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Re:Notes on Buttondown.com by jmduke on Tuesday August 27, 2024 @06:07AM (#41365933)
Author here! Happy to answer any questions folks have.

(I would also be remiss if I didn't say that I am grateful to HN for introducing me to what was called microISVs a decade ago, "indie hacking" five years ago, and now I suppose is mostly called "building in public" / "lifestyle businesses". I was inspired to start Buttondown in no small part due to reading about Candy Japan, Appointment Reminder, et al, and learning that there was a different yet equally valid path for growing a SaaS)

Re:Notes on Buttondown.com by rexreed on Tuesday August 27, 2024 @06:35AM (#41366057)
Why was getting the expensive buttondown.com necessary and important? I might have missed that in the post.
Re:Notes on Buttondown.com by jmduke on Tuesday August 27, 2024 @07:27AM (#41366370)
Definitely not _necessary_ — I was more or less resigned to not having the domain, since the sticker price was $170K and my mental "is this _really_ worth it?" number was high five figures.

As for why important: a melange of reasons. I had heard a _lot_ from customers and prospects that they couldn't find the site because they searched for/navigated to buttondown.com; I was faintly worried about SEO/brand impact from using a vanity TLD like `.email`; I was faintly worried about a more well-financed competitor buying it and redirecting to their own property; there are a very real number of legacy pieces of software that do not _accept_ `buttondown.email` as a valid domain, which is important when you're dealing with UGC.

(When I was debating what a reasonable purchase price might be, the framing that helped me make a decision was: "if this helps my overall conversion funnel grow by 2% in perpetuity, is it worth it?", and that answer was yes. Time will tell, of course, to see where that number actually lands!)

Re:Notes on Buttondown.com by rexreed on Tuesday August 27, 2024 @07:35AM (#41366426)
Could you have structured the deal in a more cash favorable way seeing as you are paying for it from cash flow? That way it would have been less of an immediate impact on finances. For purchases like this, a revolving line of credit is helpful, even tho there's cost to that, because it lessens the impact on cash flow.
Re:Notes on Buttondown.com by jmduke on Tuesday August 27, 2024 @07:49AM (#41366518)
Yup, absolutely — you see a lot of the larger brokers do some genre of lease-to-own program (pay us the purchase price plus a near-usurious APY over 24mos and at the end, you can keep the domain.)

My margins are solid and there aren't a lot of competing opportunities to deploy capital besides pulling forward cloud costs or hiring folks (which is a very different value prop altogether), so reasoning about the lump sum was pretty easy, but you're definitely right in that objectively speaking I should have just gotten a line of credit and amortized it that way.

Re:Notes on Buttondown.com by rexreed on Tuesday August 27, 2024 @08:05AM (#41366634)
Thanks for sharing your insights and experiences! I am a fan of bootstrapped SaaS, just keep it going as much as you can and avoid the temptation to sell early, although I am sure that opportunity will present itself.
Re:Notes on Buttondown.com by V41frQo1SccpfHI on Tuesday August 27, 2024 @08:31AM (#41366819)
Maybe a bit of a stupid question, but wouldn't it have been enough to just buy the domain and then configure a redirect to the old domain?
Re:Notes on Buttondown.com by rexreed on Tuesday August 27, 2024 @08:48AM (#41366962)
Not if you want to build SEO authority on the new domain
Re:Notes on Buttondown.com by bww on Tuesday August 27, 2024 @07:20AM (#41366312)
Just FYI, you’re still using buttondown.email in your HN profile.
Re:Notes on Buttondown.com by jmduke on Tuesday August 27, 2024 @07:29AM (#41366376)
And my old blog domain to boot! Exactly what I meant by "The hardest part of the process was the stuff you can't grep for..."

(T/Y — fixed.)

Re:Notes on Buttondown.com by jwong_ on Tuesday August 27, 2024 @09:00AM (#41367042)
FYI the “customer support” link in the footer on the homepage also links to [email protected].
Re:Notes on Buttondown.com by wlonkly on Tuesday August 27, 2024 @08:10PM (#41374682)
The linked article mentioned that they hadn't moved email over.
Re:Notes on Buttondown.com by pentagrama on Tuesday August 27, 2024 @08:39AM (#41366891)
How did you handle that users with saved credentials on password managers for.email now didn't get the autofill feature when redirected to .com?
Re:Notes on Buttondown.com by secondbreakfast on Tuesday August 27, 2024 @11:17AM (#41368527)
Congrats! Huge get :)