

#269: Moments I wanted to quit, AI-proofing, what’s changed on social, and whether I’d ever sell the business [Ask CS Pt. 2)
105 snips Aug 12, 2025
Discover the secrets of optimizing LinkedIn posts for maximum engagement and learn how to transition from freelancing to productizing services. Gain insights into personal branding decisions and the art of captivating podcast titles for better retention. Explore the evolving role of AI in creativity, along with the necessity of building niche communities in today's digital landscape. Plus, hear reflections on work-life balance and the challenges of content investment strategies in the creator economy.
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Hook Twice On LinkedIn
- Jay Clouse recommends publishing at least three times per week on LinkedIn to get reach.
- Use media plus a strong first-three-lines hook so you have two chances to engage viewers.
Start On One Platform
- Jay Clouse advises picking one medium and platform and focusing deeply instead of spreading thin.
- Support others on that platform to build relationships that drive growth.
Productize Repeatable Work
- Jay Clouse says sell services first to learn clients' problems and spot repeatable patterns.
- Turn recurring problems into productized services to scale time and charge better rates.