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Ep 3: Marketing Ventures w/ Caroline Caswell, Marketing Partner at Operator Collective
Marketing Venture
25 minutes 54 seconds
3 months ago
Ep 3: Marketing Ventures w/ Caroline Caswell, Marketing Partner at Operator Collective
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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