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Rob Walling shares 11 unexpected entrepreneurial lessons learned from his diverse day jobs, demonstrating how curiosity, hard work, and deliberate learning in roles from courier to electrician to developer can prepare aspiring founders for startup success.
Laura Roeder shares how her bootstrapped SaaS, Paperbell, outlasted a $10M venture-backed competitor by staying lean, focusing on marketing, and avoiding over-engineering while serving the coaching software market.
Rob explores listener questions about freemium retention rates, delegating core SaaS skills at different company stages, whether great founders can succeed with any product, and the risks of building on third-party or no-code platforms.
Hosts Rob Walling and Derrick Reimer dive into listener questions about AI coding stacks, shipping fast without losing polish, the shifting risks in startups due to AI, and when founders should start taking security seriously.
Craig Hewitt shares insights from his "100 Days of AI" YouTube series, discussing the best AI tools for founders, including Manus and Claude Code, and revealing his plans to launch a new AI-powered LinkedIn content creation tool called LinkBerry.
Rob explores the "Core Four" essential skills for building a successful SaaS company (sales, marketing, product, and development) and provides advice for technical founders on whether to find a co-founder or learn these skills themselves.
A bootstrapped team of three developers built Missive, an email collaboration tool, to $8M ARR by focusing on respecting email workflows, creating unique content marketing strategies like versus pages, and maintaining a horizontal product approach across multiple industries.
Rob Walling explores strategic positioning for startups, the challenges of creating new product categories, mental blocks to launching, and global versus local marketing approaches through answering listener questions in this solo podcast episode.
Rob provides insights on marketing challenges for a SaaS startup at $65K MRR, discusses ongoing product validation, and cautions against building a media business without a clear monetization strategy.
A deep dive into answering listener questions about competing against incumbents, finding technical co-founders, trademark registration, and navigating customer churn in a SaaS business.
A reflection on 12 key principles for bootstrapping startups, emphasizing nuanced thinking, evidence-based decision-making, the importance of marketing, building networks, and managing one's mental health throughout the entrepreneurial journey.
A candid journey through building StatusGator, a status page aggregator, from a side project to a 7-figure SaaS business over 11 years through perseverance, iterative product development, and strategic focus.
Harris Kenny, founder of Outbound Sync, navigates the challenges of startup growth, contemplating potential funding while hitting $35,000 MRR and strategically expanding through integrations and partnerships.
In this episode of Tiny Seed Tales, Harris Kenny, founder of Outbound Sync, shares his growing success with enterprise deals and strategic pivots, including a significant $20,000 annual contract and progress towards SOC Two certification. Harris reflects on the challenges and potential of his B2B SaaS startup, expressing confidence that he is ahead of the market and positioned for substantial growth.