Startups For the Rest of Us

In Episode 550, Rob Walling chats with Tony Chan, co-founder of CloudForecast, about his incredible story of perseverance after getting rejected multiple times only to finally find product-market fit and reach six figures in annual recurring revenue. The topics we cover [04:11] CloudForecast's current revenue and customer base [08:43] Origin story for the idea of CloudForecast [16:53] Dealing with...

In Episode 439, Rob Walling is joined by Jordan Gal to answer listener questions about starting an e-commerce SaaS and the laws and regulations, and compliance requirements required. They talk about managing enterprise perceptions of risk towards bootstrap startups. They also answer questions about bootstrapping and enterprise SaaS as well as hiring a growth role and whether you should hire full-t...

In Episode 548, Rob Walling chats with Zack Naylor about Aurelius and the harrowing tale of launching multiple times and having to rewrite and re-platform the codebase before finally finding success. They also discuss how to interpret feedback from your customers and the importance of listening to your instinct as a founder. The topics we cover [03:24] Background on how Aurelius helps UX researche...

In Episode 547, Rob Walling chats with Craig Hewitt about private podcasting, Apple's announcement around their subscription podcast offering as well as the accelerating growth of Castos. The topics we cover [1:22] Focusing on private podcasting at Castos [15:50] Mobile app for private podcasting [20:21] Apple's big announcement [28:08] Castos MRR growth Links from the show TinySeed Tales - Season...

In Episode 546, Rob Walling flies solo for a Q&A episode. With a backlog of great listener questions, Rob discusses qualified small business stock (QSBS), hiring entrepreneurially-minded employees, indie hacking while working at a large company, and more. The topics we cover [01:51] Should I switch to a C Corp to take advantage of QSBS in five years? [05:40] How to attract entrepreneurial empl...

In Episode 545, Rob Walling chats with Tracy Osborn about the importance of learning design fundamentals for startup founders. They also discuss her new book and the pros/cons of self-publishing vs working with a publisher. The topics we cover [00:52] Intros [02:00] Deciding to self publish vs going with a publisher [11:11] Design fundamentals for a startup founder [16:23] Training your design eye...

In this episode, Rob Walling is joined by Josh Pigford to answer listener questions, covering topics like annual pay increases, B2B SaaS price increases, white-label vs branded product, and hiring startup-minded people. The topics we cover [03:04] Building Maybe, and Rob busts Josh's chops about starting a business so soon [10:02] Question #1: Annual Raises - Anonymous [18:24] Question #2: Explain...

In Episode 543 of Startups For the Rest of Us, Rob is joined again by co-host emeritus, Mike Taber as he gives an update on all things startups and they analyze top tactics for superhero success. If you enjoyed this episode, let us know by clicking the link and sharing what you learned. Click here to share your number one takeaway from the episode. If you have questions about starting or scaling a...

In episode 542, Rob Walling chats with Zach Moreno, the Co-Founder and CEO of Squadcast about how they grew their revenue and surpassed $3 million in ARR as a mostly bootstrapped startup. They also discuss the role and importance of having a co-founder, as well as the impact that having a "knowledge investor" had on their success. The topics we cover [04:18] Squadcast growth while entering into a...

In episode 541, Rob Walling flies solo to discuss things like product myths and the misinterpreted Henry Ford quote, selling a company, defining life-changing money, and dual funnels. The topics we cover [02:48] Product myths and the misinterpreted Henry Ford quote [07:21] Post-exit thoughts [15:32] Life-changing money [22:30] The power of dual-funnels Links from the show Becoming Steve Jobs: The...

In this episode, Rob talks with Tracy Osborn and Einar Vollset, about the recent news that's come out in the bootstrapper community. They talk about the Indie.vc  shutdown, the new features coming out on Twitter, LinkedIn’s new gig marketplace, and more. The topics we cover [03:18] Twitter Spaces [10:05] The Network Effect and Twitter Verification [14:32] The  Indie.vc  shutdown [24:20] Shopify re...

In this episode, Rob chats with Dan Norris about selling his productized service to GoDaddy, his latest book, and latest business, a very successful brewery in Australia. They also ruminate on the impact that post-exit money has had on their lives. The topics we cover [07:04] Finding the motivation to write 6 books [07:38] Selling WP Curve to GoDaddy [18:11] Compound Marketing and applying the pri...

In this episode, Rob Walling is joined by Einar Vollset as they answer listener questions ranging from when to sunset a product, filling out enterprise security assessments, acquiring a company where the previous owner had sold lifetime deals and not disclosed it, and more. The topics we cover [03:20] Deciding when to sunset a feature or product [08:27] Splitting a business to focus on two separat...

In this episode, Rob is joined by Rand Fishkin for an honest and transparent conversation about his time at Moz, raising funding, his book  Lost and Founder , as well as his current effort, SparkToro. They discuss growth levers and the importance of owning the channel where you build your audience. The topics we cover [01:44] Impacts from writing a book [08:41] Transitioning from Moz but continuin...

In episode 536 of Startups For the Rest of Us, Rob does another solo adventure. As we all faced perhaps one of the worst years on record, Rob talks through some things that 2020 taught him personally, professionally, and at a higher level, philosophically. He also looks beyond 2020 and discusses opportunities for 2021 for software entrepreneurs. The topics we cover [01:53] Keeping perspective duri...

In Episode 535, Rob is joined by co-host emeritus, Mike Taber to talk about what Mike has been up to over the past seven months with Bluetick, including an exciting reveal of a big project he's been working on. The topics we cover [05:41] BlueTick partnership or merger with a CRM for field sales reps [11:52] Delays in partnerships from pandemic and potential asymmetric upside [15:42] How far along...

In this episode, Rob talks with Josh Pigford in a first appearance since the sale of Baremetrics for $4m. They discuss his seven-year journey to build Baremetrics, the details of the sale, and Josh's post-sale, non-software aspirations. The topics we cover [02:42] Intros [04:26] Avoiding capital gains via qualified small business stock. [09:08] Josh's post-sale purchases and other dramatic life sh...

In this episode, Rob speaks with Adii Pienaar, a multi-time founder with multiple exits under his belt. They discuss life probability and the importance of measuring your entrepreneurial success by the things that matter the most to you and your life. The topics we cover [4:36] What motivated Adii to write the book [10:17] Life probability defined [12:45] Work-life balance is not the solution [29:...

In this episode, Rob sits down with John Warrillow, author of multiple bestselling books and someone who has years of experience in building and selling companies. They discuss when to sell, how to create leverage, the importance of hiring an expert, and more. The topics we cover [7:30] The right time to sell a company [15:06] Gaining leverage when negotiating [20:59] Sell-side processes for found...

In Episode 531, Rob talks with Colin Gray, the founder of The Podcast Host and Alitu. Join us for this great conversation as we talk about Colin's early days of building a hobby project in podcast hosting, hiring a freelancer to start producing shows. and building a SaaS app on top of an audience. The topics we cover [7:05] Launching The Podcast Host [16:10] Growing and launching eight businesses...

In this week's episode, Rob sits down with Derrick Reimer to answer listener questions. They discuss whether they have any regrets about selling Drip, protecting against web scraping, making the leap from side project to full-time, and making decisions as a development team. The topics we cover [2:10] How development teams think about decisions together [13:42] Do you ever regret selling Drip to L...

In this episode, Rob chats with John Howard, a MicroConf Connect member and founder of Slingshot. They unpack the business model of measurable swag giveaways and then dive deep into John's pricing strategy and explore alternatives as well as opportunities to move into a subscription-based model. The topics we cover [9:26] Starting a physical product business [24:53] Previous pricing models [30:48]...

In today's episode, Rob and Mike Taber review and rank their past yearly predictions and then make big, bold projections for 2021 with bets ranging from extraterrestrial life, VR becoming mainstream, the end of commercial real estate, and more. The topics we cover [2:45] Reviewing our predictions for 2019 [7:42] Predictions for 2021 If you enjoyed this episode, let us know by clicking the link and...

In today's episode, Rob is joined by Courtland Allen as they answer listener questions. They talk about equity splits, the best cities for bootstrappers, splitting brands, and where to look for business ideas. The topics we cover [2:03] Splitting brands between agency and SaaS [10:55] What percent equity split when co-founding an app [18:52] Where to look for ideas [31:02] Best city for bootstrapp...