In this episode of Marketing Ventures, we speak with Caroline Caswell, Marketing Partner at Operator Collective. Operator Collective is disrupting traditional venture capital by building the firm around a community of senior tech executives who serve as limited partners and advisors. As the sole marketing team member, Caroline has developed a differentiation strategy that cuts through the noise of identical VC messaging while proving value through trackable results. Her journey from agency work with Slack's enterprise pivot to pioneering marketing at an operator-focused VC firm offers unique insights into both storytelling at scale and building authentic community-driven brands.
Topics Discussed:

Building differentiated messaging in a commoditized VC market
Operating as a marketing team of one across multiple functions
Transitioning from agency work to venture capital marketing
Creating the "collective venture model" and trademarking positioning
Developing proof-based marketing through trackable portfolio support
Managing founder storytelling while maintaining firm narrative
Context switching between portfolio company crises and fundraising materials

 
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Sponsors:
Front Lines — We help B2B tech companies launch, manage, and grow podcasts that drive demand, awareness, and thought leadership.
www.FrontLines.io

The Global Talent Co. — We help tech startups find, vet, hire, pay, and retain amazing marketing talent that costs 50-70% less than the US & Europe. 
www.GlobalTalent.co
 
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Don't Miss: New Podcast Series — How I Hire
Senior GTM leaders share the tactical hiring frameworks they use to build winning revenue teams. Hosted by Andy Mowat, who scaled 4 unicorns from $10M to $100M+ ARR and launched Whispered to help executives find their next role.
Subscribe here: https://open.spotify.com/show/53yCHlPfLSMFimtv0riPyM 
 

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