasmine Robles and Izzy Dadosky from Rebel Marketing for a candid conversation on the three biggest lessons they learned over the past year. Together, they talk about the realities of goal-setting (and what happens when you try to do too much too fast), the importance of knowing your worth when it comes to pricing, and learning to embrace your unique working style—especially in the face of changing circumstances. Yasmine and Izzy reflect on the power of keeping things simple, honest discussions about money (both with clients and within the team), and the value of accountability and partnership. Brett shares his experience with outsourcing and the importance of listening to how others perceive your brand. Plus, they talk openly about firing fast, moving past people-pleasing, and creating flexible workflows that serve both business growth and personal well-being. Moments 03:13 "Rebranding, Pricing, and Growth" 06:59 Shared Goals Boost Collaboration 09:27 Letting Go of Personal Doubts 13:35 "Accountability in Business and Life" 18:02 Balancing Parenthood and Work Flexibility 22:04 "Connect, Follow, Market Like Pros" 23:01 Podcast & Marketing Collaboration 5 Keys You’ll Learn From This EpisodeKeep It Simple, Seriously! - Learn why trying to do all the things at once can trip you up—and how embracing the KISS method (shout-out to Izzy!) helped the Rebel team focus on what really matters.Know Your Worth - Yasmine and Izzy open up about the real struggle of underpricing your work, especially as women business owners, and how they overcame the fear of raising rates.The Power of Accountability - How having a business partner (or someone in your corner) can keep you honest—not just about money, but about making tough decisions and actually sticking to them.You Can’t Please Everyone (and That’s Okay!) - Izzy shares her lightbulb moment about letting go of the need to be liked by everyone—whether that’s clients, colleagues, or anyone else.Find Your Flow, Not Just a 9-to-5 - Whether it’s late-night creativity or juggling clients and kids, discover how the team embraced flexible schedules and leaned into their personal working styles to get the best results. Yasmine works alongside clients to design a website that's driven by strategy, looks amazing, and that you can actually use to grow your podcast, and your business. Her website. Her Instagram. Click here for the checklist! Each week, one of The Circle of Experts talks about critical aspects of growing your podcast. We focus on marketing, social media, monetization, website design, and implementation of all of these to help you make the best podcast possible. Have a question or an idea for one of our episodes? Send us an email at podcasts@circle270media.com. The Circle of Experts are: Yasmine Robles from Rebel Marketing Tonnisha English-Amamoo of a...