Episode 614 | Deciding When to Quit Your Day Job, Founder Anxiety, and More Listener Questions

Startups For the Rest of Us

Rob Walling

Management, Entrepreneurship, Business, Marketing

4.8 • 792 Ratings

🗓️ 2 August 2022

⏱️ 43 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

In episode 614, Rob Walling chats with fan favorite Derrick Reimer. They start out by talking about Derrick’s decision to take a sabbatical from The Art of Product podcast after co-hosting it with Ben Orenstein for more than 5 years. Then, they answer a handful of listener questions, including when to quit your day job to focus on your startup full-time, coping with anxiety as a second-time founder, and choosing a domain name. Episode Sponsor: Hiring developers has been tough for years, but it is even tougher these days. Lemon.io is on a mission to make the process of hiring an experienced developer or even an entire team easier. They only have experienced developers on their marketplace, and each one is hand-vetted. It is virtually risk-free as they’ll guarantee a replacement in 48 hours if something goes wrong. Find your perfect developer or a team with Lemon.io. You can also claim a special discount for our podcast fans. Visit lemon.io/startups to receive a 15% discount for the first 4 weeks of work with a developer. Topics we cover: [2:18] Derrick’s decision to take a break from The Art of The Product podcast [10:22] When should you go full-time on your startup? [17:20] Before looking for tech firms, should I know the best frontend and backend architecture for my SaaS MVP and then only shop for firms who specialize in that? [24:13] I'm starting a new SaaS business, and despite a previous successful experience, I can't stop feeling extremely anxious about it. Is this something you're familiar with? How did you deal with it? [30:34] When choosing a domain name for my startup, should you go with a meaningful and expressive name, but a less serious TLD.io or a somewhat fictional name combined with the best tld.com? Links from the Show: Derrick Reimer @derrickreimer I Twitter SavvyCal The Art of Product Bootstrapped Web Summit TinySeed Bullet Train MicroConf Connect The Entrepreneur’s Guide to Keeping Your Shit Together: How to Run Your Business Without Letting it Run You The Mom Test

Transcript

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0:00.0	According to our most recent State of Independent SaaS survey and report, nearly 30% of bootstrap founders said they were actively considering taking some outside funding this year.
0:11.2	So at MicroConf, we put together a guide about the top five options that bootstrappers would consider.
0:17.0	It's called the Bootstrappers Guide to Outside Funding, and we cover friends and family rounds, angel investors, recurring revenue financing, crowdfunding, and venture capital.
0:27.1	If you want to check it out, the guide is completely free.
0:29.3	Head over to microconf.com.com slash funding dash guide.
0:33.5	That's microconf.com.com slash funding dash guide.
0:55.8	If you have clear eyes, full hearts, you can't lose, you're in the right place.
0:57.1	This is started for the rest of us.
0:57.8	I'm Rob Walling.
1:01.5	This is episode 614 where Derek Reimer joins me.
1:03.7	He's a fan favorite here on the show.
1:10.6	Derek was the co-host of the Art of Product Podcast, and he recently stepped back from that after doing it for five or six years
1:12.3	and he and I kick off our conversation talking about that thought process. Then we dive into
1:18.3	listener questions deciding when to quit your day job, anxiety from a second time founder,
1:23.7	some really good questions on the show today. But before we dive into that, I wanted to ask if
1:29.2	you have Spotify, if you could go to the search, type in startups for the rest of us, and leave
1:34.5	us a thumbs up or a five-star. I don't even know what the rating system is. We've been getting
1:38.7	traction in Spotify and more listeners and more starts and listens and engaged listeners and all the metrics.
1:45.6	And if you've gotten some value from the show over the last months or years,
1:49.5	it would take you 30 seconds to do that, and I would really appreciate it.
1:54.3	And with that, let's dive into my conversation with Derek Grimer.
1:57.3	Thank you. in with Derek Grimer.
	...

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