Episode 569 | The Life Changing Decision of When to Sell Your Company

Startups For the Rest of Us

Rob Walling

Entrepreneurship, Management, Business, Marketing

4.9 • 819 Ratings

🗓️ 28 September 2021

⏱️ 32 minutes

🔗️ Recording | iTunes | RSS

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Summary

In Episode 569, Rob Walling chats with Anna Maste, a founder who's been a part of the MicroConf community for several years. They talk about how Anna bootstrapped a two-sided RV marketplace and eventually sold it for a healthy multiple. The topics we cover [1:16] An RV boondocker [2:53] Selling for a healthy multiple [5:21 ] Building a business with a a family member [7:02] Tech stack used [8:23] Launching and early customers [12:45] Experimenting with business models and pricing [14:01] Inflection in growth [18:21] Bootstrapping and fitting in [23:53] First purchase offer [28:05] Accepting the second strategic offer Links from the show Boondockers Welcome Anna Maste (@skulegirl) | Twitter If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you! Subscribe & Review: iTunes | Spotify | Stitcher

Transcript

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0:00.0	Welcome back to Startup to the Rest of Us. I'm your host, Rob Walling. This week, I have a conversation with a founder who's been in the microconf community for several years. She actually attended her first microconf in 2019 on one of our scholarships. And by that time, she had been building a SaaS business. It's a two-sided marketplace with a subscription component, and it's for RVers. She'd
0:22.4	been building that business with her mom for seven years by then, received an offer to sell it.
0:27.1	It was a so-so offer. She had come to the conclusion she was going to sell it, came to
0:30.9	MicroConf, and got advice that literally changed the course of her and her mother's life.
0:36.5	It's a great story of an entrepreneur
0:38.7	who persevered for really nine years before selling her business and changed the course of
0:45.6	her and her mother's life in the process. This is entrepreneurship, right? This is why we talk
0:50.9	about this every week on startups for the rest of us. This show is for ambitious
0:55.0	startup founders who want freedom and purpose and relationships and want to change the
1:00.1	course of their life through starting their own companies. And with that, let's dive into our
1:05.1	conversation.
1:15.9	Anna Mast. Welcome. And I'm asked, welcome to startups for the rest of us.
1:17.9	Thanks so much for having me, Rob.
1:18.7	Absolutely.
1:21.9	So today we're going to be talking about Boondockers Welcome.
1:27.6	It's at boondockerswelcome.com and how you and your mom started it and grew it over the course of nine years and then sold it for a life-changing amount of money. I want to start with two questions. The first is, what is a
1:34.2	boondocker? So in the RVing world, a boondocker is usually somebody who camps without hookup. So,
1:42.2	you know, camping in the boondocks and the boonies, but more often
1:45.8	than not, it actually ends up being like in somebody's driveway or in a Walmart parking lot or
1:51.6	much less glamorous than actually in the backcountry boonies. But that is what boondocker means in the RV
1:58.7	industry. And it's a long domain name and really would be, would only be known by someone in the space, right?
2:06.2	Because I had seen you in MicroConf Connect.
	...

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