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- 36. ⚒️ Everything Marketplaces From Grubhub, Eventbrite, Airbnb & Whatnot
🎙️ Pod Shots
Today we cover the recent Everything Marketplaces Podcast with Casey Winters. Casey is a Growth Advisor to marketplaces like Whatnot and Bounce and was most recently the Chief Product Officer at Eventbrite. He’s also worked with marketplaces like Faire, Hipcamp, Airbnb, Thumbtack, and many more. He’s an industry go-to when it comes to product and growth for marketplaces and frequently publishes posts about them on his blog. This is a great primer for anyone interested in the essentials and growth tactics for marketplaces.
⚒️ Everything Marketplaces From Grubhub, Eventbrite, Airbnb & Whatnot

Everything Marketplaces
🎙️ Listen to the full episode here
📆 Published: April 20h, 2024
🕒 Estimated Reading Time: 2 minutes. Time saved: 45 minutes🔥
Mastering Growth: The Casey Winters Methodology 📈
Casey blends deep analytical skills with a visionary approach to marketplace dynamics. His career transition from analyst to top advisor illustrates the strategic acumen necessary for today’s marketplace leaders. So what can you to do emulate him?
Key Insights for Founders and Product Managers:
Strategic Balance: Winters emphasises the critical need to balance supply and demand, highlighting strategies to leverage existing supply for driving demand, a tactic often underestimated in its potential to scale efficiently.
Common Pitfalls: He points out frequent errors such as the oversimplification of growth metrics and the absence of a detailed scalability playbook, which can impede long-term success.
The Art of Supply-Driven Demand Generation 🔄
Winters articulates a compelling case for using supply as a catalyst for demand. This approach not only enhances efficiency but also serves as a growth multiplier when applied with precision.
Detailed Learning Points:
Case Study: Eventbrite: Under Winters’ leadership, Eventbrite doubled its demand driven by event creators from 15% to over 30%. This was achieved by encouraging creators to use Eventbrite’s marketing tools, thus organically boosting user acquisition through supplier activities.
Supply-Driven Strategies: Casey suggests incentivising suppliers to promote their services, effectively turning them into advocates for the marketplace. This can be a cost-effective alternative to traditional advertising.
Addressing Challenges in Low-Frequency Marketplaces 🔍
Winters provides strategies specifically tailored to marketplaces where transactions occur infrequently, highlighting the need for maintaining user engagement over prolonged periods.
Actionable Strategies:
Enhancing Visibility and Recall: Invest heavily in SEO and maintain a robust presence on major platforms to ensure that your marketplace remains the go-to option when the need arises.
Building Community Engagement: For marketplaces like Zillow, creating non-transactional yet engaging content such as Zestimate keeps users returning more frequently, maintaining top-of-mind awareness.
B2B Marketplace Essentials: A Strategic Checklist ✔️
Delving into the specifics of B2B marketplaces, Winters underscores the necessity for market-specific knowledge and a clear understanding of industry dynamics.
Checklist for Success:
Supply Fragmentation and Frequency: Evaluate your marketplace for supply fragmentation and transaction frequency. This will dictate your approach to scaling and customer acquisition.
Industry-Specific Insights: Drawing from his advisory roles, Winters highlights the importance of profound industry insights before entering a B2B marketplace, noting that foundational knowledge significantly impacts the trajectory of growth and scalability.
Community Engagement: Q&A Insights 💬
During an interactive Q&A session, Casey shared further nuanced strategies, answering questions on scaling, category expansion, and integrating SaaS solutions into marketplace models.
Key Takeaways from the Q&A:
On Category Expansion: Winters discussed the successful strategies employed by platforms like Whatnot, which scaled by understanding the unique attributes of initial categories before branching out to similar ones, ensuring product-market fit across expansions.
Integrating SaaS with Marketplaces: He critically evaluates the trend of starting with a SaaS model before transitioning to a marketplace, advising that a marketplace-first approach, focusing on liquidity and user acquisition, tends to yield better long-term results.
We’ve barely scratched the surface on this so if this interests you, take a listen to the full episode here.
📅 Timestamps:
0:19 - Introduction of Casey Winners and his extensive marketplace experience.
1:29 - Casey shares insights from his early career and key roles in major companies.
3:10 - Discussion on growth strategies and advisory roles in various marketplaces.
4:30 - Insights into the appeal and business models of marketplaces.
6:00 - Importance of detailed metrics in marketplace strategies.
7:32 - Leveraging supply to drive demand as a growth strategy.
13:49 - Overcoming challenges in low-frequency marketplaces.
19:16 - Key requirements for successful B2B marketplaces.
24:14 - Start of the group Q&A session, addressing specific community questions.
43:34 - Closing remarks and final insights.