Ep 3: Marketing Ventures w/ Caroline Caswell, Marketing Partner at Operator Collective

Ep 4: Marketing Ventures w/ Kera DeMars, Head of Marketing at Hustle Fund

In this episode of Marketing Ventures, we speak with Kera DeMars [https://www.linkedin.com/in/kerademars], Head of Marketing at Hustle Fund [https://www.hustlefund.vc/]. Hustle Fund is a pre-seed and seed stage venture capital firm that has invested in over 600 portfolio companies globally, including notable companies like Gamma and Rupa Health. Kera brings a unique perspective to venture marketing, having transitioned from The Hustle where she managed dozens of high-stakes events annually to becoming one of the few marketing leaders in the venture capital space. Through tactical newsletters, strategic events, and community-building initiatives, she's developed a playbook for reaching both founders and investors in an increasingly competitive market. Topics Discussed: * Transitioning from media/events to venture capital marketing * Building and scaling newsletter content at 40,000+ subscribers with 50-80% open rates * Managing dual customer bases (founders and investors) as a competitive advantage * Creating tactical, depth-focused content that cuts through venture capital jargon * Leveraging AI tools for content creation and scaling editorial workflows * Running 40+ annual events across virtual and in-person formats * Testing and sunsetting initiatives: lessons from failed podcast and education programs   //   Sponsors: Front Lines — We help B2B tech companies launch, manage, and grow podcasts that drive demand, awareness, and thought leadership. www.FrontLines.io [http://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 [http://www.globaltalent.co/]   //   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 [https://open.spotify.com/show/53yCHlPfLSMFimtv0riPyM]

Ep 3: Marketing Ventures w/ Caroline Caswell, Marketing Partner at Operator Collective

In this episode of Marketing Ventures, we speak with Caroline Caswell [https://www.linkedin.com/in/carolinecaswell/], Marketing Partner at Operator Collective [https://www.operatorcollective.com/]. 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   //   Sponsors: Front Lines — We help B2B tech companies launch, manage, and grow podcasts that drive demand, awareness, and thought leadership. www.FrontLines.io [http://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 [http://www.globaltalent.co/]   //   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 [https://open.spotify.com/show/53yCHlPfLSMFimtv0riPyM]

Ep 2: Marketing Venture w/ Alvin Kim, Director of Marketing at TriplePoint Capital

In this episode of The Marketing Front Lines, we speak with Alvin Kim [https://www.linkedin.com/in/theonlyalvinkim], Director of Marketing at TriplePoint Capital [https://www.triplepointcapital.com/]. As the first marketing hire at a 20-year-old venture debt fund, Alvin shares his experience building a marketing function from scratch in an industry where capital is commoditized and differentiation is essential. From transforming a firm that once operated like a "speakeasy" to creating strategic frameworks for partner relationships, Alvin provides a rare inside look at marketing within venture capital and how his storytelling background shaped his approach to connecting with founders. Topics Discussed: 1. Building marketing from zero to one at an established venture debt fund 2. Transitioning from PR and storytelling to financial marketing 3. Creating differentiation in the commoditized venture capital space 4. Balancing digital marketing with high-touch relationship building 5. Leveraging portfolio company relationships as authentic marketing assets 6. Developing effective messaging frameworks in competitive markets 7. The evolving VC landscape where funds are investing at increasingly earlier stages   //   Sponsors: Front Lines — We help B2B tech companies launch, manage, and grow podcasts that drive demand, awareness, and thought leadership. www.FrontLines.io [http://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 [http://www.globaltalent.co/]   //   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 [https://open.spotify.com/show/53yCHlPfLSMFimtv0riPyM]

Ep 1: Marketing Venture w/ Becca Chambers, CMO of Scale Venture Partners

In this episode of Marketing Ventures, we speak with Becca Chambers [https://www.linkedin.com/in/beccapchambers/], CMO of Scale Venture Partners [http://www.scalevp.com/]. Becca made the leap from cybersecurity marketing to venture capital, bringing an outsider's perspective to an industry that often recycles the same playbooks. Three months into her role, she's leading a complete brand refresh while building a marketing team from scratch. Her mission: shake up venture marketing by bringing B2B tech tactics into a world where all firms sound exactly the same. With 71,000 LinkedIn followers and 80 million content views, Becca practices what she preaches about building authentic personal brands in an era where executives can no longer hide behind corporate messaging. Topics Discussed: * Transitioning from corporate marketing to venture capital marketing * Managing multiple stakeholders without traditional revenue goals * Building content engines that balance entertainment with thought leadership * Creating authentic personal brands for executives and investors * Navigating the shift from traditional to new media in venture * Developing individual investor brands within a firm structure     //   Sponsors: Front Lines — We help B2B tech companies launch, manage, and grow podcasts that drive demand, awareness, and thought leadership. www.FrontLines.io [http://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 [http://www.globaltalent.co/]   //   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 [https://open.spotify.com/show/53yCHlPfLSMFimtv0riPyM]