How I Have Made Email my Secret Weapon

Published: Feb. 22, 2019, 5:31 p.m.

It\u2019s quite fashionable to hate email. Countless articles have been written decrying how awful it is. Billions of dollars have been spent trying to reinvent it. And the latest fad is just to give up \u2014 screenshots proudly showing six-figure unread message counts and articles about \u201cinbox infinity\u201d abound.
I\u2019ve become quite the contrarian on this subject. I love email. It\u2019s my secret weapon. Some of the best news I\u2019ve ever gotten came in an email. As an adoptive dad, I caught my first glimpse of two of my kids through an email. I\u2019ve closed deals, hired amazing talent, and connected great people via email.
I love Slack as well, but there is still nothing better than email for connecting with the world outside, and looping in members of your team to get things done.
I\u2019m sure there are a lot of people who get more email than me, but I\u2019m no slouch in that department. I\u2019m the CEO of a 200+ employee company with 20,000+ customers. It takes a full time executive assistant and a full time Chief of Staff to keep my world in orbit right now. My email address is also not hard to figure out. In fact, I put it right on my LinkedIn page.
And yet, I get to Inbox Zero anywhere between 1\u20133x a week.
I\u2019ve had a lot of people ask me how that\u2019s possible, so I decided I\u2019d take a little time on vacation and write this post. (Yep, sharing ideas like these are my idea of fun. \U0001f602)
Slow the Fire Hose
People talk about the messages that appear in their inbox as if they have no control over them, and that\u2019s not entirely true. The first thing you probably need to do is turn down the flow of messages.
Email is for messages, not for articles. There is VERY little content that I allow to flow into my inbox. Unsubscribe from all those blogs and newsletters you subscribed to. Follow them on Twitter, or drop them into Pocket. If you can\u2019t bring yourself to do that, think about setting up a separate email account for this stuff. That isn\u2019t an inbox; it\u2019s your personal magazine.
Be selective on marketing. There are 10\u201315 brands that I have a strong connection with who I\u2019ll let into my inbox because I actually want to hear from them. Otherwise, I\u2019m pretty confident they will find a way to get my attention in another channel.
Kill non-essential or duplicate email notifications. Every app and service that we use is pinging us with notifications. But a lot of time, they are non-essential, or the same alert also comes as a push notification on your phone. Either change the settings in the app, or put in some email rules to kill those.
Be an aggressive unsubscriber. When you get unsolicited email you don\u2019t want, always click unsubscribe if the link is there. Most unsub systems work with 1\u20132 clicks.
I know people who have followed these four tips and killed an astounding 80% of their incoming messages.
Kill the Notifications
I\u2019m decently responsive to important things in my inbox, but the only way I got there was to massively reduce the noise, so I could hear the signal.
Turn off all the app notifications. Email shouldn\u2019t generate banners, unread badges or sounds. Trust me, you won\u2019t forget that your inbox exists; you don\u2019t need any reminders to check it. Give yourself the space to do focused work and then tap your email app when you\u2019re ready to triage your inbox.
Use the VIP feature if it\u2019s helpful. I have my direct reports and my board members on the iOS Mail VIP list, so I get a notification on my phone if one of them emails. However, the more that our urgent stuff moves to Slack or texting, the less valuable this has become.
Free yourself from feeling obligated to respond to everything. I\u2019m sure I miss emails from real people that go into spam, but I also get a lot of \u201casks\u201d from people I don\u2019t know. Given that I\u2019ve committed my time to family, company and non-profit work, spending time and attention on those is breaking my commitments to others. These emails are like people who show up to your office without an appointment \u2014 you might drop everything to give them your time, but you usually can\u2019t. Why is an email any different?
Upgrade Your Tools
I\u2019m a big believer that high quality tools more than pay for themselves in higher productivity. There are limits to that logic, of course, but if you can make your own tool decisions, ask yourself if having a good setup can increase your productivity by 1, 2, 3%. You can do the math on that.
Use an email service with great search. You need to be able to find archived messages with ease. Nobody beats Google on this front. Both my company and personal addresses are on Gmail. I have both accounts set up in Apple Mail on my Mac, iPhone and iPad because those apps work really well when offline. But if a quick search isn\u2019t turning up the message I need, I hop into Gmail and there it is.
Kill all those folders. I know people who make long lists of folders for every project or topic. Guess what? It takes a lot of time to archive emails that way. I have two folders (more detail below) and I still misfile things by accident once in a while. If you use an email service with great search, you do not need 85 folders in your mailbox. Put everything in one big archive, and use search to find it when you need it.
Get a to-do app. Too many people use email as a to-do list, and trust me, your inbox is awful at that. What is important gets mixed in with what is new. You constantly have to re-read the email and reinterpret what you actually need to do. My favorite to-do app right now is Asana, particularly because I can hit forward on an email, change the subject line to \u201ccall Bill re: contract terms\u201d and hit send. Bam, it\u2019s on the list, and I can archive that email.
If you\u2019re in a big organization stuck on an archaic version of Exchange server, or they won\u2019t let you use a tool like Asana, a few of these tips may be a challenge for you. You should come join Riskalyze and help us empower the world to invest fearlessly instead. \U0001f609
Set up Text Macros
I get more sales pitches, and requests for calls or meetings with VCs, private equity firms and investment bankers, than I know what to do with. These are personal emails without unsubscribe links.
If I don\u2019t respond, I usually get a second or third email from them. So I set up text replacements on my iPhone and, to my delight, discovered they sync to my iPad and Mac. Here are my three\u2026
notint = Not interested but thanks; please remove. This is short, sweet and to the point. The \u201cbut thanks\u201d disarms the person and makes them want to be polite and follow my wishes. It used to read \u201cplease remove me from your list\u201d but that resulted in a bunch of silly replies insisting I wasn\u2019t on a list. Shortening it did the trick.
novc = I\u2019m sorry; I\u2019m heads down on a bunch of initiatives and don\u2019t have time for a call right now. Maybe in a few quarters. This has worked well for VC, PE and investment bankers. I might want to talk with them eventually, but I genuinely don\u2019t have time to invest in a call or meeting right now. They\u2019ll email me back in six or nine months, and my answer will either change or be the same.
nocant = I\u2019m sorry; I\u2019ve already made commitments I\u2019d have to break if I tried to make a call or meeting work right now. Is there another way I can help? The last sentence is only for those I genuinely feel like I might have a way to help, like an introduction to make.
These don\u2019t work for every circumstance, but they\u2019re often a good starting point, and then I edit them from there.
It\u2019s Time to Triage
Okay, we\u2019ve got the flow of email reduced to the messages that matter. We\u2019ve equipped ourselves with a to-do app so we can move our tasks out of the inbox. And we\u2019ve killed the notifications so we can stop going into our email every 30 seconds. Now we\u2019re going to triage our inbox.
Triaging is not the same as processing. We\u2019ll get to that below. Triage is something we can do for two minutes, even if we don\u2019t get every message triaged. We can do it on our phones while walking down the hallway. I always scan the names and subject lines, and triage the most important messages first.
And oh yes, let\u2019s just forget the silly myth of \u201ctouch each email only once\u201d \u2014 it\u2019s a nice thought, but that\u2019s for people who aren\u2019t busy, or can do the \u201cI only check email twice a day\u201d thing. The rest of us need to triage first.
Here are the actions you might take while triaging.
Reply. If a very quick reply is all that is warranted\u200a\u2014\u200alike a \u201cThanks\u201d or \u201cGreat\u201d or \u201cOn it\u201d\u200a\u2014\u200aI\u2019ll reply while triaging.
Reply with a Macro. If one of my pre-written replies works, I\u2019ll send it while triaging. Done.
Forward/Delegate. I\u2019ll delegate things that don\u2019t need context or deep explanation. My team is very used to getting messages from me with \u201cplease handle\u201d or \u201c?\u201d as my only note.
Process Later. The \u201cTo Process\u201d folder is my second inbox. This is where I put messages that need more than 10 seconds of work each. I don\u2019t have time to handle them during triage, so I move them into To Process instead.
Archive or Delete. If no further action is needed, I hit archive. If it\u2019s something I don\u2019t need, I might hit delete instead. (On the other hand, I might put it into \u201cTo Process\u201d if I want to unsubscribe or block the sender later.)
At the end of triage, the only things left in my inbox are the deeply urgent things that I must handle on the run, before I\u2019ll get back to my to-do list. If my CFO needs me to call the bank, or one of my board members has sent me a note that shouldn\u2019t wait until later, that stays in the inbox to deal with as quickly as possible. Emails from your boss or up your chain of command, unless explicitly not urgent, probably belong here!
After triaging, my inbox is often empty\u2026but I don\u2019t consider this Inbox Zero quite yet.
Okay, Let\u2019s Process!
When your inbox is empty, and the critically urgent is under control, it\u2019s time to process. I always process emails in the order they were received, oldest to newest. On a good week, I might find half an hour every day to process, and be running 2\u20133 days behind. On non-stop week