Startups For the Rest of Us

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 and the Philippines, but don’t want to pay ongoing recruitment fees, check out Outwork Staffing. Outwork Staffing can help you hire customer support, virtual assistants, developers - or whoever you need! You pay a one-time hiring fee after they find your ideal candidate, and that’s it-  there’s no additional costs, even if your new hire stays for years. If your new hire doesn’t work out, Outwork Staffing will find you a replacement, free of charge within the first 6 months of their employment. They also

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. Here are five reasons why you should consider working with Lemon.io. The time from your request to getting a candidate is just 48 hours. Developers have previously worked with tech giants such as Apple, Google, Netflix, Airbnb, Intel, and LEGO.  They only provide senior devs, with an average of 7 years' experience. Their talent pool covers more than 300 dev languages & frameworks. Your hire comes with a zero-risk, replacement guarantee. Customers of Lemon.io typically stick around for at

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 strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America.  Your elite squad will include between 2 to 6 Full St

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 to work on your project. Here are five reasons why you should consider working with Lemon.io. The time from your request to getting a candidate is just 48 hours. Developers have previously worked with tech giants such as Apple, Google, Netflix, Airbnb, Intel, and LEGO.  They only provide senior devs, with an average of 7 years' experience. Their talent pool covers more than 300 dev languages & frameworks. Your hire comes with a zero-risk, replacement guarantee. Customers of Lemon.io t

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 couldn't grasp your vision and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed wit

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 developer to work on your project. Here are five reasons why you should consider working with Lemon.io. The time from your request to getting a candidate is just 48 hours. Developers have previously worked with tech giants such as Apple, Google, Netflix, Airbnb, Intel, and LEGO.  They only provide senior devs, with an average of 7 years' experience. Their talent pool covers more than 300 dev languages & frameworks. Your hire comes with a zero-risk, replacement guarantee. Customers of Lem

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 and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin A

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 the tickets for our next event go on sale.!  Click here to watch Rob’s Fireside Chat with Ben Chestnut! 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. Here are five reasons why you should consider working with Lemon.io. The time from your request to getting a candidate is just 48 hours. Developers have previously worked with tech giants such as Appl

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 strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America.  Your elite squad will include between 2 to 6 F

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 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. Here are five reasons why you should consider working with Lemon.io. The time from your request to getting a candidate is just 48 hours. Developers have previously worked with tech giants such as Apple, Google, Netflix, Airbnb, Intel, and LEGO.  They only provide senior devs, with an average of 7 years' experience. Their talent pool covers more tha

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 team that just couldn't grasp your vision and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire developmen

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 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. Here are five reasons why you should consider working with Lemon.io. The time from your request to getting a candidate is just 48 hours. Developers have previously worked with tech giants such as Apple, Google, Netflix, Airbnb, Intel, and LEGO.  They only provide senior devs, with an average of 7 years' experience. Their talent pool covers more than 300 dev langu

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 because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America.  Your elite squad wi

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 talent through its network of engineers in Europe and Latin America. They take care of the vetting, interviewing, and testing of candidates to make sure that you are working with someone who can hit the ground running. When it comes to hiring, the time it takes to write your job description, list the position, review resumes, schedule interviews, and make an offer can take weeks, if not months. With Lemon.io, you can cut down on a lot of that time by tapping into their wide network of developers who ca

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 products to see what sticks 10:52 – This episode was released April 1, 2024 Links from the Show:  The SaaS Playbook Rob Walling (@robwalling) | X If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Google

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 giving a talk as well, and Dr. Sherry Walling will be talking about staying motivated as an entrepreneur. We have a special guest MC, Lianna Patch, and we'll have a very special guest who has never appeared on the MicroConf stage before- Ben Chestnut, the co-founder of MailChimp. Get all the details and secure your ticket before they run out at microconf.com/americas.

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 grasp your vision and needed constant oversight because they weren’t thinking strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top

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 developers has never been more fierce. Lemon.io helps you cut through the noise and find great talent through its network of engineers in Europe and Latin America. They take care of the vetting, interviewing, and testing of candidates to make sure that you are working with someone who can hit the ground running. When it comes to hiring, the time it takes to write your job description, list the position, review resumes, schedule interviews, and make an offer can take weeks, if not months. With Lemon.io, y

In episode 704, join Rob Walling for another solo adventure where he answers listener questions. He weighs in on buying a SaaS, how to validate ideas using landing pages, and what tech stack to choose. Rob also provides guidance for those considering leaving their comfortable day jobs in favor of being a founder. 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 strategically. Or maybe you ended up wasting hours micromanaging, often needing to jump on late-night calls across massive time zone differences to get alignment. And in the end, they delivered a sluggish app with a frustrating UI that didn’t come close to the solution you had envisioned. If any of that sounds familiar, you need to reach out to our sponsor - DevSquad. DevSquad provides an entire development team packed with top talent from Latin America.  Your elite squad will include b

In episode 703, Rob Walling interviews Jordan Hansen, founder of Cobalt Intelligence. They dive into Jordan's unexpected journey into SaaS and the growth of his company, which specializes in business verification through API. Jordan reflects on quitting his job to pursue his startup and the benefits of community and mentorship he has received from TinySeed.  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 talent through its network of engineers in Europe and Latin America. They take care of the vetting, interviewing, and testing of candidates to make sure that you are working with someone who can hit the ground running. When it comes to hiring, the time it takes to write your job description, list the position, review resumes, schedule interviews, and make an offer can take weeks, if not months. With Lemon.io, you can cut down