The good, bad and dangerous of email signatures

Automatically putting your contact details at the end an email can be great, handy, daft, silly or even sometimes a little bit dangerous.

You want to know about the dangerous bit, don't you? And I want to tell you. I'm going to be a little circumspect because the person involved could conceivably read this and I don't to either upset her or open the story back up again.

It's like this. I'm a freelance writer, it is handy for me to give you a way to phone or email if you have some work you think I'd enjoy. So a long time ago, back in the 1990s, I used to include my mobile phone in the signature on all my emails. All my emails. That's the point, isn't it? You write this automatic block of text called a signature, you write it once, you never think about it again. I never thought about it again. Until a woman saw it – I'm going to do that anonymous name thing and call her Pentangle. No idea why.

I knew Pentangle but it had been a gigantic number of years since we'd been even in the same city, I believe, so whatever way we found each other online, I was glad and it was fun. Except I sent her a cheery email and it included my phone number as all my emails did.

She went quiet.

And after a few days emailed back saying she'd been in some turmoil about my giving her my number like that. Did I expect her to give me hers? What would her husband say? If you're reading this like it's a joke then I'm doing a bad job: she was serious and it was a big thing for her. I'm ashamed to say I joked it off: it didn't occur to me that she could really be this serious. I tell you, nobody fancies me, it just doesn't happen, I wouldn't notice or understand if it did. But something like it was happening then.

I hadn't met her since those years before, this was all innocuous email stuff and actually to this day I have not met her. But it spiralled off into her consulting her minister for advice about what to do, it went to late night phone calls from her, it went to my being CCd on emails about me that she'd sent to her friends.

It only stopped when she went in to hospital to be treated for some mental health issues. I don't know what, I didn't really dare ask her for fear of exacerbating whatever was happening, and it's now a long time since I heard from her. I often think of her and hope she's okay, but.

So that took longer to tell you than I expected. Sorry about that. Let me skip straight to the happier, sillier, dafter end of things. There is a tremendous spoof of legal email signatures written by the site McSweeney's.

For real examples of how not to do it, advertising guy Ken Segall wrote back in 2012 about the signatures that came on his phone by default – and one that is a lot worse than “Sent from my iPhone” – and he has suggested alternatives.

Yet it genuinely is handy for certain people to have your phone number. You want them to. And you can say that to them in one email but nobody remembers which email you mentioned your number in. So whacking it at the end of them all, could genuinely be useful.

The issue is not the usefulness, it's not the bit about it being at the end of your email, it's the word 'all'. That's where this goes so very badly wrong.

So right now, I have no signature at all. Not one. Not a pixel. I've certainly deleted the “Sent from my iPad” and not just because I was emailing someone who believed I was working for them on the Mac in my office. Instead, most emails I send out get no signature – and all the ones that could use one, do.

I do it through TextExpander from Smile Software. When I'm at my Mac and I'm emailing you, if any part of the back of my head thinks you could use my contact details, I type “;sigw” (without the quote marks) and, wallop, it's all there. An entire signature with contact details and a couple of links. That's my work signature; I intended to do a “;sigp” with my personal signature, but I've never bothered.

It's great on my Mac because even though I type very quickly, that just means I've rattled off “;sigw” at lightspeed and the rest of the text is there within a beat. It's not so good on my iPad and iPhone: there is a TextExpander for iOS but it can't insert itself into Mail in the same way. If I'm that fussed, I will go to the TextExpander app, type “;sigw” and copy-and-paste it into the email but generally I don't tend to be that fussed.

But I am fussed enough, especially on my Mac, that I do this TextExpander lark a lot – and it has paid off as an email to one person gets forward to another and suddenly I'm getting work from strangers.

If you must use email as your To Do list…

…well, you're going to go spare with confusion and the effort you put into managing it all will be achievable but wasted. I'm all for To Do lists but I want to spend the least time on the list and the most time doing the things I have to do. Email just doesn't cut it – but many people disagree and one group of them has also done something about it. Mindsense has released a Mac version of its iOS app Mail Pilot.

You read your email through it as normal but then mark it as if it is a task. So a previously-accused Email To Do-Er would read a message, see that the sender needed them to do a thing, and then they'd mark it as unread. Now in Mail Pilot, you instead have the option to mark something as Incomplete. Later, when you've finally remembered to do the thing buried deep down in last Tuesday's email – and checked that it only needed you to do one thing, not a dozen – you can mark it as Complete.

I sound like I'm knocking Mindsense and their new software but if I worked this way, I would use Mail Pilot. It has quick keystrokes for marking things up, it can set various reminders for you to alleviate the Last Tuesday Syndrome, it's been working popularly on iOS for some time.

I just think it's Occam's Razor: do you use a stylish-looking, well-made app to try managing your email To Do list or do you stuff email and do this properly in a real To Do task manager?

Mail Pilot is on sale for an intro price of US$9.99

Why and how to lie about your email address

You've done this: you've gone to a website because you fancied something there and the site required you to register before you get it. So you haver a bit but eventually figure that you want it enough that it's worth handing over your email address.

No more.

If I choose to give Tesco, say, my email address then what I'll do instead is claim that it is tesco@williamgallagher.com. You know how they always send you an email asking you to confirm your address? It works. I get that and I can reply.

Is there a need to sign in to NASA? Then I'd be nasa@williamgallagher.com. You can see a pattern here. And yes, it's because I own my domain name williamgallagher.com and yes, I can write anything. And yes, I have told a site that my address is bollocks@williamgallagher.com.

And yes, if you emailed bollocks@williamgallagher.com I would get it.

Except.

I wouldn't, actually. Anything at all @williamgallagher.com is routed out to my real email until it causes a problem. If I signed up for a shop with something like supermarket@williamgallagher.com and then, what do you know, look at that, my spam rate booms up, I'll look at the address that spam is sent to. If all the viagra adverts are going to supermarket@williamgallagher.com then, flicks a switch, that address is gone. Send anything and everything you like, it will never get through.

And that did happen with wherever it was I registered as bollocks@williamgallagher.com. So I switched that off.

All you need is your own domain name – which is great because it also means you're not tied to @hotmail or @aol or anywhere else – and the ability to fiddle with its email settings. That'll be part of your control panel wherever good domain names are sold.

One thing against all this. I have sometimes registered with a site I was certain I'd never come back to again – and I was wrong. I suppose I should change that registered address to my real one, but I can't even remember what it is because I log in to most things through 1Password or through Safari and they both pop the login details for me.

But come on, it's fun being able to look someone in the eye and say yes, my email address is dippydippygumdrops@williamgallagher.com. Wanna make something of it?

Email your To Do tasks right into OmniFocus

I can’t tell you that I am obsessed with OmniFocus and then go away. Equally, I can’t ram a thousand enthusiasms down your throat. So let me compromise by giving you one reason, just one, that OmniFocus works for me.

Emailing tasks. 

There’s a feature called Maildrop and it is extremely simple yet transformative. Do I mean the word ‘yet’? Maybe it’s so useful, maybe it became so instantly part of my work specifically because it is simple.

Here’s the thing. I’m a writer so I spend a huge amount of time at the keyboard and easily the majority of things I have to deal with come via email. So I’ll read the email and if I can deal with it right then, I’ll deal with it right then. Otherwise, I forward it. 

To my secret OmniFocus email address.

I’ll tap or click the forward button, Mail will auto-complete the address as soon as I type the first couple of letters, and then wallop, sent.

And then the next time I look in my OmniFocus To Do list, there it is. The task is the subject heading of the email – so I might well change that to something more specific either when I’m forwarding it or now as I poke about in OmniFocus – and the body of the email is a note within the task.

Many, many times I will get one email that has several tasks in it. Highlight one of them, tap forward and Mail creates a new message that has only that text in it. Then whack it off to OmniFocus. Go back to the original email, highlight the next bit, whack and wallop.

You could also set rules to do this automatically: any email from your biggest client gets routed straight into OmniFocus for you. I have never once tried this. But you could.

What I have done very often is email in to OmniFocus from wherever I am. OmniFocus only runs on Apple gear but if you’re at a PC or you’re on someone’s Android phone and need to note down a task, email it to your secret address.

Last, if I’ve got an email where my reply is about the task, I’ll BCC it all to my secret OmniFocus address: in one go, my recipient gets his or her reply and I have that task in my ToDo list. 

Once I forgot to BCC it and the secret address showed up in the email I sent someone. Next time I went in to OmniFocus, there was a task waiting: “Pay Jason the £1 million you owe him”.

Harrumph.

I can’t remember a time when Maildrop wasn’t a feature in OmniFocus or when I wasn’t using it. I don’t just mean that as a way of saying cor, it’s great, it’s indispensable. I do think that, although I wish it could do more, but I also mean it literally: I’ve not a clue when I started using it. Which is a huge shame because if you can be bothered to poke about a bit, OmniFocus will tell you how much you use the feature.

I just went to check for you and it says: “Used 982 times, most recently 2 hours ago”.

And the very big surprise for me is that it’s a whole two hours since I last used it.

Learn more about OmniFocus Maildrop here and have a look at the Mac, iPhone and iPad versions here

Write this down, it helps

Tomorrow is the first of December and at some point during the day, I will email a report of all I've done throughout November. Nobody has asked me to do this, nobody is waiting for it, nobody will do anything with the report. But it helps me enormously to write it down and to have someone to send it to.

Earlier this year I earned a place on Room 204, a programme run by Writing West Midlands for up to 15 writers who are of a certain standard, who are based in the area, and who need something for their careers. It's a very deliberately formless kind of year that you get with this scheme: it's not like there are lessons or there are, I don't know, tests. Instead, you get a year connected to this group and can make of it what you need.

I've made a lot of it. It's done a huge amount for me, it's given me a new career in presenting and two of my books this year came out of chats I had with them.

But this isn't about me, it's about you. And I want you to have the thing that I got from Room 204 which particularly helped me, which I think may particularly help you.

It's this. Right at the end of my first meeting with the Room 204 folk, we talked about the rest of the year and it was mentioned that if a month goes by without us happening to work on something together, I should just keep them up to date with what I've been doing.

That's quite clear, quite easy, and I deliberately took it the wrong way. There hasn't been a month, I don't think there's been a week, that I haven't been doing something with Room 204, for them, or ignited by their work, but still at the end of every month, I tell them what I've been doing.

I also tell them now that there's no need for them to read the emails. I'm sending it to you, I say, but I'm writing it for me.

Because simply writing down in a clear, coherent and sometimes very long email what I've done in the month makes me realise what I've done in the month. Written these articles, been published here, pitched that, got filmed for this, sometimes it's a giant list of things. There's no question but that it reads like I'm boasting.

But that's fantastic. What have I got to boast about? Apparently, monthly, quite a bit. It's nice to safely boast to good people because it's great and unusual and wild to realise that you have something you could boast about.

Only, if I have – so far – sent each of those monthly report emails off with a certain satisfaction – that is only one of the three huge, huge benefits to me of doing them.

The second is that I look at the email as I'm compiling it and I remember what I've done. You do this, I know you do: you finish something and you're off away on to the next. We don't look back much, do we? Being a productive kind of person means always rushing on to the next thing, getting stuff done and out, getting on with what we so long to get on with.

Stopping to look back across the last month is a waste of time but it is an extremely useful waste of time. I'll start to write to Room 204 that it wasn't a good month because my mind will be on the failures, the rejections, the various and many problems that come up. But then I'll write something like “Made chair of the West Midlands Screenwriters' Forum” and think, okay, that wasn't bad. Unexpected. And I thnk it'll be a lot of work, but it wasn't bad. And then I'll remember that a pitch worked out. I'll remember that this is the month I finally got paid for that thing I did.

By the end of the email, I've changed my mind about the month. I'm feeling vastly better. So far, anyway. Some months are better than others but I've still yet to have a really bad one. I'll let you know how that goes.

So there's the little bit of boasting, just enough to feel a teeny bit good, and then there's the other psychological thing of changing my mind about how it had been a bad month.

The third thing is that I can't do this monthly email in one go: I forget too much, far too much, of what I've been doing. So as I do things, I add a swift line to an OmniFocus To Do task. Just jot down two words, enough to remind me, anything.

And that always prompts me to find something else to add to the list. All the way through the month, this drive to have something else to add is with me. I wince to tell you this but I have made calls solely so that I could say something like “Pitched to British Council” on my monthly list.

And, sometimes or even quite often, that call works out.

So tomorrow I will be writing my unasked-for, unneeded yet boastingly boosting and useful monthly report about myself and my work to Room 204.

Give it a go, would you? It will help you too.

Tremendous new book about mastering email

My own book, The Blank Screen, has plenty about when and how to use email so that you get what you want – at least a lot more of the time. And so that you get a lot more time for writing. But David Sparks has just published an entire iBook on emails and it is first class.

I've had email for thirty years and yet before I'd read two chapters of this, he'd changed my mind about the whole thing. I stopped reading long enough to do what he says and then I went right back to it.

Inevitably, there are whole sections that don't apply to everyone: I only use gmail when I have to, for instance, so I've no need of advice on how to make that a better experience. A shorter one, yes. (If you're a gmail fan then let me say first that I know it's very good, I just got burnt with trivial problems that left a bad taste. And since I get such a lot of strong, hassle-free use from Apple's own Mail app, I've not been compelled to try again. Then let me say second and more usefully, you in particular should get this book because it's got oodles of advice on gmail.)

There shouldn't be all that much you can say about email yet it turns out that there is and it turns out to be a very entertaining read. You can hear a lot on the same topic by the same man in the Mac Power Users podcast he does with Katie Floyd but just buy the book. Here's a link to the specific MPU episode: http://www.macpowerusers.com/2013/11/17/mac-power-users-164-tackling-email/

He does say in that podcast that there is a PDF version: listen to it for brief details of that. Otherwise, Email: a MacSparky Field Guide by David Sparks is an iBooks exclusive that you can get here:

https://itunes.apple.com/gb/book/email/id743560201?mt=11&uo=4