{"version":"https://jsonfeed.org/version/1","title":"Starting & Sustaining","home_page_url":"https://interviews.startingandsustaining.com","feed_url":"https://interviews.startingandsustaining.com/json","description":"Starting & Sustaining originally began as a [book and spreadsheet](https://get.startingandustaining.com) created to help people start software businesses. That evolved into candid discussions with people involved in software businesses in one way or another. \r\n\r\nFocused primarily on the trials and tribulations of launching and running a software business, Starting & Sustaining attempts to break down the hurdles to help you build and launch your own software business with less pain and fewer mistakes.","_fireside":{"subtitle":"Candid discussions with folks involved in and around the SaaS industry.","pubdate":"2018-08-14T08:00:00.000-06:00","explicit":false,"copyright":"2024 by Garrett Dimon","owner":"Garrett Dimon","image":"https://media24.fireside.fm/file/fireside-images-2024/podcasts/images/6/606af8cb-26ad-432e-ac89-a5866ab5af76/cover.jpg?v=1"},"items":[{"id":"782df01d-b330-4279-b797-3a465b248d2e","title":"Brennan Dunn, Co-founder of RightMessage","url":"https://interviews.startingandsustaining.com/brennan-dunn","content_text":"Brennan and I explore the trajectory of businesses and learning that led him to create RightMessage.\n\nSince founding his first SaaS application, Planscope, in 2011. Brennan began producing courses to help freelancers grow their business as a way to grow Planscope. However, as the content arm of Planscope grew, it became the primary breadwinner.\n\nBrennan eventually sold Planscope to focus on the content production with Double Your Freelancing. While optimizing the funnel and learning about the importance of personalization, he began to see the opportunity to create an application that could provide easy-to-use personalization for other businesses. After providing these personalization services in the form of consulting, Brennan recognized that the next step was to use his SaaS experience to create RightMessage. \n\nWe also touch on the logistics of selling Planscope when it was financially intertwined with Double Your Freelancing. It required significant extra time to extricate the financials and clean up all of the books for the sale.Special Guest: Brennan Dunn.Sponsored By:Starting & Sustaining: Thanks for listening. If you're thinking about building your own web application, I've pulled together years of advice and insights from my own experience as well as other founders into a system to help you build and launch your own web application with fewer mistakes and a whole lot less pain.Links:PlanscopeDouble Your FreelancingRightMessage@brennandunn","content_html":"

Brennan and I explore the trajectory of businesses and learning that led him to create RightMessage.

\n\n

Since founding his first SaaS application, Planscope, in 2011. Brennan began producing courses to help freelancers grow their business as a way to grow Planscope. However, as the content arm of Planscope grew, it became the primary breadwinner.

\n\n

Brennan eventually sold Planscope to focus on the content production with Double Your Freelancing. While optimizing the funnel and learning about the importance of personalization, he began to see the opportunity to create an application that could provide easy-to-use personalization for other businesses. After providing these personalization services in the form of consulting, Brennan recognized that the next step was to use his SaaS experience to create RightMessage.

\n\n

We also touch on the logistics of selling Planscope when it was financially intertwined with Double Your Freelancing. It required significant extra time to extricate the financials and clean up all of the books for the sale.

Special Guest: Brennan Dunn.

Sponsored By:

Links:

","summary":"Brennan is a co-founder of Right Message. In this episode, we talk about the path he's taken that led him to create Right Message and what he's learned about building and launching SaaS applications based on his experiences with his various products.","date_published":"2018-08-14T08:00:00.000-06:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/782df01d-b330-4279-b797-3a465b248d2e.mp3","mime_type":"audio/mpeg","size_in_bytes":67348090,"duration_in_seconds":2796}]},{"id":"b6a2412b-9044-4dfc-9926-72fd561a3ffa","title":"Mathias Meyer, Co-founder and Former CEO of Travis CI","url":"https://interviews.startingandsustaining.com/mathias-meyer","content_text":"After helping found Travis CI and grow into the CEO role over six years, Mathias recently left Travis and starting helping other companies with their growth challenges. We talked about the difficulty of leaving and moving on after six years and the tactics that have helped him work through it.\n\nWe also talk about the operational side of growth. While we all want revenue to grow, sometimes, we fail to think about how that growth affects operations and requires significant attention to the operational side of the business. We also touch on how bootstrapping lends itself to slower and steady growth with a little less stress.\n\nWe discuss how Travis CI's support of open source projects started out simply as support for the open source community but had the wonderful side effect of great marketing. However, in the case of Travis, scaling to support so many free projects early on wasn't without its own challenges.\n\nAnd we cover some of the challenges of being a german business and doing business internationally while also having a remote team working asynchronously across time zones with nine hours of difference.Special Guest: Mathias Meyer.Sponsored By:Starting & Sustaining: Thanks for listening. If you're thinking about building your own web application, I've pulled together years of advice and insights from my own experience as well as other founders into a system to help you build and launch your own web application with fewer mistakes and a whole lot less pain.Links:Travis CI@roidrage","content_html":"

After helping found Travis CI and grow into the CEO role over six years, Mathias recently left Travis and starting helping other companies with their growth challenges. We talked about the difficulty of leaving and moving on after six years and the tactics that have helped him work through it.

\n\n

We also talk about the operational side of growth. While we all want revenue to grow, sometimes, we fail to think about how that growth affects operations and requires significant attention to the operational side of the business. We also touch on how bootstrapping lends itself to slower and steady growth with a little less stress.

\n\n

We discuss how Travis CI's support of open source projects started out simply as support for the open source community but had the wonderful side effect of great marketing. However, in the case of Travis, scaling to support so many free projects early on wasn't without its own challenges.

\n\n

And we cover some of the challenges of being a german business and doing business internationally while also having a remote team working asynchronously across time zones with nine hours of difference.

Special Guest: Mathias Meyer.

Sponsored By:

Links:

","summary":"Mathias is one of the original founders of Travis CI. In this episode, we talk about the difficulty of leaving the company he helped start, and the challenges of moving on.","date_published":"2018-07-31T07:00:00.000-06:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/b6a2412b-9044-4dfc-9926-72fd561a3ffa.mp3","mime_type":"audio/mpeg","size_in_bytes":71488261,"duration_in_seconds":2968}]},{"id":"528de475-f777-4f46-88a9-1d7a0777f355","title":"Jaimee Newberry, Co-founder of Picture This Clothing","url":"https://interviews.startingandsustaining.com/jaimee-newberry","content_text":"Picture This Clothing went viral immediately. From the outside, it looked like every entrepreneur's dream. But the reality of holding together a business that just went viral is completely different. Add in the logistics of printng custom shirts on demand and fulfilling the orders, and it's not all it's cracked up to be.\n\nJaimee and I talk about the necessity of creating space in your life for opportunities to take hold. We explore what it's like running a fledgling business while experiencing viral growth as well as what happens after the viral growth subsides. We dive into what it's like getting viral traffic but not actually making any sales for the first week.\n\nWe also talk about the importance of launching before you're ready, validating your idea, and making sure to see projects through and not leave them unfinished.Special Guest: Jaimee Newberry.Sponsored By:Starting & Sustaining: Thanks for listening. If you're thinking about building your own web application, I've pulled together years of advice and insights from my own experience as well as other founders into a system to help you build and launch your own web application with fewer mistakes and a whole lot less pain.Links:Picture This Clothing@jaimeejaimee","content_html":"

Picture This Clothing went viral immediately. From the outside, it looked like every entrepreneur's dream. But the reality of holding together a business that just went viral is completely different. Add in the logistics of printng custom shirts on demand and fulfilling the orders, and it's not all it's cracked up to be.

\n\n

Jaimee and I talk about the necessity of creating space in your life for opportunities to take hold. We explore what it's like running a fledgling business while experiencing viral growth as well as what happens after the viral growth subsides. We dive into what it's like getting viral traffic but not actually making any sales for the first week.

\n\n

We also talk about the importance of launching before you're ready, validating your idea, and making sure to see projects through and not leave them unfinished.

Special Guest: Jaimee Newberry.

Sponsored By:

Links:

","summary":"Jaimee Newberry is the founder of Picture This Clothing where you can print a coloring sheet and design a one-of-a-kind ready-to-wear creation that they send to you. In this epsode we talk about making hard decisions and creating space in your life for ideas to take hold and give you time to work on them.","date_published":"2018-07-17T08:00:00.000-06:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/528de475-f777-4f46-88a9-1d7a0777f355.mp3","mime_type":"audio/mpeg","size_in_bytes":60538420,"duration_in_seconds":2512}]},{"id":"192f04d9-8fba-4fc1-9ba1-06b539a7c74b","title":"Steve McLeod, Founder of Feature Upvote","url":"https://interviews.startingandsustaining.com/steve-mcleod","content_text":"After years running a company based on a consumer product, Steve made the decision to switch to a business-focused product in Feature Upvote, and he's never looked back. We explore the implications of legal changes having the ability to wipe out 55% of your customer base after the United States changed the laws around online gambling.\n\nWe compare the differences between Steve's B2C and B2B experiences, the ability to make a healthy living working 6 hours a day but making you sure you're consistent and show up every day. We also discuss the value of enlisting the services of outside experts like a system administrator as soon as you can afford them. \n\nWe also touch on the challenges of managing spam and fraud as a business grows and becomes increasingly visible and the importance of thinking up front about what kind of business you want and the type of customers you want to serve.Special Guest: Steve McLeod.Sponsored By:Starting & Sustaining: Thanks for listening. If you're thinking about building your own web application, I've pulled together years of advice and insights from my own experience as well as other founders into a system to help you build and launch your own web application with fewer mistakes and a whole lot less pain.Links:Feature Upvote@featureupvoteBootstrapped.fm Discussion ForumsHow to negotiate the Long, Slow, SaaS Ramp of Death by Gail Goodman","content_html":"

After years running a company based on a consumer product, Steve made the decision to switch to a business-focused product in Feature Upvote, and he's never looked back. We explore the implications of legal changes having the ability to wipe out 55% of your customer base after the United States changed the laws around online gambling.

\n\n

We compare the differences between Steve's B2C and B2B experiences, the ability to make a healthy living working 6 hours a day but making you sure you're consistent and show up every day. We also discuss the value of enlisting the services of outside experts like a system administrator as soon as you can afford them.

\n\n

We also touch on the challenges of managing spam and fraud as a business grows and becomes increasingly visible and the importance of thinking up front about what kind of business you want and the type of customers you want to serve.

Special Guest: Steve McLeod.

Sponsored By:

Links:

","summary":"Steve McLeod is the founder of Feature Upvote, a SaaS tool to enable your customers to suggest and upvote improvements. In this episode, we talk about and compare his experiences running both a B2C app and B2B app and the value of having a part-time system administrator on retainer. ","date_published":"2018-07-10T06:00:00.000-06:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/192f04d9-8fba-4fc1-9ba1-06b539a7c74b.mp3","mime_type":"audio/mpeg","size_in_bytes":55388039,"duration_in_seconds":2298}]},{"id":"d2163b1d-6794-4afb-b7bb-f0c4e74a9a54","title":"Ben Curtis, Co-founder of Honeybadger","url":"https://interviews.startingandsustaining.com/ben-curtis","content_text":"Ben and I discuss the origins of Honeybadger, what it's like bootstrapping, and the sleepless nights brought on by running an infrastructure product. We also talk about Ben's experiences automating the company and growing it into a more mature and resilient business.Special Guest: Ben Curtis.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:HoneybadgerRailsKits","content_html":"

Ben and I discuss the origins of Honeybadger, what it's like bootstrapping, and the sleepless nights brought on by running an infrastructure product. We also talk about Ben's experiences automating the company and growing it into a more mature and resilient business.

Special Guest: Ben Curtis.

Sponsored By:

Links:

","summary":"Ben Curtis is the co-founder of Honeybadger, a SaaS-based exception tracking application. Honeybadger is bootstrapped and profitable with three co-founders and is a great example of a team scratching their own itch.","date_published":"2017-10-09T07:00:00.000-06:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/d2163b1d-6794-4afb-b7bb-f0c4e74a9a54.mp3","mime_type":"audio/mpeg","size_in_bytes":53946608,"duration_in_seconds":2238}]},{"id":"804793dc-414b-4d0f-b506-92a8320f1f13","title":"Scott Nixon - Co-founder of Happy Herbivore/Meal Mentor","url":"https://interviews.startingandsustaining.com/scott-nixon","content_text":"Scott and I discuss the hybrid nature of running a business where software merely facilitates a primarily offline interaction. How do you measure engagement? How do you know if the customer succeeds? He makes a great case for giving consumer-oriented software businesses another chance. Sure they have high-churn, but there's also many more consumers out there than businesses.Special Guest: Scott Nixon.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:Happy HerbivoreMeal MentorScott Nixon on Twitter","content_html":"

Scott and I discuss the hybrid nature of running a business where software merely facilitates a primarily offline interaction. How do you measure engagement? How do you know if the customer succeeds? He makes a great case for giving consumer-oriented software businesses another chance. Sure they have high-churn, but there's also many more consumers out there than businesses.

Special Guest: Scott Nixon.

Sponsored By:

Links:

","summary":"Scott Nixon is the co-founder of Meal Mentor, a subscription-based vegeterian meal planning service. Scott handles the technology side of the business and works to keep the operational side of things humming with software.","date_published":"2017-08-12T23:00:00.000-06:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/804793dc-414b-4d0f-b506-92a8320f1f13.mp3","mime_type":"audio/mpeg","size_in_bytes":76238099,"duration_in_seconds":3166}]},{"id":"1b71bc20-76b0-4956-aa5f-e840d0d818d2","title":"Matt Goldman, CEO of Churn Buster","url":"https://interviews.startingandsustaining.com/matt-goldman","content_text":"Matt and I talk about running a SaaS business after acquiring it, the mistakes they made early after taking over Churn Buster, and the common ways that SaaS businesses get dunning wrong and how they can do better. We also dive into what it's like to acquire a SaaS business and how central trust is to the process of transitioning an application to a new team.Special Guest: Matt Goldman.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:Churn Buster","content_html":"

Matt and I talk about running a SaaS business after acquiring it, the mistakes they made early after taking over Churn Buster, and the common ways that SaaS businesses get dunning wrong and how they can do better. We also dive into what it's like to acquire a SaaS business and how central trust is to the process of transitioning an application to a new team.

Special Guest: Matt Goldman.

Sponsored By:

Links:

","summary":"Matt is the CEO of Churn Buster, a SaaS app to help recurring revenue businesses handle failed payments better. ","date_published":"2017-06-15T23:00:00.000-06:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/1b71bc20-76b0-4956-aa5f-e840d0d818d2.mp3","mime_type":"audio/mpeg","size_in_bytes":50202625,"duration_in_seconds":2757}]},{"id":"f24972e1-ea8d-483e-9f21-135175aad35e","title":"Rachel Andrew, Cofounder of Perch","url":"https://interviews.startingandsustaining.com/rachel-andrew","content_text":"Rachel and I talk about what it's like supporting self-hosted software, juggling a busy travel schedule to make time for work. She's been working on Perch with her husband Drew for eight years, and they're still going strong.Special Guest: Rachel Andrew.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:RachelAndrew.co.ukPerchFull Transcript","content_html":"

Rachel and I talk about what it's like supporting self-hosted software, juggling a busy travel schedule to make time for work. She's been working on Perch with her husband Drew for eight years, and they're still going strong.

Special Guest: Rachel Andrew.

Sponsored By:

Links:

","summary":"Rachel is the co-founder of Perch, a small self-hosted CMS. She has some incredible wisdom to share about running a software company that's not based on recurring revenue subscriptions.","date_published":"2017-06-09T14:00:00.000-06:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/f24972e1-ea8d-483e-9f21-135175aad35e.mp3","mime_type":"audio/mpeg","size_in_bytes":41946420,"duration_in_seconds":2499}]},{"id":"254671e4-a558-4026-b91f-1b636a411bc8","title":"Tracy Osborn, Founder of Wedding Lovely","url":"https://interviews.startingandsustaining.com/tracy-osborn","content_text":"Tracy and I talk about her experience building and running Wedding Lovely, raising some funding for it, losing a co-founder, and even going through a heart-breaking acquisition process with Etsy. Through it all, she's kept going and even published books to help others build their own web applications. She's a brilliant example of someone that simply won't give up, and while there's no IPO looming, she's making a great living doing what she loves with a small team.Special Guest: Tracy Osborn.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:Tracy OsbornHello Web AppWeddingLovelyFull Transcript","content_html":"

Tracy and I talk about her experience building and running Wedding Lovely, raising some funding for it, losing a co-founder, and even going through a heart-breaking acquisition process with Etsy. Through it all, she's kept going and even published books to help others build their own web applications. She's a brilliant example of someone that simply won't give up, and while there's no IPO looming, she's making a great living doing what she loves with a small team.

Special Guest: Tracy Osborn.

Sponsored By:

Links:

","summary":"Tracy Osborn taught herself how to code and built Wedding Lovely through which she acquired some hard-earned knowledge about selling to consumers and the cost of managing support. ","date_published":"2017-06-02T08:00:00.000-06:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/254671e4-a558-4026-b91f-1b636a411bc8.mp3","mime_type":"audio/mpeg","size_in_bytes":46453616,"duration_in_seconds":2784}]},{"id":"c08bc2be-7a86-4339-a21d-deabef27ca9a","title":"Josh Williams, Founder of Gowalla","url":"https://interviews.startingandsustaining.com/josh-williams","content_text":"Josh and I discuss what it's like going from a bootstrapped small team to a team of 30 in a funded startup. We touch on what it's like going from being a lifelong business owner to being an employee of a large corporation experiencing huge growth. And we talk about some of the differences between building a small profitable business and hitching your wagon to venture capital. Simply put, Josh brings some great perspective and deep insight to building and running software businesses.Special Guest: Josh Williams.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:JW DesignBlinksaleGowalla on WikipediaFull Transcript","content_html":"

Josh and I discuss what it's like going from a bootstrapped small team to a team of 30 in a funded startup. We touch on what it's like going from being a lifelong business owner to being an employee of a large corporation experiencing huge growth. And we talk about some of the differences between building a small profitable business and hitching your wagon to venture capital. Simply put, Josh brings some great perspective and deep insight to building and running software businesses.

Special Guest: Josh Williams.

Sponsored By:

Links:

","summary":"Josh Williams has done a little bit of everything as far as building software businesses go. He started out bootstrapping some applications which eventually led to raising money and building Gowalla.","date_published":"2017-05-25T09:00:00.000-06:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/c08bc2be-7a86-4339-a21d-deabef27ca9a.mp3","mime_type":"audio/mpeg","size_in_bytes":50213213,"duration_in_seconds":3284}]},{"id":"cbec0411-cba7-4918-aa7d-aa0110bce044","title":"Thomas Smale, Founder of FE International","url":"https://interviews.startingandsustaining.com/thomas-smale","content_text":"Recently I sat down this Thomas Smale of FE International. Thomas and FE International helped me sell Sifter and made the whole process seem easy. After selling so many online businesses, FE International has the process down to a science, and they've been able to pick up on quite a few trends. So Thomas takes some time to share what they've seen and what matters when it comes to buying or selling an online business.Special Guest: Thomas Smale.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:FE InternationalFull transcript on Medium","content_html":"

Recently I sat down this Thomas Smale of FE International. Thomas and FE International helped me sell Sifter and made the whole process seem easy. After selling so many online businesses, FE International has the process down to a science, and they've been able to pick up on quite a few trends. So Thomas takes some time to share what they've seen and what matters when it comes to buying or selling an online business.

Special Guest: Thomas Smale.

Sponsored By:

Links:

","summary":"Thomas Smale is the founder of FE International, a professional web site broker. FE International helped me sell Sifter in 2016, and they were a fantastic partner. Having sold over 425 business, they definitely know what they're doing, and Thomas has an incredible amount of wisdom to share around buying and selling online businesses.","date_published":"2017-05-18T23:00:00.000-06:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/cbec0411-cba7-4918-aa7d-aa0110bce044.mp3","mime_type":"audio/mpeg","size_in_bytes":35434452,"duration_in_seconds":2101}]},{"id":"0f885e70-a533-43c1-9225-b10bd21f9180","title":"Nathan Barry, Founder of ConvertKit","url":"https://interviews.startingandsustaining.com/nathan-barry","content_text":"Nathan and I talk about the early days of ConvertKit, reaching a point where he had to make a decision to invest more significantly in it or walk away. He invested a significant portion of his income from other projects and really doubled down to make it work long before it was obvious things were going to take off. He talks about his sales process and how it simultaneously helped him better understand the needs of potential customers as well as build a relationship and find his first customers.Special Guest: Nathan Barry.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:ConvertKitNathanBarry.comFull Transcript","content_html":"

Nathan and I talk about the early days of ConvertKit, reaching a point where he had to make a decision to invest more significantly in it or walk away. He invested a significant portion of his income from other projects and really doubled down to make it work long before it was obvious things were going to take off. He talks about his sales process and how it simultaneously helped him better understand the needs of potential customers as well as build a relationship and find his first customers.

Special Guest: Nathan Barry.

Sponsored By:

Links:

","summary":"The journey Nathan has gone through with ConvertKit is amazing. From significantly missing his original goals, he continued to work and make adjustments to ConvertKit and his approach until he found the sweet spot. Since then, ConvertKit has grown incredibly fast, and Nathan's been openly sharing everything he's learned throughout the journey.","date_published":"2017-04-25T09:00:00.000-06:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/0f885e70-a533-43c1-9225-b10bd21f9180.mp3","mime_type":"audio/mpeg","size_in_bytes":92844954,"duration_in_seconds":2871}]},{"id":"3c1ba33d-7602-466b-a97d-27557087550d","title":"Courtland Allen, Founder of Indie Hackers","url":"https://interviews.startingandsustaining.com/courtland-allen","content_text":"Courtland's story is great because he's been on a bit of the roller coaster, and now he's starting fresh with Indie Hackers. He's interviewing other founders of businesses of all sizes and helping to shed light on what's possible for small independent software-based businesses. At the same time, the stories are also grounded in realistic stories of slow growth and hard work instead of just focusing on those businesses that hit the jackpot. Courtland's past experience combined with his discussions with other founders has given him some great perspective and insight on what works and doesn't work for small software businesses.Special Guest: Courtland Allen.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:Indie HackersFull Transcript","content_html":"

Courtland's story is great because he's been on a bit of the roller coaster, and now he's starting fresh with Indie Hackers. He's interviewing other founders of businesses of all sizes and helping to shed light on what's possible for small independent software-based businesses. At the same time, the stories are also grounded in realistic stories of slow growth and hard work instead of just focusing on those businesses that hit the jackpot. Courtland's past experience combined with his discussions with other founders has given him some great perspective and insight on what works and doesn't work for small software businesses.

Special Guest: Courtland Allen.

Sponsored By:

Links:

","summary":"Courtland is earlier on in the cycle of building a business, but he's on the right track. He's gained a ton of insight from past experiences, and now he's building Indie Hackers and talking to a plethora of other small businesses about what has and hasn't worked for them.","date_published":"2017-03-30T10:00:00.000-06:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/3c1ba33d-7602-466b-a97d-27557087550d.mp3","mime_type":"audio/mpeg","size_in_bytes":62913380,"duration_in_seconds":1942}]},{"id":"14d6afe8-bc9d-494a-b9e0-c5cae8e9036e","title":"Ruben Gamez, Founder of Bidsketch","url":"https://interviews.startingandsustaining.com/ruben-gamez","content_text":"Ruben's story with Bidsketch is a great example of how a simple small business can grow into something healthy sustainable on a reasonable timeline. He started out simply with very little in the way of expectations, and bootstrapped the business to profitability it on the side of a full-time job and now manages a remote team of four additional people. We talk about the challenges of growing and managing a remote team as an introvert, the process of recovering after he accidentally deleted all of the customer billing data, and much more. Special Guest: Ruben Gamez.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:BidsketchFull Transcript","content_html":"

Ruben's story with Bidsketch is a great example of how a simple small business can grow into something healthy sustainable on a reasonable timeline. He started out simply with very little in the way of expectations, and bootstrapped the business to profitability it on the side of a full-time job and now manages a remote team of four additional people. We talk about the challenges of growing and managing a remote team as an introvert, the process of recovering after he accidentally deleted all of the customer billing data, and much more.

Special Guest: Ruben Gamez.

Sponsored By:

Links:

","summary":"Ruben set out to help a friend find some software for proposals and, when he couldn't find anything, just built it himself in 2009. Eight short years later, and he's built a 5-person remote team working on it.","date_published":"2017-02-26T15:00:00.000-07:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/14d6afe8-bc9d-494a-b9e0-c5cae8e9036e.mp3","mime_type":"audio/mpeg","size_in_bytes":81361223,"duration_in_seconds":2517}]},{"id":"4aa6dd34-7119-4998-b0f2-3633bc050ad7","title":"Allan Branch, Cofounder of Less Accounting","url":"https://interviews.startingandsustaining.com/allan-branch","content_text":"During a time when seemingly everyone is trying to build a product and move away from consulting, Allan is doing just the opposite and moving from SaaS and recurring revenue back to good old-fashioned consulting. We talk a little about the process of selling LessAccounting, the ups downs of trying to grow a SaaS application, and some ways to take a step back and make sure that you're working on things you're passionate about.Special Guest: Allan Branch.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:LessEverythingLess AccountingFull Transcript","content_html":"

During a time when seemingly everyone is trying to build a product and move away from consulting, Allan is doing just the opposite and moving from SaaS and recurring revenue back to good old-fashioned consulting. We talk a little about the process of selling LessAccounting, the ups downs of trying to grow a SaaS application, and some ways to take a step back and make sure that you're working on things you're passionate about.

Special Guest: Allan Branch.

Sponsored By:

Links:

","summary":"Allan is the cofounder of LessEverying, makers of LessAccounting. They recently sold LessAccounting and are moving back into traditional consulting and having a blast with it.","date_published":"2017-02-02T20:00:00.000-07:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/4aa6dd34-7119-4998-b0f2-3633bc050ad7.mp3","mime_type":"audio/mpeg","size_in_bytes":65044208,"duration_in_seconds":2011}]},{"id":"dd7fe4e1-e14f-40d6-9222-921d96d9993f","title":"Drew Wilson, Founder of Plasso","url":"https://interviews.startingandsustaining.com/drew-wilson","content_text":"Drew and I discussed his various projects that led him to create Plasso as well as how successful businesses developed out of years of experimentation and cross-pollination. We also talked about some of the differences with bootstrapping versus raising an angel round through Drew’s experience on both sides.Special Guest: Drew Wilson.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:PlassoDrewWilson.comPictos IconsFull Transcript","content_html":"

Drew and I discussed his various projects that led him to create Plasso as well as how successful businesses developed out of years of experimentation and cross-pollination. We also talked about some of the differences with bootstrapping versus raising an angel round through Drew’s experience on both sides.

Special Guest: Drew Wilson.

Sponsored By:

Links:

","summary":"Drew Wilson is a maker at heart. He's created many products with varying degrees of success, but they've all ultimately led him to where he is now, working on Plasso.","date_published":"2017-01-28T08:45:00.000-07:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/dd7fe4e1-e14f-40d6-9222-921d96d9993f.mp3","mime_type":"audio/mpeg","size_in_bytes":75948093,"duration_in_seconds":2350}]},{"id":"c6d4936c-a0a5-470e-bdba-bf9fc0804897","title":"Josh Pigford, Founder of Baremetrics","url":"https://interviews.startingandsustaining.com/josh-pigford","content_text":"Josh and I discussed bootstrapping, accepting outside money, the drawbacks of hiring too fast and having to ask his team to take a pay cut. We also talk about how metrics simply aren't important in the early days and how nothing beats spending time to talking to your customers in person.Special Guest: Josh Pigford.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:BaremetricsBaremetrics DemoStripeFull Transcript","content_html":"

Josh and I discussed bootstrapping, accepting outside money, the drawbacks of hiring too fast and having to ask his team to take a pay cut. We also talk about how metrics simply aren't important in the early days and how nothing beats spending time to talking to your customers in person.

Special Guest: Josh Pigford.

Sponsored By:

Links:

","summary":"Josh is the founder of Baremetrics, a tool for calculating and visualizing your SaaS metrics.","date_published":"2017-01-15T11:00:00.000-07:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/c6d4936c-a0a5-470e-bdba-bf9fc0804897.mp3","mime_type":"audio/mpeg","size_in_bytes":73231609,"duration_in_seconds":2257}]},{"id":"c43f53a0-aa32-4b82-81bd-1d50f2dc61cb","title":"Natalie Nagele, CEO of Wildbit","url":"https://interviews.startingandsustaining.com/natalie-nagele","content_text":"Natalie and I talk about bootstrapping, learning that marketing is a necessary part of growing a software company, and the transitions that led Wildbit to be a family-focused company. We touched on the benefits and challenges of running a multi-product company, the inspiration for the various products, and the difficulties of hanging in there as a business gets older and the responsibilities grow and change.Special Guest: Natalie Nagele.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:WildbitPostmarkBeanstalkDeployBotFull Transcript","content_html":"

Natalie and I talk about bootstrapping, learning that marketing is a necessary part of growing a software company, and the transitions that led Wildbit to be a family-focused company. We touched on the benefits and challenges of running a multi-product company, the inspiration for the various products, and the difficulties of hanging in there as a business gets older and the responsibilities grow and change.

Special Guest: Natalie Nagele.

Sponsored By:

Links:

","summary":"Natalie is the CEO of Wildbit, makers of Postmark, Beanstalk, and DeployBot, and it's where I work full-time these days.","date_published":"2017-01-06T07:00:00.000-07:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/c43f53a0-aa32-4b82-81bd-1d50f2dc61cb.mp3","mime_type":"audio/mpeg","size_in_bytes":72793356,"duration_in_seconds":2258}]},{"id":"afb5a3e9-7320-4537-aac9-9a6c0689ec66","title":"JD Graffam, Serial Acquirer of SaaS Apps","url":"https://interviews.startingandsustaining.com/jd-graffam","content_text":"JD and I talk about buying and selling SaaS applications and share some details from the process of selling and transferring Sifter. JD shares what it's like juggling multiple businesses and how he makes it work, and he dives into the attributes and insights he uses to decide whether a SaaS application is a good opportunity or not and how he does business a bit differently. This is an episode that's near and dear because I feel like it shares some of the less-often seen aspects of transactions like selling businesses. I really hope you enjoy it.Special Guest: JD Graffam.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:Graffam Cos.Simple FocusClear FunctionSifterPulseBallparkFull transcript","content_html":"

JD and I talk about buying and selling SaaS applications and share some details from the process of selling and transferring Sifter. JD shares what it's like juggling multiple businesses and how he makes it work, and he dives into the attributes and insights he uses to decide whether a SaaS application is a good opportunity or not and how he does business a bit differently. This is an episode that's near and dear because I feel like it shares some of the less-often seen aspects of transactions like selling businesses. I really hope you enjoy it.

Special Guest: JD Graffam.

Sponsored By:

Links:

","summary":"JD Graffam runs multiple agencies and SaaS applications, including Sifter, which he acquired from me in Spring of 2016.","date_published":"2016-12-29T06:00:00.000-07:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/afb5a3e9-7320-4537-aac9-9a6c0689ec66.mp3","mime_type":"audio/mpeg","size_in_bytes":96684506,"duration_in_seconds":3002}]},{"id":"2791db28-40e9-4531-9c05-c3f4ce9ede40","title":"Tyler Rooney, Cofounder and CPO of Format","url":"https://interviews.startingandsustaining.com/tyler-rooney","content_text":"Format had seven people on the payroll before Tyler even got paid. We talk about bootstrapping in Canada, the amazing story of how they acquired the Format.com domain name, and what it's like transitioning from a survival mentality to a growth mentality as a business grows.Special Guest: Tyler Rooney.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:FormatFull Transcript","content_html":"

Format had seven people on the payroll before Tyler even got paid. We talk about bootstrapping in Canada, the amazing story of how they acquired the Format.com domain name, and what it's like transitioning from a survival mentality to a growth mentality as a business grows.

Special Guest: Tyler Rooney.

Sponsored By:

Links:

","summary":"Tyler Rooney is the Cofounder of Format.com, a portfolio hosting service based in Canada.","date_published":"2016-12-28T06:00:00.000-07:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/2791db28-40e9-4531-9c05-c3f4ce9ede40.mp3","mime_type":"audio/mpeg","size_in_bytes":93264570,"duration_in_seconds":2888}]},{"id":"c5766e7e-d53e-4d76-a9e9-7fc153bf4380","title":"Peldi, Founder of Balsamiq","url":"https://interviews.startingandsustaining.com/peldi-balsamiq","content_text":"Peldi and I talk about moving from California to Italy to lower his cost of living to start a company, juggling different delivery formats for software (and the associated payments challenges), giving amazing support, and bending over backwards to help customers. While he originally didn't want to grow the business beyond himself, Balsamiq is now a team of 23 people based all around the world.Special Guest: Giacomo “Peldi” Guilizzoni.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:BalsamiqSpreadshirtFull Transcript","content_html":"

Peldi and I talk about moving from California to Italy to lower his cost of living to start a company, juggling different delivery formats for software (and the associated payments challenges), giving amazing support, and bending over backwards to help customers. While he originally didn't want to grow the business beyond himself, Balsamiq is now a team of 23 people based all around the world.

Special Guest: Giacomo “Peldi” Guilizzoni.

Sponsored By:

Links:

","summary":"Peldi originally set out to create a wireframing plugin for Jira but ultimately ended up creating a tiny empire of wireframing tools via plugins, downloadable software, and more recently SaaS.","date_published":"2016-12-26T06:00:00.000-07:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/c5766e7e-d53e-4d76-a9e9-7fc153bf4380.mp3","mime_type":"audio/mpeg","size_in_bytes":69978136,"duration_in_seconds":2167}]},{"id":"fbbd48a3-91b9-4e27-b849-78f1eeb9f365","title":"Pat Allan, Creator of Thinking Sphinx and Flying Sphinx","url":"https://interviews.startingandsustaining.com/pat-allan","content_text":"Pat Allan turned his open source side project into a profitable Heroku Add-on. We talk about the advantages and disadvantages of building on another company's platforms, doing support for both open source users and paying customers, and some of the trickier parts of parlaying open source success into a profitable business venture.Special Guest: Pat Allan.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:Freelancing Gods — Pat's personal web site.Thinking Sphinx — The open source gem for integrating Ruby and the Sphinx search engine.Flying Sphinx — Flying Sphinx is an add-on for Heroku that lets you use Thinking Sphinx (and thus, Sphinx) for all your search needs.Limbr — Limbr is a social impact startup on a mission to make mental health more acceptable and accessible.Drumknott — Drumknott provides hosted searching for your static Jekyll sites. All you need to do is connect things up via Javascript, and upload your page data to Drumknott's API.Full Transcript","content_html":"

Pat Allan turned his open source side project into a profitable Heroku Add-on. We talk about the advantages and disadvantages of building on another company's platforms, doing support for both open source users and paying customers, and some of the trickier parts of parlaying open source success into a profitable business venture.

Special Guest: Pat Allan.

Sponsored By:

Links:

","summary":"Pat Allan is the maintainer of the Thinking Sphinx Ruby gem that interfaces with the Sphinx search engine. He has since turned that into a side business with the Flying Sphinx Heroku Add-on.","date_published":"2016-12-24T06:00:00.000-07:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/fbbd48a3-91b9-4e27-b849-78f1eeb9f365.mp3","mime_type":"audio/mpeg","size_in_bytes":63421575,"duration_in_seconds":1962}]},{"id":"c6763c02-e2cc-4e54-a07b-a0ee85f21204","title":"Anthony Eden, Founder of DNSimple","url":"https://interviews.startingandsustaining.com/anthony-eden","content_text":"Anthony built DNSimple on the side and didn't come on board full-time until after there were two other full-time employees. We discussed some of the advantages and disadvantages of running a complex infrastructure product, marketing a complicated business with comics, and fighting domain fraud through it all.Special Guest: Anthony Eden.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:DNSimpleSift Science — Sift Science has been a helpful component of anticipating and fighting fraud for DNSimple.Full Transcript","content_html":"

Anthony built DNSimple on the side and didn't come on board full-time until after there were two other full-time employees. We discussed some of the advantages and disadvantages of running a complex infrastructure product, marketing a complicated business with comics, and fighting domain fraud through it all.

Special Guest: Anthony Eden.

Sponsored By:

Links:

","summary":"Anthony Eden talks about building and running DNSimple, dealing with fraud, and how exhausting it can be running an infrastructure product at times.","date_published":"2016-12-22T06:00:00.000-07:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/c6763c02-e2cc-4e54-a07b-a0ee85f21204.mp3","mime_type":"audio/mpeg","size_in_bytes":65218506,"duration_in_seconds":2015}]},{"id":"13bb69a0-cfd5-4c91-bd82-6e3253ee14f2","title":"Mike Perham, Creator of Sidekiq and Inspeqtor","url":"https://interviews.startingandsustaining.com/mike-perham","content_text":"Mike Perham has successfully built a wildly profitable one-man business built on his open source efforts. We discuss what it's like balancing the seemingly opposing forces of open source and a for-profit business, managing support for the open source version as well as paying customers, and how businesses are all-too-willing to pay for things that provide value or help them save time.Special Guest: Mike Perham.Sponsored By:Starting & Sustaining: The second edition of Starting & Sustaining will be out in late 2017. Visit the site to get on the list and be the first to know as well as receive a launch discount.Links:MikePerham.comSidekiq — Simple, efficient background processing for Ruby.Inspeqtor — Application infrastructure monitoring, reimagined.Full Transcript","content_html":"

Mike Perham has successfully built a wildly profitable one-man business built on his open source efforts. We discuss what it's like balancing the seemingly opposing forces of open source and a for-profit business, managing support for the open source version as well as paying customers, and how businesses are all-too-willing to pay for things that provide value or help them save time.

Special Guest: Mike Perham.

Sponsored By:

Links:

","summary":"Mike Perham talks about open source, making a living off of software, running a business, and handling support. ","date_published":"2016-12-20T20:00:00.000-07:00","attachments":[{"url":"https://aphid.fireside.fm/d/1437767933/606af8cb-26ad-432e-ac89-a5866ab5af76/13bb69a0-cfd5-4c91-bd82-6e3253ee14f2.mp3","mime_type":"audio/mpeg","size_in_bytes":73898724,"duration_in_seconds":2274}]}]}