Discover when to stay in your role, when to pivot internally, and when it's time to make your move—plus the skills that will future-proof your media career.

In this episode of It's A Yes! Making It In Media, Jo Wood and Debra Sharron tackle one of the biggest questions facing media professionals: should you stay in your current role, look for internal opportunities, or make a move to a new company?

Despite negative headlines about the media job market, Jo reveals the reality is far more optimistic than LinkedIn would have you believe. While some roles have become more competitive, ad spend in the UK continues to climb toward £40 billion, creating ongoing demand for talented salespeople. The challenge isn't whether jobs exist—it's knowing when and how to make your next move.

Jo and Debra explore the critical milestones when salespeople typically get itchy feet, the emerging importance of data literacy and portfolio selling, and why "stay interviews" might be more valuable than exit interviews. Plus, special guest Jo Redfern Evans from Education Cubed joins to share her insights on getting promoted, including the powerful "Yes, But" framework for identifying and addressing career obstacles.

Whether you're feeling restless in your current role, frustrated about promotion prospects, or weighing up a competitor's offer, this episode delivers practical frameworks for making informed career decisions.

1. The real state of the media job market—beyond the doom and gloom headlines
2. The 18-month itch: when high performers start looking for their next challenge
3. Essential skills for 2026: portfolio selling, data literacy, and ROI conversations
4. Specialist vs. generalist—which path serves you better at different career stages
5. How to evaluate internal opportunities before looking externally
6. The "Yes, But" framework for understanding what's blocking your promotion
7. Culture vs. cash: how to decide when a competitor comes calling
8. Stay interviews and why managers need to proactively retain top talent
9. The three-choice framework: change it, live with it, or get out of it

Jo Redfern Evans is the founder of Education Cubed, a niche agency operating at the intersection of education, data and insight. She brings valuable perspective on carving out a specialism and building new business in media. In this episode, Jo shares her hard-won lessons on internal politics, influence, and getting promoted—including the promotion she didn't get and what she learned from it.

Mad Men (Netflix)

Debra recommends this iconic American drama series set in the 1960s New York advertising world—not for the workplace behavior (absolutely not), but for masterclass-level pitch craft. More here: https://www.netflix.com/title/70136135

If there's a media career question, challenge or experience you'd...

Learn what hiring managers actually look for in CVs and interviews - and the closing techniques that shift the power dynamic in your favour.

In this episode of It's A Yes! Making It In Media, Jo and Debra reveal how to position yourself effectively throughout the media recruitment process. Whether you're applying for media sales roles, transitioning from client services, or preparing for interviews, this episode shows you how to build and showcase your personal brand.

Discover what makes CVs stand out to hiring managers, why the recruitment process is your first sales pitch, and the interview techniques that get you remembered for the right reasons. Jo and Debra answer listener questions about breaking into media sales, making career transitions, and standing out from other candidates. They also discuss how to succeed in media sales as an introvert, plus share practical frameworks like the STAR method for talking about achievements.

If you're looking to land your next media role or help someone navigate the application process, this episode delivers actionable insights on selling yourself with authenticity and confidence.

1. Why the recruitment process is your first sales opportunity—and how most candidates miss it
2. What actually makes a CV work
3. The questioning and closing skills that showcase sales capability in interviews
4. How to prove your skills are transferable when moving from client services to sales
5. Using the STAR method to tell achievement stories that land
6. How to answer "why should we hire you?" without cringing
7. The power of memorable moments
8. The introverted sales person: how to succeed in media sales when networking doesn't come naturally

To Sell is Human — Daniel H. Pink

Debra recommends this essential read for anyone in a modern sales role. Pink's core argument is that we're all in sales—whether we realise it or not. Pink delivers science-backed techniques for modern persuasion, from asking better questions to cutting through information overload.

More here: https://www.danpink.com/books/to-sell-is-human/

If there's a media career question, challenge or experience you'd like us to explore, email hello@makingitinmedia.com

Debra runs live, interactive online media sales training workshops focused on building commercial confidence and capability.

Details of upcoming sessions can be found here: https://makingitinmedia.com/sales-training-courses/

Follow the show for conversations about building a career in media, and share this episode...

Welcome to the first episode of It’s A Yes! Making It In Media. Hosts Jo Wood (The Media Exchange) and Debra Sharron (Media Sales Training) share the career paths that led them into media from unconventional beginnings.

They discuss their career transitions from pharmacy and English literature into media recruitment and magazine sales, exploring why neither initially saw themselves as "salespeople". This episode tackles common questions about professional development in media, including how to refine your CV, what drives promotion decisions when you're already hitting targets, and why job satisfaction can shift around the 18-month mark.

Why do top performers sometimes get overlooked for advancement? What role do team dynamics and communication skills play in sales success? Jo and Debra explore what's often happening behind the scenes in sales management and career progression.

1. Why sales roles are often misunderstood across the industry
2. What commercial experience gives you that other roles don’t
3. How progression and recognition tend to work behind the scenes
4. What influences job satisfaction and motivation throughout a media career
5. CVs and recruitment - and why human judgement still matters
6. Communication skills, team dynamics and adapting your approach for career success
7. Critical turning points where media professionals rethink their next move

Surrounded by Idiots — Thomas Eriksson

Debra recommends this bestselling book on communication styles, based on the DISC personality model. It explores why people communicate differently at work and how adapting your approach can improve working relationships across teams, clients and managers.

More here: https://www.surroundedbyidiots.com/en/

If there’s a media career question, challenge or experience you’d like us to explore, email hello@makingitinmedia.com

Debra runs online interactive media sales training workshops focused on building commercial confidence and capability.

Details of upcoming sessions can be found here: https://makingitinmedia.com/sales-training-courses/

Follow the show for conversations about building a career in media, and share this episode with someone who would find it relevant.

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