Startups For the Rest of Us

In this discussion, Jane Portman, co-founder of Userlist, shares insights from her seven-year journey in SaaS customer success. She outlines the four stages of their evolution, revealing the challenges of onboarding complex products. Jane highlights the transition to 'done-for-you' services and the importance of leveraging customer feedback. The conversation also touches on the significance of insightful content creation in the SaaS space, emphasizing expertise over superficial articles.

A forward-looking discussion unveils nine bold predictions for the startup landscape in 2025. Trends in AI are reshaping search and advertising dynamics, making AI a standard feature rather than a buzzword. Self-driving taxis are gaining traction, promising safety benefits while challenging traditional transport. Additionally, increasing platform risks loom for entrepreneurs, highlighting the unpredictable nature of platform reliance. Get ready for an evolving tech landscape!

Join Rob as he reflects on the intriguing concepts of 2024! He revisits the 2-20-200 Validation Framework and the eight levels of platform risk. Discover his top five favorite episodes filled with entrepreneurial insights. He also shares personal accomplishments and evaluates his predictions for the year. Plus, get a sneak peek into the return of TinySeed Tales in 2025. It's a candid journey through triumphs and challenges in the SaaS landscape!

Join Tracy Osborn, an active tech influencer and contributor to TinySeed, alongside Einar Vollset, co-founder of TinySeed, as they dive into the rising social media platform Bluesky. They make bold predictions about its future and engage in a friendly bet. The duo also discusses TinySeed's new fundraising efforts and how Y Combinator chooses to support competing startups. They tackle imposter syndrome faced by founders and reflect on the implications of potential social media regulations in Australia, highlighting the balance between freedom and safety.

Selling a business can be an emotional rollercoaster, akin to a divorce, filled with unexpected challenges. Insightful discussions reveal the psychological impacts of this transition and emphasize the importance of planning and mental health. The bond entrepreneurs have with their businesses is compared to parental connections, making the departure even harder. Founders are urged to document their exit visions to navigate this complex journey. Personal anecdotes add depth, turning a daunting topic into relatable and useful guidance.

Explore the significance of embracing hard work and resilience in entrepreneurship, likening it to bison facing storms. Discover the tough decisions entrepreneurs must navigate, including workforce changes and how to confront challenges head-on. Learn about a strategic framework: make it work, make it right, and make it fast. Plus, understand the importance of long-term thinking in scaling your business and building your intuition as a founder.

Wes Bush, CEO and Founder of ProductLed and a well-known author on product-led growth, shares his insights on this strategic approach. He clarifies misconceptions around product-led growth, emphasizing the importance of delivering value to users from the start. Wes contrasts product-led and traditional sales-led methods, illustrating his points with case studies. He also discusses effective marketing strategies and the nuances of pricing models, all while debunking the myth that a good product sells itself.

In this conversation, Dr. Sherry Walling, a clinical psychologist and co-author of 'Exit Strategy', dives into the emotional and psychological complexities faced by entrepreneurs selling their businesses. She discusses the challenges of navigating identity after a sale and the impact of sudden wealth on personal relationships. The duo also explores practical strategies for managing emotions during this significant transition and highlights the importance of thoughtful decision-making before, during, and after the exit. Plus, the Kickstarter campaign for their book is live!

Andy Kim, co-founder of Trotto, a SaaS company offering GoLinks, shares his journey into the SaaS world. He discusses how GoLinks serve as powerful tools for internal organizational efficiency, often overlooked in marketing. Andy highlights the challenges of educating customers about their needs, navigating customer adoption, and creating a repeatable marketing funnel. He also dives into the complexities of building trust in SaaS startups and the crucial role of community support and skilled hiring in overcoming obstacles.

Dive into the challenges of expanding to enterprise sales after achieving product-market fit. Discover the intricacies of word-of-mouth marketing in the B2B SaaS realm and why it can be difficult to control. Learn why educating the market may not be the best move for bootstrappers. Explore innovative strategies for selling integrations through incubators, and gain insights into developing a fair profit-sharing model that keeps everyone motivated. Perfect for anyone looking to enhance their software business!