This week on How To Win: Vinay Bhagat of TrustRadius, revolutionizing B2B software buying with in-depth user reviews. You’ll hear how TrustRadius overcame the challenge of creating a trusted review platform in a saturated market, the strategic decisions that led to successful monetization, and the importance of focusing on quality over quantity to cater to both software vendors and buyers.Key Points:[00:02:30] - Inspiration behind your business model?[00:03:15] - Tackling initial cold start problem?[00:04:00] - Scaling outreach effectively?[00:05:15] - Competitive landscape at inception?[00:08:45] - Monetization through content syndication?[00:10:00] - No initial go-to-market strategy?[00:13:30] - Differentiation strategy in sales?[00:14:15] - Building a differentiated audience?[00:15:00] - Creating a buyer-centric platform?[00:18:00] - Strategy for targeting large tech companies?[00:18:45] - Focus on thought leadership and content?[00:19:45] - Advice for B2B founders?[00:20:15] - Balancing bootstrap with funding?[00:24:30] - TrustRadius's keys to winning?Mentioned:Vinay BhagatTrustRadius.comVinay Bhagat's XMy Links:Twitter / XLinkedInWebsiteWynterSpeeroCXL

This week on How To Win: Adam Robinson of Retention.com, an innovative leader in the email marketing space. You’ll hear about the journey of identifying a market gap and creating a differentiated product in a competitive environment, the importance of strategic focus on a specific target market, particularly in e-commerce, and the implementation of focused go-to-market strategies for sustained growth and market penetration.Key Points:[01:48] - What was your first market product?[02:51] - How did it become a standalone product?[04:12] - Who's the primary buyer for this?[07:30] - Post-revenue, how did strategy evolve?[15:00] - How did you achieve business differentiation?[16:48] - Top three advice for B2B founders?[18:45] - What's behind Retention.com's winning strategy?Mentioned:Adam RobinsonRetention.comAdam Robinson's XMy Links:Twitter / XLinkedInWebsiteWynterSpeeroCXL

Chris Federspiel, CEO of Blackthorn.io, discusses the company's strategic growth in the Salesforce ecosystem and the role of customer feedback. Topics include go-to-market strategies, target customers, effective acquisition channels, and the importance of focus and industry expertise. They also touch on challenges in product development, shifting market focus, and working with partners for customer acquisition.

Clate Mask, Co-founder and CEO of Keap, discusses finding the right customers, combining software with services, and evolving marketing. Highlights include building products based on business needs, serving small businesses dealing with chaos, and embracing partners for growth.

Vinay Patankar, Founder and CEO of Process Street, discusses how they identified market needs, monetization strategies, transitioning to larger customers, revenue from inbound channels, differentiation amid competition, and advises founders on product and go-to-market strategies.

Entrepreneur Sam Jacobs, who built a $15 million community learning business, discusses leveraging LinkedIn for organic growth, creating sub-communities, and mistakes made after raising VC money. Key moments: Describing the company, issues with e-learning, cutting back, growing communities, advice for founders, and lessons learned.

Guest Gleb Budman, co-founder and CEO of Backblaze, discusses bootstrapping, serving mid-market customers, building their own platform, and the advantages of startups. They also talk about building an affordable storage infrastructure and learning from mistakes.

Jess Mah, Co-founder of indinero, discusses pivoting to a new customer segment, observing customer use to identify product issues, customizing marketing for each vertical, and replacing herself as CEO with an experienced leader.

This week on How To Win: Andrew Lau of Jellyfish, the engineering management platform. You'll hear how they validated the problem space, figured out product-market fit, and used founder-led sales to generate traction.Key Points:2:03 - Getting first revenue with founder-led selling4:12 - Seeing massive growth after increasing COVID demand6:33 - Focusing on customer needs over competitors8:46 - Timing is everything - being patient10:58 - Staying focused on your team and customers12:33 - Acknowledging timing and people are key combinations14:52 - Funding marketing appropriately at different times22:41 - Timing is everything as operator, people are everything as investorMentioned:JellyfishAndrew LauMy Links:TwitterLinkedInWebsiteWynterSpeeroCXL

Christian Kletzl, CEO and co-founder of UserGems, dives into the art of landing major clients with his tracking software for sales. He shares his journey of pivoting multiple times to finally nail product-market fit, revealing how valuable customer feedback shaped their strategies. The discussion touches on appearing larger through smart marketing, the benefits of targeting high-value clients, and the evolution from a data-centric to a workflow-focused company. Kletzl also emphasizes the importance of prioritizing fit over financial gain when selecting customers.