The Content Trenches: What It Really Takes to Win With Video | #122: Jack Gaisford

Jack Gaisford is the founder of The Content Club™, a community helping founders create confident and consistent videos that drive real business results. Before launching it, he spent seven years running his agency Odyssey, producing thousands of videos for brands like Microsoft, Xbox and Panasonic. That experience led him to realise the biggest wins come when founders learn to master video themselves. In this episode, Jack shares his journey from early YouTube experiments to becoming one of LinkedIn’s original video creators. You’ll hear practical advice on building your brand with video across LinkedIn and YouTube, stories from helping founders turn content into clients, and the mindset that’s kept him showing up for years while growing a business and enjoying family life. Connect with Jack: https://www.linkedin.com/in/jackgaisford/ https://www.instagram.com/jackgaisford https://www.youtube.com/c/JackGaisford https://the-content-club.co.uk/ Timestamps: 00:00 – Why clients from content stay longer and trust more 00:46 – The myth of quick wins and 90-day success 01:00 – Intro and welcome 01:22 – Who is Jack Gaisford and what is The Content Club™ 01:55 – Early YouTube experiments and teaching himself video 02:24 – Growing a gaming channel to 15K subs before shutting it down 03:07 – Bullying, quitting YouTube, and what he wishes he did differently 04:51 – Why Gen Z dreams of becoming YouTubers 05:45 – Where content creation is heading in the next 5–10 years 07:36 – Starting YouTube again after years on LinkedIn 08:24 – YouTube vs LinkedIn: platforms with different incentives 09:25 – Data obsession, analytics and A/B testing on YouTube 11:12 – Why YouTube is still Jack’s favourite platform 13:19 – The creators and channels that inspire him 16:22 – LinkedIn beginnings: early video hacks with his dad’s company 18:02 – Building his first agency and landing global brands 18:55 – Why he shut the agency and launched The Content Club™ 19:41 – LinkedIn as a huge untapped opportunity for creators 22:09 – How to stand out and break through the noise 24:29 – Jack’s advice: go harder and commit longer than others 27:49 – Why most content success is a long road, not quick wins 28:46 – £2M in revenue from organic LinkedIn content alone 30:10 – Is video still growing on LinkedIn? 31:58 – How social media has shifted from social to relevance 34:47 – What really makes content work in 2025 36:45 – Why you only learn by doing the thing 37:34 – The personal “why” that keeps Jack showing up 40:05 – Gaming, Rocket League, and switching off 41:26 – Gym, health, and balancing work and life 43:57 – Where to find Jack online 44:30 – Final advice for anyone struggling with content creation Connect with Tommen: X: https://x.com/TomasLoucky⁠⁠⁠ Stan: https://stan.store/Tommen LinkedIn: https://www.linkedin.com/in/tomasloucky/⁠⁠ Instagram: https://www.instagram.com/thisistommen/⁠⁠ More: Links: https://linktr.ee/produced_by⁠⁠⁠ FenPost: https://fenpost.com/?via=tomas Newsletter: ⁠⁠⁠⁠https://producednewsletter.substack.com/⁠ Tools & gear that support the show: Neon Now: https://neonnow.co.uk/ Sync: https://www.wearesync.co.uk/ Metricool: https://f.mtr.cool/HRJBZK Ulanzi: https://www.ulanzi.com?aff=2611 Apex Comfort: https://apexcomfort.co.uk/ Midland Flowers: https://midlandsflowerwallco.co.uk/ RA Optics: https://ra-optics.myshopify.com/discount/TOMMEN?rfsn=8803777.591d19 Some links are affiliate links, which means I may earn a small commission at no extra cost to you. If you find them useful, using these links helps keep the podcast running. Thank you!  Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.