Startups For the Rest of Us

Rob Walling
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Jun 29, 2021 • 29min

Episode 556 | Zero to $26k MRR as the Solo Founder of Rails Autoscale

Adam McCrea, a solo founder who took Rails Autoscale to $300,000 in ARR, shares his entrepreneurial journey. He discusses starting from zero and growing to 100 active users while managing platform risks. Adam reveals insights from launching pricing experiments and transitioning from a credit card-required subscription model to a freemium approach. He also contrasts his service with Heroku's autoscaler, highlighting his commitment to reliability and customer satisfaction in a competitive landscape.
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Jun 22, 2021 • 36min

Episode 555 | Businesses You Can Bootstrap, W2 vs. Contract, Enterprise Pricing, and More Listener Questions with Ruben Gamez

Ruben Gamez, an expert in bootstrapping and hiring strategies, joins the discussion to share valuable insights. He explores the pros and cons of hiring W2 employees versus contractors, shedding light on their long-term impacts. Gamez also evaluates what makes a business idea suitable for bootstrapping and offers strategies for competitive enterprise pricing. From successful bootstrapped businesses to strategic hiring and pricing models, the conversation is packed with actionable tips for aspiring entrepreneurs.
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Jun 15, 2021 • 27min

Episode 554 | Thinking Through Your Exit + Grief and Entrepreneurship with Dr. Sherry Walling

Dr. Sherry Walling, a professional in grief and entrepreneurship, discusses the emotional complexities of running a business. She reveals how grief impacts entrepreneurs during transitions like selling a company. The conversation emphasizes the need for rituals to honor past connections and the role of burnout in decision-making. Walling also highlights the significance of adjusting work schedules for summer to foster family connections and creativity, ultimately advocating for mental well-being as a crucial part of the entrepreneurial journey.
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Jun 8, 2021 • 37min

Episode 553 | Stack Overflow and Moz Acquired, Quitting Instead of Giving Up Remote Work, and More Bootstrapper News

In this discussion, Tracy Osborn, a bootstrapper news expert, shares insights on the recent acquisitions of Stack Overflow and Moz, highlighting their impact on the tech landscape. She addresses the growing trend of employees quitting rather than relinquishing remote work perks. Additionally, Tracy reflects on the experiences of participants from the TinySeed 2020 batch, emphasizing the importance of community in remote settings. The conversation reveals both challenges and new opportunities for entrepreneurs in a rapidly evolving work environment.
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Jun 1, 2021 • 36min

Episode 552 | Google Audits, Partnerships, and Freemium with Mike Taber

Mike Taber, an entrepreneur specializing in business strategies, shares insights on freemium models and partnership dynamics. He discusses ongoing CRM partnership prospects and the complexities of a potential AppSumo deal. The conversation also dives into the challenges of Google security audits, highlighting frustrations with their processes. With anecdotes on balancing startup demands and personal interests, Mike offers a candid look at navigating the tech landscape while emphasizing the importance of effective communication in partnerships.
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May 25, 2021 • 28min

Episode 551 | Task-level vs. Project-level Thinkers, No Such Thing as an Autopilot Business, and More (A Rob Solo Adventure)

Explore the differences between task-level, project-level, and owner-level thinkers in startups. Discover why the notion of an autopilot passive income software business is a myth, requiring continuous management. Dive into the importance of recognizing unique entrepreneurial strengths for success. Learn how personal backgrounds influence the entrepreneurship journey and the inequities in venture capital funding. Plus, get insights on sustaining established businesses while pursuing new opportunities.
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May 18, 2021 • 44min

Episode 550 | Three Years of Grind to Six Figures in ARR with CloudForecast

Tony Chan, co-founder of CloudForecast, shares his journey from facing numerous rejections to achieving six figures in annual recurring revenue. He discusses the origin of CloudForecast, the importance of product-market fit, and the emotional toll of navigating rejections. Tony highlights effective marketing channels and the impact of community support on their growth. He reflects on the lessons learned in resilience, adapting strategies, and the importance of humility and communication in building a successful startup.
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May 11, 2021 • 41min

Episode 549 | Hiring vs. Outsourcing, E-commerce SaaS, and More Listener Questions with Jordan Gal

Jordan Gal, an expert in e-commerce SaaS and startup compliance, joins the discussion to shed light on navigating the complex landscape of starting an e-commerce platform. He addresses crucial regulatory requirements and how bootstrappers can manage enterprise perceptions of risk. The conversation dives into whether to hire full-time or outsource, revealing insights on effective growth strategies in competitive markets. With a focus on credibility and customer commitment, Gal offers practical tips for aspiring founders looking to thrive in the SaaS world.
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May 6, 2021 • 7min

Episode 548.5 | The Companies in TinySeed's Spring 2021 Batch

Discover the 18 groundbreaking startups that joined TinySeed's Spring 2021 Accelerator Batch. Each business offers unique solutions and insights into their innovative approaches. The discussion highlights the growth and impact of TinySeed on bootstrapped founders, showcasing how they nurture emerging talent in the startup ecosystem.
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May 4, 2021 • 37min

Episode 548 | The Grind of Building a SaaS During Nights & Weekends

Zack Naylor, a developer behind Aurelius, shares his journey in creating a tool that assists UX researchers with managing insights. He recounts the trials of launching multiple alpha versions and the necessity of user feedback. The conversation delves into the unique challenges faced while bootstrapping during the pandemic and the pivotal risks he took as a founder. Naylor emphasizes how trusting your instincts can lead to transformative product growth, especially after building a third version that significantly boosted success.

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