Travis McLeod public
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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. Focused 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.
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Welcome back to the show! It's been over a year since the last episode, I'm sorry! However, I realized it's the 25th anniversary of one of my favorite albums ever - Green Day's Nimrod! Come hang out with me as I discuss some of the making of the album and my personal experiences with it. If you haven't listened to this album before, you definitely …
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On this episode we have a very special guest. You may know Reagan Pasternak from her roles in Movies and TV shows (Wynona Earp, Sharp Objects, and Being Erica to name a few). Now she is taking on a new role, the role of Author. Reagan has written a book about mourning the loss of a pet. After a personal journey that she went through after losing he…
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Welcome to the 2nd part of my interview with my old friends South Florida band Visionary! The second half of their story, plus just a little bit of us catching up. We recorded this just after 4th of July 2020, I released Part 1 Black Friday 2020, and now the conclusion is here on Valentine's Day 2021. I really know how to build suspense. Anyway, I …
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On this episode I reunite some good friends of mine, members of the South Florida band VISIONARY! I had the pleasure of reuniting and speaking with 3/5 of Visionary, my friends and the band that gave me my start playing live. We cover the band's formation, successes, and some candid stories from their time playing the clubs of South Florida. Check …
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It's a new record for me, 2 episodes in one year! Ok I've definitely done more than 2 in a year before, but not recently. This is the final episode in my "making of series". In this episode, My wife Stefanie and I play "Broken Hearted and the Angel's Wings" in its entirety and discuss the origins of the songs, reactions to them, and the way they we…
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Finally back with another episode. It's been literally YEARS! Sorry about that, life gets in the way. Finishing what I started with my "making of" series. This is album 4 of 5 so we're almost done with this series. The last and final episode of this "making of" series will hopefully be coming soon. Thanks for listening!…
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Brennan and I explore the trajectory of businesses and learning that led him to create RightMessage. 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. Bren…
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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. We also talk about the operational side of growth. Whil…
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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. Jaimee and I talk about the…
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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. We compare th…
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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…
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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…
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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…
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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 i…
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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 simpl…
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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 yo…
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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 a…
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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…
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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…
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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 peop…
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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…
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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:…
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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 & Sustain…
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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 …
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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 b…
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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 secon…
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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…
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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: Pa…
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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 …
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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 …
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Happy Thanksgiving! This is the latest in my "making of" series. This time, I'm discussing the making of my 3rd album NEVER SAY DIE. I give you a glimpse into some of the stories behind the songs and also the way that I wrote and recorded them. There are also some anecdotes about some of my musician friends. How does Mike Caldarera fit in to one of…
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Welcome to the 1st episode of 2015! In this episode I play my second album "Tales from Tourmaline" in its entirety and discuss the stories and experiences behind each song. Unfortunately I could not access the original recordings so I had to go with the 2nd version of this album, which in my opinion is sub par to the original. However, some of you …
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It's been forever but I'm back! Sorry for the absence, I hope you're as excited for this return as I am. For the next five episodes I am going to give you a behind the scenes all access pass into the making of my five albums. We begin with my first album "McLeod". On this episode I play the album in its entirety and discuss each song one by one. I …
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On this episode I interview my good friend Brian Russell. Brian and I are a couple of movie buffs who met while working at a movie theater and have been friends ever since. Not only are we both movie buffs, but Brian is an actor. On this episode, we discuss movies, Brian's acting career, a possible collaboration on script writing, and catch up a li…
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Under the Radar is back from Hiatus and we have a special guest this week...ADAM THE WOO! I had the pleasure of meeting and interviewing Adam before the holiday break. Adam goes on adventures and posts them on YouTube. I originally stumbled upon his channel when I saw a video he had posted of him exploring the abandoned River Country water park at …
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On this edition of Under The Radar with Travis McLeod I interview my friend Joey Destefano. Joey is a musician, and my first songwriting partner. In high school, we formed several bands together, most notable We're a Band and Horny Dog. After that, Joey went on to join Visionary, and is currently playing in South Florida Bands The Toilets and I Am …
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In Episode 5 we pick up where we left off in the interview with AJ Marchetta from last week. I also play some tracks from Groovenics, Suicide City, Skeleton Division, and a solo track from AJ. For some reason towards the end of the episode my mic level is very low. I tried to fix it but I couldn't so I apologize for that. I don't think I was saying…
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This week on the show I interview my good friend AJ Marchetta. AJ was the guitarist in Groovenics and Suicide City, and is now currently playing with Skeleton Division. We talk about how he got started in music, the tail end of The Groovenics when he joined, the beginning through the end of Suicide City, and what he's up to now. There were so many …
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On Episode 3 of Under the Radar with Travis McLeod, I am the guest. We are introduced to my lovely wife who interviews me about my musical and creative endeavors in her first appearance on the show. She is going to be an occasional co host, so keep an eye out for her in future episodes. Also discussed in this episode are boy bands, parenting, and o…
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On Episode 2 of Under the Radar with Travis McLeod I interview Stephanie Walsh. Stephanie Walsh is the host of Side B Radio, an internet radio show on live365.com. I have been friends with Stephanie for many years, and have watched her pursue her dreams of being a radio personality over the past few years. On this episode we talk about her start in…
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Welcome to the first episode of Under The Radar with Travis McLeod. My first guest on the show is Jaie Tang. Jaie, among other things, was the drummer for South Florida band Visionary in the early 2000s. On this episode we discuss Jaie's start in music, his experiences drumming for Visionary, and what he's been up to since Visionary disbanded. Ther…
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