Essays

Oct 22, 2020
maguay's avatar

It all started when Charlie Brown let out a *sigh* at the state of things.

Good grief, he'd say when the going got tough. But words alone couldn't express the full human experience. So Charles Swartz reached for the asterisk, wrapping it around things that weren't quite words, things like whew, ahe

Oct 13, 2020
maguay's avatar

“You should...commence the conversation by saying 'Hulloa!'” suggested the first phone book, New Haven, Connecticut’s The Telephone Directory. “When you are done talking, say 'That is all!', and the person spoken to should say 'O.K.'”

And so language changed, at least to start conversations.

As…

Oct 6, 2020
maguay's avatar

It all started with a stack of books.

You don't just buy a desk on a whim, especially when you're not sure you can type reliably while standing. So, after one too many hours hunched over a desk, I enlisted my textbooks to help pay off the education they gave me. One stack to put the laptop at eye…

Aug 27, 2020
maguay's avatar

It almost felt like common knowledge that software was increasingly expensive. Yet was it, really? Had the move from boxed software and one-time licenses to subscriptions and SaaS had actually resulted in higher prices, we wondered?

So last year we picked 100 popular business software, dug through…

Jul 31, 2020
maguay's avatar

300,000 people are on Superhuman’s waitlist, while 95,000 requested a Hey invite before it launched—both in pursuit of a more productive email experience. Enough people paid Roam Research from $15/month to $500 for 5 years that they hit $1 million in ARR only 6 weeks after launching paid plans.

Mar 17, 2020
maguay's avatar

It wasn’t supposed to happen this way.

For those who have worked remotely for years—decades, even—it often started as a gradual process. We worked freelance first and figured out collaboration remotely on individual projects. That’s easy enough: One task, one set of deliverables, a deadline and a…

Feb 7, 2020
maguay's avatar
“The future is already here—it’s just not evenly distributed.”
~ William Gibson

It’s hard enough to convince people to pay for software, much less unfinished software quits working merely 9 months after purchase. Not Apple. When the first beta of Mac OS X came out in 2000, fans paid $29.95 for the…

Jan 24, 2020
maguay's avatar

You found new software, it’s free to try for a couple weeks, and it turns out to be perfect. All you need to do is to close the deal and pay.

Here there be dragons. You're signing up for a subscription, something you'll pay for over time. It's something you want to get right. Yet every part of the…

Jan 6, 2020
awwstn's avatar

Last week there was a trend on Twitter where people offer one prediction/hot take for each Like their tweet gets. Since we come across so many interesting nuggets on SaaS pricing, I decided to try it out:

https://twitter.com/awwstn/status/1213215748979445761

The response blew me away -- according…

Dec 13, 2019
maguay's avatar

This is the best thing you could buy, promises the internet, the holy grail, the be all end all, everything you’ve ever wanted. This product does everything at once—or maybe it only does one thing, but it does that task better than anything ever did it before.

You don’t have time or budget to try…

Oct 30, 2019
maguay's avatar

Software’s not all that expensive when you buy one app for one person. It saves time and makes you money, and all’s well.

Then your team grows, and by the time you pay for G Suite, Slack, GitHub, and all your other work tools, software’s not such an innocent expense anymore. Pay $75 per person for…

Oct 9, 2019
maguay's avatar

HubSpot starts out cheap—or free, if you use its CRM. But what would your team pay each month if you rolled it out across your company and used its marketing tools extensively?

Capiche is on a mission to make software prices more transparent, to help you know what software really costs other teams…