Politics, persuasion and podcasts - lessons from Jimmy’s Jobs of the Future

In this special crossover episode, we’re joined by Jimmy McLoughlin, host of Jimmy’s Jobs of the Future, to explore the intersection of politics, media, and marketing. Jimmy shares how he built one of the UK’s most influential political podcasts, landed interviews with the Prime Minister, and why big podcasts now rival traditional media in shaping public opinion.

We also compare the most impactful episodes from both shows, debate trust in marketing and politics, unpack why some of today’s biggest tech brands struggle with branding, and make the case for humour in advertising.

Timestamps

00:00 - Start
01:37 - How Jimmy McLoughlin became a podcaster
04:21 - How Jimmy got the Prime Minister of the UK on the pod
08:50 - The power of big podcasts
11:43 - Why can’t politicians be honest?
12:56 - The top 5 episodes of Jimmy’s Jobs of the Future
16:59 - The top 5 episodes of Uncensored CMO in 2025
21:25 - What episode has inspired Jimmy the most
23:27 - What episode has inspired Jon the most?
29:34 - What politician would Jon most like to interview?
30:33 - The danger of all the new podcasts being released
33:27 - The most untrustworthy professions; marketing and politics
34:39 - Webinars need a rebrand
35:56 - Why no marketer was involved with branding ChatGPT
37:27 - Monzo’s great marketing in 2025
39:33 - The serious case for humour in advertising
39:58 - The different types of happiness in advertising
41:46 - The shifting advertising landscape
46:13 - Approaching marketing like a politician
47:51 - Career advice in 2026 from Jimmy McLoughlin
49:20 - When politics and marketing collide