Ajinkya “Jinx” Joglekar joins Jeremy Bloom to share what he learned leading marketing at Dish and Sling, why he decided to take the leap into consulting after 20+ years in corporate, and how curiosity became the skill that helped him “punch above his weight” early in his career.

They also dig into what real mentorship looks like, how leaders can build a culture of learning across teams, and why great advertising is not just creative and media but also the sales experience.

Takeaways

Your corporate career can be the venture capital that funds your future risk-taking.
Curiosity lets you lead and influence even before you have a title or direct reports.
Great advertising only works when creative, media, and the sales experience are connected.
Leaders build learning cultures by meeting every level of the team and making collaboration unavoidable.
Mentorship programs work best when they are supported from the top but driven organically from the ground.

Chapters

00:00 Jinx introduces himself and his background leading marketing at Dish and Sling.

03:05 Why he left the CMO seat to bet on himself and start consulting.

06:40 The mentor who gave him his first real marketing start and taught him scrappy fundamentals.

12:10 The moment he realized curiosity is a career advantage that helps you punch above your weight.

14:40 How to build a culture of learning through one-on-ones and cross-team collaboration.

18:10 Advice for emerging marketers and sellers: don’t stay in your lane and use your network.

20:05 How organizations can create mentorship programs that work without feeling forced.

OhHello Ep. 116 Ajinkya “Jinx” Joglekar, ex-CMO Dish & Sling, on mentorship and curiosity