Physical Mail to Email Service

I wanted to sign up for one of those services that gives you a physical address, but then allows you to scan whatever it gets for you. My situation was that:

  1. I was moving offices, and while I could have changed the address to the new office, it somehow felt better to move the address to an address that theoretically would never change.
  2. 80% percent of physical mail I get becomes a little chore in which I need to scan the contents and file it in a Dropbox folder. If the mail was already scanned, that saves a step.
  3. I could hand over control over this service to someone else someday if I needed to.

I had never used a service like this before. After asking around, I landed on Anytime Mailbox. People seemed to like it. There was a good amount of hoop-jumping to activate the account, including a virtual video call with a notary. One reason I picked Anytime Mailbox is that they had physical locations in my small town (Bend, Oregon). That’s good because if I get a package or something, I could still go get it. (Most packages, like from Amazon, I still have come right to the new office.)

Turns out the physical location is one of those “ship whatever” stores that isn’t like an official USPS, FedEx, or UPS store, but is an affiliate or something and can still ship stuff, as well as sell greeting cards, empty boxes, and Mountain Dew. So Anytime Mailbox probably accounts for 1% of their overall business (I don’t know, it just feels like that), which does worry me a smidge about the longevity of that physical address. I imagine they have have boxes for all these type of services.

Now that I’ve been using the service for a bit, I think I like it. As soon as I’m completely out of the old office, it means I’ll never have to physically go check the mail again just to see if something has come. Now, every single item that comes generates an email. I didn’t quite realize that until now, but it makes sense. So far I’m not annoyed by it as it seems like the time saved is higher than the time spent. Although the fact that I can’t “unsubscribe” from physical mail very easily is slightly concerning.

When I get a new bit of physical mail, I choose to…

  • Open & Scan it
  • Shred it
  • Recycle it
  • Save it for pickup

Already twice I’ve had to save something for pickup and go get it (a physical check, and some confirmation letter I wanted to really see). That’s nice that I can do it, but I have to get in my truck and drive over there, which is definitely a net loss on time, not to mention not terribly pandemic friendly. But I suspect I’ll have to do that pretty rarely going forward.

Ideally I’d like to set up some kind of automation so that if I choose “Open & Scan”, it just ends up in the Dropbox Folder I want it to, rather than me manually doing that step. I don’t know if it’s even possible, but hey, baby steps.


Bad/Junk emails don’t take much time. You just unsubscribe from them or delete them. Maybe a quick-but-nice “no” if it’s warrented.

Good emails don’t take much time either. You’re excited. You want to write them or reply to them because they mean something good. They don’t feel like a time sink, they feel like accomplishment.

It’s all the emails in the middle that are the slog. Emails that need attention, but they aren’t exciting. They require work, but work that really doesn’t amount to much. There is some satisfaction to getting through them all, but it’s unfortunate that that bulk of work is ultimately going to be worth so little.

It’s worth strategizing how to slim those medium emails. Either demote more of them to bad and shooing them away, or promoting them (shaping them) to a more exciting place.

Not a Big Deal

I had a conversation with a friend in tech the other day about email. It was refreshing to me, as they come at email in the same way I do: it’s not a big deal. Once you have your email under control, you just knock through it and it isn’t this huge burden. Even coming back from an extended stretch of totally checking out of email (a healthy vacation), you should be able to knock through hundreds (maybe a thousand) emails before lunch.

In fact, you come to love it, because of how effective of a communication method it is: it’s public, it’s async, it can hold files, it can be of any length, it’s threaded.

Tooling isn’t needed to “fix” email. Email clients these days, for the most part, are interchangeably good.

Now this story isn’t true of everyone. Very many people fall under the weight of email in various ways. I wanna keep digging into this from both sides. I wanna learn more about what makes email so burdensome for people, and I wanna learn more about what makes email so easy for some people. Hopefully this blog will be the home for that in years to come. I’ll still very much into thinking about email.

Golden Age of Email

Dvir Ben-Aroya for FastCompany:

There’s certainly a place for messaging, but email is still the centralized communication portfolio for many things that happen in our work and personal lives. When you want to reach out to a new client, you’ll use email. When you need to file your month-end expenses, you’ll find those receipts in your email. Email is still the focal point for containing our digital memories and footprint; and for most of our outbound, cross-organization communications.

I’d add a few dozen things to that list.

I’m not so sure we’re in a “golden age” of email so much as email has been incredibly useful for a long time, still is, and there is nothing anywhere close to unseating it.

Even the authors own thing isn’t trying to unseat email, just incorporate it into a new tool.

Not even realizing it’s a problem

We don’t get many comments around here, but when we do, they are good! Thanks Sara Hill.

One of the big problems I continually encounter surrounding email is that many people don’t think of it as an issue to “fix.”

That’s wild. I feel like all I ever see (anecdotally) is that trite “Ughck. Email. Right? The worst.” which to me insinuates that their inbox is a mess and they hate it. But it didn’t occur to me that people can be in that situation and not even realize it’s a problem to fix. And double so:

They don’t know they have a problem and are a problem to everyone else. 

Sarah also wrote she asks candidates what their inbox looks like and the answers can be telling. Wow. There ya have it. Your messy inbox might not just abstractly cost you opportunity, it might directly cost you opportunity.


They say design is like art with constraints. Even art can thrive under constraint. Constrained materials. Constrained space. Constrained time.

That last one is interesting. How can email benefit from constraint? What if you never sent an email longer than one paragraph? What if you could only answer 1 email each day? A more commonly-tried constraint: what if you limited your email time to 1 hour at the start and end of each day?

The Peculiar Rise of the Paid Email Newsletter

Nick Heer:

One of the hardest aspects of writing on the internet is developing a core audience of people who will make a daily task out of reading your website. Website feeds have long been a good way to alert subscribers of something new, but they need to be explained, so they aren’t great for reaching a wide audience of varying technical ability. For a brief moment, it seemed like automatic delivery of links through pages on Twitter and Facebook would be a good in-between answer, but their constant fiddling with feed contents based on unknown user metrics severely hampers reliable delivery to subscribers.

Email is a great lowest common denominator solution. It is an open standard that everyone already knows how to use. An email client is a feed reader without a learning curve.

I think paid newsletters are cool. It’s such a clear way to monetize an audience that finds value in what you have to say. I would think the tech is less fiddly than website paywalls as well. You pay, you’re on the list, you don’t pay, you’re not on the list. Websites need login systems which are non-trivial.

I haven’t gone down that road myself as so far I’ve monetized my writing career with advertising on the site that’s not behind a paywall, which is, of course, good for SEO. That’s mostly blogging, but I do also write an email newsletter (it’s a team-effort) directly on the site (and it gets sent out after being published on the site). I highly recommend that as having a URL for things you write is just a good idea. Then if you want to paywall in the future as well, that’s an option. I’ve also done that with some writing.

Whether it’s paywalling on-site content, or a paid email newsletter, I think it’s probably smart to 80/20 it. 80% free, 20% paid. Your true fans will pay you, and the 80% helps find new true fans. Maybe once you’re outright famous you can tilt the scale one way or another depending on how well things are going.

Core Tenets

The longer I have this site and nudge myself to write on it, the more clear my beliefs on what it takes to be good at email are getting. A short list:

  • Being good at email is far more about habits than tools.
  • You can’t fix a bad email situation overnight, you have to work at it.
  • Staying good at email means consistent effort and self-evaluation.

It’s a lot like diet and exercise. A flashy TV pill doesn’t help you lose weight and become healthy just like a fancy new client or email service doesn’t actually help you be good at email. Even if you find a tool helps you (in email or health!), that’s great, but it might be a burst of enthusiasm as much as it is the tool.

What helps you lose weight and become healthy is managing your diet and doing exercise… forever. What helps you get better at email is managing it… forever. Advice and coaching helps both.

Mark as Unread

I just noted that Slack released Mark as Unread. It’s just a form of moving a TODO list where you want it, which feels OK to me as long as your TODO management isn’t too disjointed. Should it be everywhere then?

For DM’s, I could see that being useful. I have one right now I know I need to respond to that I’m worried I’m going to forget about. I actually wish I could move it over to email easily. I can, by asking, but that’s not always desirable. When opportunity is coming to you, asking for context shifting doesn’t feel right.