In episode 725, join Rob Walling and Ruben Gamez as they answer several more advanced listener questions. They discuss the challenges of pursuing freemium as a bootstrapper and make a suggestion that might surprise you. Rob and Ruben also talk about why building your business as a SaaS founder is usually the best way to build your brand indirectly. Episode Sponsor: Hiring senior developers can really move the needle in your business, but if you bring on the wrong person, you can quickly burn thr...
Aug 06, 2024•46 min•Transcript available on Metacast In episode 724, join Rob Walling as he takes on some later-stage listener questions in another solo adventure. He provides several tips for managing managers, how to break through MRR plateaus, and how to think about SaaS versus agency work. Rob also offers his take on how he would talk about his product at conferences, without overselling it. Topics we cover: 3:48 – Three tips for managing other managers 8:42 – Schedule “skip level” meetings 9:50 – Attending a conference without overselling 15:...
Jul 30, 2024•31 min•Transcript available on Metacast In episode 723, Rob Walling interviews Charles Duhigg, a Pulitzer Prize-winning journalist and bestselling author, about the significance of effective communication for founders. They discuss practical advice on recognizing different types of conversations, techniques for understanding and transitioning conversations, and how to quickly move past small talk in a conference setting. Episode Sponsor: Hiring senior developers can really move the needle in your business, but if you bring on the wron...
Jul 23, 2024•32 min•Transcript available on Metacast In episode 722, Rob Walling interviews James Mooring, co-founder of Astalty, a SaaS serving Australia's NDIS market. James reveals how they bootstrapped from zero to seven figures in just 18 months and then they explore the strategic decisions, clever pricing, and deep industry knowledge that propelled Astalty's remarkable growth, proving their success was far more than just a lucky break. Episode Sponsor: If you need help hiring great talent from Latin America and the Philippines, but don’t wan...
Jul 16, 2024•39 min•Transcript available on Metacast In episode 721, Rob Walling and Asia Orangio analyze the results of MicroConf’s 2024 State of Independent SaaS Report. They share their key takeaways including the impact of business models on growth, requiring credit cards for free trials, and how the number of founders affects performance. Additionally, they delve into growth by target markets and the data behind bootstrapped SaaS companies taking funding. To get your copy of the full report, head to stateofindiesaas.com . Topics we cover: 2:0...
Jul 09, 2024•35 min•Transcript available on Metacast In episode 720, Rob Walling is joined by Craig Hewitt to discuss the intricacies of prioritization in both business and in life. In addition to running Castos, Craig has started coaching founders in sales and marketing, and describes how he strives to focus on the right things. They talk about buying back their time, creating family-focused time, and share their solo podcasting experience after previously having co-hosts. Episode Sponsor: If you need help hiring great talent from Latin America a...
Jul 02, 2024•46 min•Transcript available on Metacast In episode 719, join Rob Walling as he embarks on another solo adventure, tackling listener questions. He discusses how to test pricing, addresses the pitfalls of one-time payments vs. SaaS, and he reflects on “building something for everyone.” He wraps up with advice on making better recommendations. Episode Sponsor: We have been partnering with Lemon.io for several years, and they’ve proven to be a great choice when it comes to hiring for a highly skilled developer to work on your project. Her...
Jun 25, 2024•27 min•Transcript available on Metacast In episode 718, Rob Walling and Derrick Reimer tackle listener questions about giving up on ideas, competing in crowded markets, and developing painful features. They also chat about SavvyCal’s recent design refresh, finding founder-market fit, and whether Derrick has retired from podcasting. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight because they weren’t thinking strat...
Jun 18, 2024•43 min•Transcript available on Metacast In episode 717, Rob Walling interviews Marie Martin, co-founder of Tally. They discuss the company’s journey to $1.3M ARR and the unusual pricing strategy that got them there. Marie details how they keep their support volume low, how they differentiate Tally from other form builders, and how they grew to over 300,000 free users. Episode Sponsor: We have been partnering with Lemon.io for several years, and they’ve proven to be a great choice when it comes to hiring for a highly skilled developer ...
Jun 11, 2024•34 min•Transcript available on Metacast In episode 716, join Rob Walling for another solo adventure where he answers listener questions. He shares how he would position against incumbents, when to change an H1, and how choosing a tech stack affects your business valuation. Rob also weighs whether to skip a “Step 1” or “Step 2” business and start directly with a standalone SaaS in the Stair Step Method of Bootstrapping. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just cou...
Jun 04, 2024•31 min•Transcript available on Metacast In episode 715, Rob Walling is joined by Dr. Sherry Walling to discuss a variety of topics. They chat about two recent and meaningful interactions made possible by the Internet, the motivations behind organizing and performing a circus show, and they chat about upcoming launches on the horizon – new books and courses for SaaS founders. Episode Sponsor: We have been partnering with Lemon.io for several years, and they’ve proven to be a great choice when it comes to hiring for a highly skilled dev...
May 28, 2024•36 min•Transcript available on Metacast In episode 714, join Rob Walling for another solo adventure where he answers listener questions. He talks about what to expect when acquiring a competitor and how he might integrate their business. Rob also covers navigating HIPAA compliance as a bootstrapper, how to find a developer co-founder, and he explores the concept of Total Reachable Market (TRM). Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision a...
May 21, 2024•31 min•Transcript available on Metacast In episode 713, Rob Walling is joined by Arvid Kahl to share their experience from MicroConf US 2024 in Atlanta. They each discuss their top 5 moments, ranging from Dr. Sherry Walling’s talk on motivation to Ben Chestnut’s chat with Rob onstage. They agree that there’s nothing quite like being in the room with everyone and soaking in all the interactions outside of the official talks. If you missed the event and had some MicroConf FOMO, make sure to sign up for our email list to be notified when...
May 14, 2024•34 min•Transcript available on Metacast In episode 712, join Rob Walling for another solo adventure. He starts by revisiting past predictions and provides an update on how he successfully staved off full burnout. Rob then gives updates on this podcast, the progress of TinySeed and MicroConf, and teases two new books that he’s working on. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight because they weren’t thinking...
May 07, 2024•28 min•Transcript available on Metacast In episode 711, join Rob Walling and Ruben Gamez as they answer listener questions. They chat about finding early customers without an audience, how to approach horizontal vs. vertical product spinoffs, and some considerations for No Code development. They also discuss the challenges of serving prosumer SaaS, the importance of understanding customer segments for pricing strategies, and the dual funnel approach for catering to different customer tiers. Episode Sponsor: We have been partnering wit...
Apr 30, 2024•52 min•Transcript available on Metacast In episode 710, join Rob Walling for another solo adventure where he answers listener questions. He answers whether you need a burning passion to be successful in entrepreneurship, and how that relates to developing a product alongside a day job. Rob also discusses competing against VC-backed companies, learning to code in the age of AI, and how much risk lies in IP theft when building your SaaS. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a t...
Apr 23, 2024•34 min•Transcript available on Metacast In episode 710, join Rob Walling for another solo adventure where he answers listener questions. He answers whether you need a burning passion to be successful in entrepreneurship, and how that relates to developing a product alongside a day job. Rob also discusses competing against VC-backed companies, learning to code in the age of AI, and how much risk lies in IP theft when building your SaaS. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a t...
Apr 23, 2024•34 min•Transcript available on Metacast In episode 709, join Rob Walling for a solo adventure as he shares his story of growing his personal wealth over the past few decades. Selling companies was the major driver of wealth, but he also explores the role of cryptocurrency, running profitable companies, and angel investing. Rob emphasizes the power of entrepreneurship in achieving financial freedom, while acknowledging there are ways to do so while keeping risk relatively low. Episode Sponsor: We have been partnering with Lemon.io for ...
Apr 16, 2024•32 min•Transcript available on Metacast In episode 709, join Rob Walling for a solo adventure as he shares his story of growing his personal wealth over the past few decades. Selling companies was the major driver of wealth, but he also explores the role of cryptocurrency, running profitable companies, and angel investing. Rob emphasizes the power of entrepreneurship in achieving financial freedom, while acknowledging there are ways to do so while keeping risk relatively low. Episode Sponsor: We have been partnering with Lemon.io for ...
Apr 16, 2024•32 min•Transcript available on Metacast In episode 708, Rob Walling and Derrick Reimer tackle listener questions about building development skills vs. business skills and strategies for entering competitive markets. They also chat about building on top of AI services, addressing the risks of platform dependency and the importance of managing infrastructure costs. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight bec...
Apr 09, 2024•48 min•Transcript available on Metacast In episode 708, Rob Walling and Derrick Reimer tackle listener questions about building development skills vs. business skills and strategies for entering competitive markets. They also chat about building on top of AI services, addressing the risks of platform dependency and the importance of managing infrastructure costs. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't grasp your vision and needed constant oversight bec...
Apr 09, 2024•48 min•Transcript available on Metacast In episode 707, Rob Walling, alongside guests Tracy Osborn and Einar Vollset, give their hot takes on some recent news in the world of SaaS. They discuss Once.com’s launch, liquidation preference nuances in startup buyouts, with moving from open source to full time income and more. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers and developers has never been more fierce. Lemon.io helps you cut through the noise and find g...
Apr 02, 2024•37 min•Transcript available on Metacast In episode 707, Rob Walling, alongside guests Tracy Osborn and Einar Vollset, give their hot takes on some recent news in the world of SaaS. They discuss Once.com’s launch, liquidation preference nuances in startup buyouts, with moving from open source to full time income and more. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers and developers has never been more fierce. Lemon.io helps you cut through the noise and find great t...
Apr 02, 2024•37 min•Transcript available on Metacast In episode 706.5, join Rob Walling as he reconsiders some of his most common advice. He explores why lowering prices might make sense and discusses the benefits of a B2C business model. Rob also walks back his prior advice on bootstrapping two-sided marketplaces and launching multiple products to see what sticks. Topics we cover: 1:04 – What would happen if you lowered prices? 3:56 – Benefits of a B2C approach 7:05 – Two-sided marketplaces allow to reach two audiences 8:47 ...
Apr 01, 2024•13 min•Transcript available on Metacast In episode 706.5, join Rob Walling as he reconsiders some of his most common advice. He explores why lowering prices might make sense and discusses the benefits of a B2C business model. Rob also walks back his prior advice on bootstrapping two-sided marketplaces and launching multiple products to see what sticks. Topics we cover: 1:04 – What would happen if you lowered prices? 3:56 – Benefits of a B2C approach 7:05 – Two-sided marketplaces allow to reach two audiences 8:47 – Launch a bunch of pr...
Apr 01, 2024•13 min•Transcript available on Metacast MicroConf US in Atlanta is here in just a couple weeks, and this is your last call to buy tickets. We've sold more than 90% of the tickets, and we will sell this event out as we have for many years. The event is April 21st through the 23rd in Atlanta, Georgia at the amazing Starling Atlanta. There are going to be 200-ish of your closest bootstrapped and mostly bootstrapped founder friends who are showing up to hear talks from folks like Rand Fishkin of SparkToro, Asia Orangio of DemandMaven. I'm...
Mar 28, 2024•3 min•Transcript available on Metacast MicroConf US in Atlanta is here in just a couple weeks, and this is your last call to buy tickets. We've sold more than 90% of the tickets, and we will sell this event out as we have for many years. The event is April 21st through the 23rd in Atlanta, Georgia at the amazing Starling Atlanta. There are going to be 200-ish of your closest bootstrapped and mostly bootstrapped founder friends who are showing up to hear talks from folks like Rand Fishkin of SparkToro, Asia Orangio of DemandMaven. I'm...
Mar 28, 2024•3 min•Transcript available on Metacast In episode 706, join Rob Walling for a solo adventure where he discusses a variety of topics. He starts with why it’s important to both consider and credit “prior art” in business. Rob outlines his 2/20/200 idea validation framework used to repeatedly evaluate ideas. He also covers why, though there are some advantages, designing by committee has some significant downsides. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just cou...
Mar 26, 2024•26 min•Transcript available on Metacast In episode 706, join Rob Walling for a solo adventure where he discusses a variety of topics. He starts with why it’s important to both consider and credit “prior art” in business. Rob outlines his 2/20/200 idea validation framework used to repeatedly evaluate ideas. He also covers why, though there are some advantages, designing by committee has some significant downsides. Episode Sponsor: Is your outsourced development team dropping the ball? Maybe you’ve worked with a team that just couldn't ...
Mar 26, 2024•26 min•Transcript available on Metacast In episode 705, Rob Walling interviews Braden Dennis, co-founder and CEO of FinChat. They discuss Braden’s journey going from fully bootstrapped, all the way to taking venture capital as FinChat scaled. Braden shares his experience in initially launching to an audience, how they successfully launched a second product, and how FinChat operates well with multiple co-founders. Episode Sponsor: Find your perfect developer or a team at Lemon.io/startups The competition for incredible engineers and de...
Mar 19, 2024•36 min•Transcript available on Metacast 
