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.

Some bootstrapped entrepreneurs are fortunate enough to exit their businesses for life-changing money, but that’s not always the case. Today Dan talks to Einar Vollset, about the key mistakes founders often make when exiting their business. Einar is the Founder and Managing Partner of Discretion Capital, a Partner at TinySeed, and YCombinator alumni. In his experience, he says that many bootstrapped and startup founders alike often have blindspots that prevent them from having the best exit possible. “In some cases, bootstrappers end up with basically a stagnating business and one of the main mistakes you can do in terms of m&a is to wait and just let your business stagnate because it really hurts the value of the asset that you have.” Stick around til the end when Einar shares the 5 things founders often get wrong when exiting their business.

Einar Vollset, co-founder of TinySeed and an expert in SaaS investing, shares insights on startup investing strategies. He discusses the waning stigma around bootstrap funding and redefines success beyond billion-dollar exits. The conversation delves into deal flow dynamics, the tricky nature of valuations, and the importance of keeping optionality in investments. Einar highlights TinySeed's unique focus on capital efficiency in supporting ambitious B2B SaaS companies, contrasting it with traditional VC models.

Tracy Osborn, a startup expert, and Einar Vollset, a seasoned entrepreneur, dive into Gymdesk's impressive $32.5 million funding achievement and what it reveals for TinySeed companies. They discuss the shifting landscape of hiring for bootstrap companies, particularly as monthly recurring revenue (MRR) increases. Tracy and Einar highlight essential strategies for identifying impactful business metrics, emphasizing the need for adaptability and innovation in scaling businesses. They also explore how hiring the right senior talent can be a game-changer for growth.

Tracy Osborn, a keen insight into SaaS trends, and Einar Vollset, a startup buyout expert, dive into the launch of Once.com and its controversial one-time sale model. They unpack the intricacies of liquidation preferences that can leave founders in a tough spot during acquisitions. The pair also discusses how open-source projects can transition into sustainable income sources. Additionally, they ponder whether building a startup is truly a hard endeavor compared to lifestyle businesses, highlighting essential strategies for aspiring entrepreneurs.

Einar Vollset, a funding models expert, and Tracy Osborn, a social media trends analyst, join the discussion this week. They dive into Elon Musk's rebranding of Twitter to X, exploring its implications and the mixed reactions it received. The conversation shifts to Instagram's launch of Threads and SparkToro's unique funding model, highlighting their decision to pay back investors. They advocate for a cautious approach towards venture capital, weighing pros and cons to help startups navigate the funding landscape effectively.

Einar Vollset, an expert in AI's implications for SaaS, shares crucial insights for founders navigating the new landscape of artificial intelligence. He discusses the four categories of AI and stresses the importance of integrating AI into business models. Vollset warns against viewing AI as merely a product differentiator and explores the potential benefits of using AI internally to boost efficiency. He emphasizes the risk of outdated business models, encouraging adaptability and innovative thinking to maintain competitiveness.

Joining the discussion is Einar Vollset, a savvy thinker in tech news. They dissect Adobe's $20 billion acquisition of Figma and what it means for the startup landscape. The duo debates the merits of focusing on one product versus juggling multiple side projects. Einar shares insights on the quirks of Apple's ad tracking policies and the rise of no-code apps, examining both their potential and pitfalls. They even humorously tackle the great playback speed debate, exploring how we consume content today.

Einar Vollset, a bootstrapper expert, and Tracy Osborn, an online business guru, dive into a whirlwind of startup insights. They discuss the recent $200 million exit of ProfitWell and its implications on founders. The duo critiques the "spreadsheet mentality" in business, advocating for a blend of data with qualitative insights. They also share practical money tips—like whether you can truly afford to buy something twice—and emphasize the delicate balance founders must strike between optimism and realism for sustained success.

Einar Vollset, a contributor to bootstrapper trends, and Tracy Osborn, an email management expert, join the discussion to explore timely startup issues. They dive into Google’s return-to-office policy and its implications for productivity. The duo also analyzes founder salary trends, revealing disparities in pre-seed versus seed funding. Tracy shares essential tips for mastering email management to keep your inbox organized. Plus, they discuss the challenges faced by startups in the context of the Ukraine-Russia conflict.