web02.fireside.fm Sun, 19 Apr 2026 07:42:06 -0500 Fireside (https://fireside.fm) Starting & Sustaining - Episodes Tagged with “Marketing” https://startingandsustaining.garrettdimon.com/tags/marketing Tue, 25 Apr 2017 09:00:00 -0600 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. en-us episodic Candid discussions with folks involved in and around the SaaS industry. Garrett Dimon 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. no Garrett Dimon email@garrettdimon.com Nathan Barry, Founder of ConvertKit https://startingandsustaining.garrettdimon.com/nathan-barry 0f885e70-a533-43c1-9225-b10bd21f9180 Tue, 25 Apr 2017 09:00:00 -0600 Garrett Dimon full Garrett Dimon 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. 47:51 no 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. 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:

]]> 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:

]]> Courtland Allen, Founder of Indie Hackers https://startingandsustaining.garrettdimon.com/courtland-allen 3c1ba33d-7602-466b-a97d-27557087550d Thu, 30 Mar 2017 10:00:00 -0600 Garrett Dimon full Garrett Dimon 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. 32:22 no 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. 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:

]]> 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:

]]> Allan Branch, Cofounder of Less Accounting https://startingandsustaining.garrettdimon.com/allan-branch 4aa6dd34-7119-4998-b0f2-3633bc050ad7 Thu, 02 Feb 2017 20:00:00 -0700 Garrett Dimon full Garrett Dimon 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. 33:31 no 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. 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:

]]> 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:

]]> Natalie Nagele, CEO of Wildbit https://startingandsustaining.garrettdimon.com/natalie-nagele c43f53a0-aa32-4b82-81bd-1d50f2dc61cb Fri, 06 Jan 2017 07:00:00 -0700 Garrett Dimon full Garrett Dimon Natalie is the CEO of Wildbit, makers of Postmark, Beanstalk, and DeployBot, and it's where I work full-time these days. 37:38 no 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. 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:

]]> 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:

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