HEAD OF CONTENT
This is not a typical content job. Read every word before you apply.
Location: Remote / Hybrid (London preferred) Salary: £35,000 – £65,000 depending on experience + performance bonus Bonus: Performance bonus tied directly to FastTrack training programme registrations Reports to: Jonathan Jay, FounderTeam size: 6-person content and marketing team Start date: ASAP
WHO WE ARE
Dealmakers is the UK’s leading business acquisition training brand, founded by Jonathan Jay, a serial entrepreneur who has personally bought and sold over 70 businesses across 27 years. Since 2016, we have trained more than 13,000 people to buy profitable businesses without using their own cash.
Our content reaches millions. The Business Buying Strategies podcast is the No.1 M&A podcast in the UK. Our YouTube channel has accumulated over 2.5 million views. We run sold-out live events, a flagship Mastermind programme, and a growing global community of dealmakers.
We are now building a world-class content marketing machine — and we need the person to run it.
THE ROLE — IN ONE SENTENCE
Take everything Jonathan creates and everything the team produces — and turn it into a machine that fills our FastTrack programme seats every single month.
Jonathan is the face and the voice. You run the machine. You manage the team. You own the calendar. You track the numbers. And critically, you come to Jonathan with results and options, not questions and problems.
THIS IS NOT THE JOB FOR YOU IF...
*You talk about ’building brand awareness’ without mentioning conversion rates
*You’ve spent your career in agency or corporate brand marketing with no direct response experience
*You need to be told what to do every day
*You think posting three times a week is a solid content strategy
*You’ve never managed a team or briefed freelancers
*You can’t look at a piece of content and immediately identify whether it has a clear call to action
THIS IS THE JOB FOR YOU IF...
*You understand that content exists to convert — not just to entertain or inform
*You know what a hook is, why it matters, and you can write one instinctively
*You can take a 30-minute podcast episode and turn it into six pieces of platform-native content before lunch
*You’ve followed Alex Hormozi, Jay Abraham, or Dan Kennedy and understand direct response marketing principles
*You’re a self-starter who builds systems, not someone who waits for instructions
*You get genuinely excited by watching a piece of content drive a measurable business result
*You can manage creatives without becoming one of the problems
WHAT YOU’LL ACTUALLY DO
*Own the calendar. Own and run the weekly content calendar across YouTube, LinkedIn, Meta, email and podcast — 50 pieces of content published every week without fail across YouTube, Meta and LinkedIn.
*Manage the team. Brief, manage and review the work of our video editor, designer, videographer, copywriter, podcast producer and LinkedIn writer — they report to you, not Jonathan. You will be the single point of contact between the content team and Jonathan.
*Run the repurposing machine. Take every podcast episode and YouTube video and turn it into 6–8 additional pieces of platform-native content across Shorts, Reels, LinkedIn posts and email angles
*Drive registrations. Ensure every single piece of content has a clear, tracked call to action driving FastTrack programme registrations — and that you can tell Jonathan exactly how many registrations came from content each week
*Bring solutions. Come to Jonathan weekly with: here is what worked, here is what didn’t, here are three ideas for next week — choose one. Not: what should I do next?
*Mine the archive. Work systematically through our back catalogue of 280+ podcast episodes and 228 YouTube videos to produce fresh Shorts, Reels and LinkedIn posts from existing material
*Report on numbers. Present a one-page KPI dashboard to Jonathan every Monday morning
SKILLS & EXPERIENCE — MUST HAVE
*Demonstrable experience in direct response content marketing — you can show us content you’ve created or managed that drove a measurable commercial outcome
*Short-form video editing skills, or proven experience managing editors who produce Shorts and Reels
*Platform-native understanding of LinkedIn, YouTube (including Shorts), and Meta — you know how each algorithm works and how content needs to differ across them
*Project management ability — you can run multiple deadlines across a team of six without dropping a single one
*Copywriting instinct — enough to judge a headline, improve a hook, and spot a weak CTA instantly
*Data literacy — comfortable pulling analytics from YouTube Studio, LinkedIn and Meta and drawing clear conclusions about what to do differently
SKILLS & EXPERIENCE — HIGHLY DESIRABLE
*Experience in the B2B education, coaching, training or personal brand space
*Familiarity with direct response marketing philosophy (Hormozi, Gary V etc))
*Experience growing a YouTube channel or podcast audience with measurable conversion outcomes
*Understanding of paid media on Meta and/or YouTube (even if you won’t be running it yourself)
WHAT ’GOOD’ LOOKS LIKE AT 90 DAYS
*Jonathan has not had to chase a single team member about a piece of content
*50 pieces of content are being published every week, consistently, without Jonathan managing the process
*Every FastTrack link in every piece of content is tracked with a UTM — and you can tell us exactly which content is driving registrations
*The Monday KPI review with Jonathan takes 30 minutes or less
*The back catalogue repurposing machine is running — minimum three old episodes recycled into fresh content each week
*You can articulate clearly which content type is delivering the best cost per FastTrack registration
COMPENSATION
Base salary: £35,000 – £45,000 depending on experience.
Performance bonus: up to £15,000 per year, paid quarterly, directly tied to FastTrack programme registration targets being hit.