Episodes
In episode 603, Rob Walling chats with David Darmanin, one of the founders of Hotjar. Hotjar was bootstrapped to $40 million ARR with a fully distributed team of 170 employees. David and his cofounders sold the company for a 9-figure exit in 2021. From their incredible launch story and their unique DTC approach to sales […]
Published 05/17/22
In episode 602, Rob Walling explains SaaS metrics to his kid. This is a great episode to listen to if you are unfamiliar or not well-versed in SaaS because we dig into from first principles, starting with dollars, revenue, and the purpose of businesses, all the way to SaaS metrics like MRR, ACV, and LTV. […]
Published 05/10/22
Published 05/10/22
In episode 601, Rob Walling chats with Nick Fogle of ChurnKey. Nick previously cofounded Wavve which was acquired in early 2021. In this conversation, they chat about how the idea for Churnkey came from his other business, decision to sell Wavve, and some of the key differences between bootstrapping a B2C vs a B2B SaaS. […]
Published 05/03/22
In episode 600, join Rob Walling for a solo adventure as he dives into topics ranging from when to hire your first manager to a mental framework for deciding which things to work on vs. what to delegate to your team. He also shares his thought process behind when things take multiple iterations and how […]
Published 04/26/22
In episode 599, Rob Walling chats with Dominic “Dom” and Tracy Phillips of CodeSubmit. CodeSubmit provides a library of real-world, take-home tasks in more than 60 coding languages. Some of their customers are Audi, Netflix, Carbon Health, 3M, and Apple. Dom and Tracy were also a part of the spring 2020 batch of TinySeed. During […]
Published 04/19/22
In episode 598, join Rob Walling as he answers listener emails. Topics range from diversity in the startup ecosystem and when’s the right time to write your company’s mission, philosophy, and values to how to find good business ideas and the different approaches for developing features for a new app. Episode Sponsor: Microsoft for Startups […]
Published 04/12/22
In episode 597, Rob Walling chats with Ashley Baxter, the founder of With Jack. With Jack gives peace of mind and protection for UK freelancers through insurance, professional indemnity, public liability, contracts, legal expenses, etc. We dig into the lessons Ashley learned from a failed insurance business she inherited from her father, how she used […]
Published 04/05/22
In episode 596, Rob Walling is joined by Einar Vollset and Tracy Osborn for a bootstrapper news roundup episode. They cover a wide range of topics from Google’s decision to bring employees back into the office (and the potential implications for bootstrapped companies), founder salary data trends, email management strategies, and much more. Episode Sponsor: […]
Published 03/29/22
In episode 595, Rob Walling catches up with Brian and Scottie Elliott, the husband and wife co-founders of Gather, an interior design project management SaaS. This husband and wife duo shared their victories, challenges, and failures, including a cash crunch, moving upmarket, and managing to double revenue over their nine episodes of TinySeed Tales Season […]
Published 03/22/22
In Episode 594, Rob Walling chats with Dan Andrews and Ian Schoen, the founders of Dynamite Jobs and the TropicalMBA podcast. We talk about how they started over. They started a new business, Dynamite Jobs, a couple of years after selling their physical products company back in 2015. Episode Sponsor: Microsoft for Startups Founder Hub  Microsoft for […]
Published 03/15/22
In Episode 593, join Rob Walling for a Solo Adventure as he chats about accidentally deleting all of his old tweets, retaining talent, the ideal market for a SaaS business, and more. The topics we cover [3:10] Deleting old tweets [8:43] Retaining talent [12:39] Ideal market for a SaaS business If you have questions about […]
Published 03/08/22
In Episode 592, Rob Walling is joined again by Cody Duval for a technical conversation about the dos and don’ts for amazing customer support. The topics we cover [2:00] Customer success vs customer support [5:10] Response time [8:59] Post-support surveys [10:58] When to hire first customer support person [13:02] Chat widgets [17:09] Doing customer support […]
Published 03/01/22
In Episode 591, Rob Walling chats with Cody Duvall about his story of acquiring and growing Keeping in a really crowded space of help desk and customer support tools. The topics we cover [4:34] Launching into a crowded market [8:00] Keeping’s sales process [10:01] Background on acquiring Keeping [14:53] Outsourcing a team to rewrite the […]
Published 02/22/22
In Episode 590, Rob Walling chats with Craig Hewitt about building versus buying internal tools, how to compete in a competitive space, accounting software, a founder who has a zombie company where investors want their money back, and more. The topics we cover [5:03] Finding a co-founder as a non-technical founder [11:20] Balancing priorities between […]
Published 02/15/22
In Episode 589, Rob Walling chats with Jason Buckingham about how he found a startup idea from making more than 70 cold calls. It’s a great story about staying focused, putting in the time and doing the hard work. The topics we cover [7:14] Finding a problem via cold calls [13:07] Identifying a problem and […]
Published 02/08/22
In Episode 588, Rob Walling chats with Courtland Allen about a wide range of bootstrapper and indie hacker topics including the struggles with motivation/depression, bootstrapping today, fighting the urge to quit, and frameworks for getting your first dollar. The topics we cover [3:43] Hiring a podcast producer [6:21] Letting go in business [7:09] Invite-only experiment […]
Published 02/01/22
In Episode 587, join Rob Walling as he answers listener emails including feedback and a critique about the podcast, the state of microentrepreneurship, and where to start with user growth. The topics we cover [2:22] The reason Rob continues to podcast [5:26] Renaming a company or podcast [8:40] Revisiting inflation [15:06] The state of microentrepreneurship […]
Published 01/25/22
In Episode 586, Rob Walling chats with Michele Hansen about her new book where she talks about how to master customer interviews as a startup founder. The topics we cover [5:00] User experience research for startup founders [11:20] Customer Interviews for developers [12:30] Feature requests as customer research springboard [19:55] Practicing customer interviews [23:37] Comparing […]
Published 01/18/22
In Episode 585, Rob Walling chats with Sherry Walling about moving outside your comfort zone, the power of relationships, psychedelic-assisted therapy, as well as her new book about grief launching later this year. The topics we cover [3:22] Deciding against self-publishing [12:00 ] Building an audience vs. a network [14:26] Psychedelic-assisted therapy [24:00] The power […]
Published 01/11/22
In Episode 584, Join Rob Walling for a Happy New Year edition of the show where looks ahead to 2022 and evaluates what he wants to focus on. The things we choose not to do are just as important as the things we chose to do and Rob encourages you to think hard about what […]
Published 01/04/22
In Episode 583, Rob Walling chats with Sam Parr about about building an email list, selling to Hubspot, podcast growth, and how to spot business opportunities. The topics we cover [3:53] Building Hustle to 8 figures in revenue [5:52] Growing an email list [11:01] Selling to a B2B SaaS [19:00] My First Million and growing […]
Published 12/28/21
In Episode 582, Rob Walling is joined by Einar Vollset to answer listener questions about enterprise sales, crowdfunding, replacing yourself, and things that every B2B SaaS founder should know. The topics we cover [1:26] Investing with Reg CF [6:20] Enterprise plans and pricing [13:31] Finding your replacement [19:29] Best way to give software demos [21:55] […]
Published 12/21/21
In Episode 581, Rob Walling discusses how to grow money sensibly while protecting the principle during inflationary times. He explores real estate, collectibles, crypto, stocks, bonds, and other strategies to consider as inflation and other economic changes occur. The topics we cover [2:00] Inflation is here [7:20] Pricing flexibility with SaaS [9:44] Rules when inflation […]
Published 12/14/21
In Episode 580, Rob Walling chats with Ross Hudgins, an SEO expert, about seven common things that SaaS founders either do well or frequently get wrong. The topics we cover [4:42] Put your blog in a subfolder, not a subdomain. [7:18] With keyword-focused content, make the URL exactly the main keyword. [10:10] Be thoughtful about […]
Published 12/07/21