I’m surprised Hey isn’t mentioned. That’s the only example I know of someone recently trying to reinvent email. Maybe it wasn’t included because it’s part of Basecamp and not its own company. But I think it’s important to discuss if your argument is that “no one has successfully reinvented email”.
I was engineer 12 at SendGrid and left after IPO and subsequent acquisition by Twilio. Being infrastructure and the backing many email marketing companies, we did really well. Kind of like selling shovels in the gold rush. We struggled more on the product front breaking into the much larger marketing space. Learned a lot there leading and scaling teams and scaling the email infrastructure to support over 8 billion daily sends.
Most of the large marketing ecommerce/enterprise market was captured via ExactTarget/Salesforce, Oracle/Responsys/Eloqua, IBM/SilverPop/Acoustic, Adobe/Neolane/Marketo by the mid 2010's.
SendGrid/Twilio was another a few years later, Amazon SES is ok, then you have some of the smaller market players (MailChimp, Constant Contact, etc).
Hard to scale/grow a startup in any real way when there are so many fairly well entrenched solutions across industries and company sizes.
I'm far from an expert but I would say there will always be people who hate the current enshitified solutions and are looking for the new cool kid in town
There’s still a huge opportunity for AI. The way it’s used currently (sorting & drafting replies) is barely scratching the surface. Until you can literally turn your mailbox over to AI the way you would with a human assistant, email UX is not a solved problem.
This is a weird article. Email is a hodgepodge of terrible protocols that have progressively had more and more technical debt laid upon them for decades and decades. Vendor quirks are everywhere, and it’s incredibly unreliable. Its defining quality – it’s decentralisation – has been beaten out of it by IP reputation so everybody ends up sending through a handful of providers.
The article kinda acknowledges that it’s a shitheap that’s awful to implement, but somehow still champions the idea that it all works fine.
And what’s with the repeated jabs at the “terrible” exit rate that actually seems pretty good?
I will never understand where this sentiment comes from. I've run my own mail server for like 7 years at that point. It's so incredibly rare for my mail to not deliver that I can't remember the last time I had to debug it. The most annoying thing I've had to deal with was dovecot breaking compatibility with their config format, but even that was a couple of hours of work to get back on track.
My most surprising experience was when I broke the mail setup while migrating servers once. Postfix was down for something like 7 days before I got around to fixing it. The cool thing was what happened after I fixed it. While my server was down, the other relays had been dutifully holding onto my mail, waiting for me to once again accept it. So after a week of downtime, I still got all my mail within 24 hours after starting up my server again.
> Email is a hodgepodge of terrible protocols that have progressively had more and more technical debt laid upon them for decades and decades.
May I know what is so "terrible" about those protocols ans what "technical debt" are you talking about?
> Vendor quirks are everywhere, and it’s incredibly unreliable
That has nothing to do with actual email protocols. Generic email protocols are extremely reliable and resilient to any sorts of disruptions. I wish any of modern protocols exhibit similar simplicity and reliability.
But of course if vendor would like to add their quirks and you would like to buy that - that's your choice innit.
> Techstars alone has 28 email-related companies with only 5 exits - an exceedingly high failure rate (sometimes calculated to be 80%+).
This is actually better than overall failure rate. At 80% I would absolutely be investing in more email companies!
The entire analysis is skewed to satisfy their own messaging or perhaps internal motivation. Mentioning Cyrus IMAP and SpamAssassin is ... being stuck in a time warp.
Being self-funded, their position is not surprising. However they really need some perspective.
Average startup success rate is 1/10 at best. The "90% of startups fail" metric that's often cited is likely inflated by B2B companies which find significantly more success (like, an order of magnitude more) than B2C.
Actually recent email innovation I enjoyed is Mimestream, the macOS native client for Gmail. Apple’s smart inbox is half baked but better than nothing.
Cloudflare now also has a pretty good email forwarding service.
> Electron Performance Crisis: Modern email clients built with Electron and React Native suffer from severe memory bloat and performance issues. These cross-platform frameworks, while convenient for developers, create resource-heavy applications that consume hundreds of megabytes to gigabytes of RAM for basic email functionality.
No (real) customer has ever, or will ever, care about this. Discord and Slack are pretty much case-in-points: bloated Electron apps that just about everyone on the planet has installed on their computers. I personally hate React, but technology decisions are irrelevant to the long-term success of startups. (As long as they don't grossly interfere with customer experience, the feature set, etc.)
> Final Warning: After analyzing hundreds of email startups, the evidence is overwhelming - 80%+ fail completely. Email isn't broken, and trying to "fix" it is a guaranteed path to failure.
First, I'd bet money that figure is actually wrong: the failure rate is likely way higher than 80%. And I'm honestly not sure how anyone could seriously think a 20% exit rate is bad in just about any vertical (but especially a "boring" one like email).
What am I even reading here? Author does realize openssl[1], Linux[2], and many other "enterprise-level" pieces of software are entirely (or almost entirely) maintained by volunteer developers, right?
Anyway, the post had its opposite intended effect on me: it made me think about ways I could reinvent email.
If Fastmail is included in the startup category, why aren’t email companies like Posteo and Mailbox.org included? Runbox.com is a one person operation. They’ve all been around for decades and are still going strong. Posteo hasn’t even taken any VC investment (which could be one reason, as the article points out, for failure). Migadu has been around for quite sometime and doesn’t find a mention in this list.
Is 80% even that high? I thought the idea behind VC was to fund companies where 90% are doomed to fail, 9% might do okay, in order to cash in big on the 1% that have stellar success.
My god this "article" is an inconsistent pile of AI slop.
It actively contridicts itself and changes the thesis several times as it goes on and on and on.
I agree that "reinventing" email, or building a business based on "AI features" are both terrible ideas.
We began building Marco not to do either of these things, but simply because _there wasn't_ any actual cross-platform IMAP client.
Apple Mail exists (but is terrible) if you only have Apple devices. Lots of other options like Superhuman and Shortwave exist, but only support Gmail+Outlook.
All we're doing is building the app that should have existed 10 years ago: a cross-platform, offline-first "Thunderbird". Except far more lightweight and modern. And yes, we've built it from the ground up. And no, it's not Electron.
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[ 3.3 ms ] story [ 61.0 ms ] threadYeah the fundamental thing is email does it's job, and if you want to change that job in any dramatic fashion ... it no longer does its core job.
Most of the large marketing ecommerce/enterprise market was captured via ExactTarget/Salesforce, Oracle/Responsys/Eloqua, IBM/SilverPop/Acoustic, Adobe/Neolane/Marketo by the mid 2010's.
SendGrid/Twilio was another a few years later, Amazon SES is ok, then you have some of the smaller market players (MailChimp, Constant Contact, etc).
Hard to scale/grow a startup in any real way when there are so many fairly well entrenched solutions across industries and company sizes.
Something I’d die for someone to tackle.
The article kinda acknowledges that it’s a shitheap that’s awful to implement, but somehow still champions the idea that it all works fine.
And what’s with the repeated jabs at the “terrible” exit rate that actually seems pretty good?
I will never understand where this sentiment comes from. I've run my own mail server for like 7 years at that point. It's so incredibly rare for my mail to not deliver that I can't remember the last time I had to debug it. The most annoying thing I've had to deal with was dovecot breaking compatibility with their config format, but even that was a couple of hours of work to get back on track.
My most surprising experience was when I broke the mail setup while migrating servers once. Postfix was down for something like 7 days before I got around to fixing it. The cool thing was what happened after I fixed it. While my server was down, the other relays had been dutifully holding onto my mail, waiting for me to once again accept it. So after a week of downtime, I still got all my mail within 24 hours after starting up my server again.
That's fucking reliable in my book.
May I know what is so "terrible" about those protocols ans what "technical debt" are you talking about?
> Vendor quirks are everywhere, and it’s incredibly unreliable
That has nothing to do with actual email protocols. Generic email protocols are extremely reliable and resilient to any sorts of disruptions. I wish any of modern protocols exhibit similar simplicity and reliability.
But of course if vendor would like to add their quirks and you would like to buy that - that's your choice innit.
This is actually better than overall failure rate. At 80% I would absolutely be investing in more email companies!
The entire analysis is skewed to satisfy their own messaging or perhaps internal motivation. Mentioning Cyrus IMAP and SpamAssassin is ... being stuck in a time warp.
Being self-funded, their position is not surprising. However they really need some perspective.
For the founders and their investors, that’s nut a bug it’s a feature
I think they need one of those star studded benefit concerts for them (oh, wait. It just occurred in Venice last weekend)
No (real) customer has ever, or will ever, care about this. Discord and Slack are pretty much case-in-points: bloated Electron apps that just about everyone on the planet has installed on their computers. I personally hate React, but technology decisions are irrelevant to the long-term success of startups. (As long as they don't grossly interfere with customer experience, the feature set, etc.)
> Final Warning: After analyzing hundreds of email startups, the evidence is overwhelming - 80%+ fail completely. Email isn't broken, and trying to "fix" it is a guaranteed path to failure.
First, I'd bet money that figure is actually wrong: the failure rate is likely way higher than 80%. And I'm honestly not sure how anyone could seriously think a 20% exit rate is bad in just about any vertical (but especially a "boring" one like email).
> Resources: Volunteer developers can't sustain enterprise-level software
What am I even reading here? Author does realize openssl[1], Linux[2], and many other "enterprise-level" pieces of software are entirely (or almost entirely) maintained by volunteer developers, right?
Anyway, the post had its opposite intended effect on me: it made me think about ways I could reinvent email.
[1] https://github.com/openssl/openssl
[2] https://github.com/torvalds/linux
Am I way off with my numbers there?
I agree that "reinventing" email, or building a business based on "AI features" are both terrible ideas.
We began building Marco not to do either of these things, but simply because _there wasn't_ any actual cross-platform IMAP client.
Apple Mail exists (but is terrible) if you only have Apple devices. Lots of other options like Superhuman and Shortwave exist, but only support Gmail+Outlook.
All we're doing is building the app that should have existed 10 years ago: a cross-platform, offline-first "Thunderbird". Except far more lightweight and modern. And yes, we've built it from the ground up. And no, it's not Electron.
https://marcoapp.io