Tag: keep going

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It Never Gets Easier.

skiier going off the jump

There’s this lie that we tell ourselves when things are complicated and hard: “Once I get through this stretch, things are going to get easier.”

I’ve told myself this more times than I can count. Dan, if you can just finish this task… if you can just get through this month… if you can just take care of this deadline — it’s going to get easier from there.

But that’s not really how this works.

It’s OK that things can be hard. Things can be hard because you’re trying to learn new skills or taking on new challenges. Things can be hard because you’re in a new role or a new job. Things can be hard because you’re pushing yourself to get better. Things can be hard because life gets in the way — you’ve got more responsibility or more people to care for than you did when you were younger.

Every so often, I have to remind myself: Things are never going to be quite as easy as they are right now. Work — and life — tends to get more complex over time.

But you’re going to find a way to push through and keep doing the work. You’ve done it before, and you’ll do it again in the months and years to come. Things never get easier, but you’re also getting smarter and savvier, and building the team to help you take on these challenges. You’ll be able to take on tomorrow’s obstacles as they come.

So enjoy this moment, right now. Yes, things seem overwhelming some days. But these challenges and obstacles will beget new ones. One day, you’ll look back on these moments and tell yourself: What I would give to merely have those types of problems today.

It’s not getting easier, but that’s OK. You’ll be able to take these challenges head on anyway.

———

That photo of a skiier going off a jump comes via Unsplash and Maarten Duineveld.

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Share As Much As You Can.

When I was getting started with Inbox Collective, I made a conscious decision: I wanted to help as many people as I could, which meant I needed to share a lot.

Not a Newsletter remained free — even as others built large, paying-subscriber-only lists — because I knew that keeping it free and open would allow me to help newsrooms, non-profits, and individuals who couldn’t afford to pay.

I launched new resources for readers to download and use, like my list of growth ideas, because I knew it would help them take the next steps with their newsletters.

I gave away time every month for 1-on-1 calls, so I could dig in with my readers and really help them figure out specific challenges.

And I’ll admit: I was worried at times about this! Was I giving away too much? Would people think, “Well, I guess he’s shared everything he knows! No need to listen to this guy anymore!”

But the results are clear: By giving away a lot, it’s brought even more people into the Not a Newsletter audience: New readers, and, yes, many new clients. By sharing tools, resources, and strategies, it’s attracted a larger audience for me to help — whether they’re working with Inbox Collective or not. (And many clients tell me: We’ve learned so much from you already, so we’re excited to hire you and learn even more!)

The ultimate metric of success, for me, isn’t revenue — it’s impact. So I’ll keep sharing, as often as I can, as much as I can. I know there’s more I can do to help.

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Lefts and Rights.

I took this photo, in October 2018, of the view of New York, looking north from 1 World Trade Center after a thunderstorm.

I just finished “The Only Plane in the Sky: An Oral History of 9/11,” by Garrett M. Graff. It’s a remarkable book — a book that had me gasping, in tears, and often at a loss for words.

In it are hundreds of stories of the day — stories, of course, told by the survivors of September 11th, 2001. So many of the stories are ones where a single decision may have saved a life: The chef who stopped in to get his glasses adjusted before heading up to his floor; the salesman who was told that his tie didn’t match his shirt, so he headed back to his desk to get a new one; the woman who was fired from her job on the afternoon of September 10th; the dad, who took the ferry to the office, and lived, while his son, who took the train, did not.

Stephen Blihar, an officer with the NYPD, described thinking back upon the day like this: “It was a day of lefts and rights.”

I can’t stop thinking about that phrase: A day of lefts and rights. There are so many choices we make — in a day, in a career, in a lifetime. We agonize over the big choices, when often the small ones — go left, or go right? — are the ones with the most impact. We make the best choices we have, with the best information we have, but who knows what will come of all of it?

Anyway, read the book.  I can’t recommend it enough.

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I took that photo, in October 2018, of the view of New York, looking north from 1 World Trade Center after a thunderstorm.

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See If It Works. Then Build It Yourself.

When I’m working with a team on a project, one of the first questions I’ll ask is: How do we start as quickly as possible?

Let’s say we’re working on a new design for an email. Instead of hiring someone to do coding — on a concept that may or may not work! — I’ll use an email builder that allows us to build an email that’s pretty close to what we want. Will it be exactly what we want? No, probably not. But we’ll get 80% of what we want in 20% of the time.

Once we’ve got that built, we can test it out, see how it goes, and make additional tweaks and changes. Maybe we’ve got a winning concept, and if that’s the case, that’s when we’ll go to the designers to get it to 100%. Maybe we don’t, and we’ve got to keep testing. The good news is, we won’t have wasted valuable resources on a concept that didn’t work.

There are so many tools out there that allow you to test and iterate quickly. Instead of building your own stuff, or wasting time on ideas that might not work, utilize those tools, and see if you can get something live that allows you to collect feedback, learn, and move forward.

First, just see if it works. You can always keep building from there.

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That photo of a construction site comes via Unsplash and Shivendu Shukla.

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Don’t Worry About That First Step. It’s Often a Doozy.

When you take the first step on any big project, you might step in it. You might start off on the wrong path, or make the wrong hire, or ask the wrong questions.

It happens. It happens to all of us.

One misstep doesn’t doom a project to failure. It might shake your confidence, but keep moving. Keep asking questions, keep trying to find your way back. Don’t let a bad first step send you permanently off course.

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There’s More to Do.

There’s a tendency at a moment like this — whether you’ve just completed an election, like we did in America this week, or whether you’ve completed a big project at work — to have a sense that things are over. You put in the work, you did the work, and now you’re done.

But the truth is: There’s always more work to do. New doors are going to open, new opportunities are going to become clear. The work is never really done.

Enjoy this moment, for just a moment, and then keep moving onward.

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That photo of a George Washington figuring comes via Ben Noble and Unsplash.

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The Four Obstacles: Time, Money, Stress, Failure

here's a talk I gave in Sydney in 2019

Inbox Collective is my second attempt at starting a business — a decade ago, Stry.us was my first. I know more this time around, I’ve better organized a network of supporters around me, and this time, I’ve built an audience to support my work. I learned so much from Stry.us, and it’s put me in a far better place to succeed with Inbox Collective.

But even with all that knowledge, I’ve found that there are still obstacles in my way. I believe that these four obstacles exist for everyone who starts something — no matter how ambitious the project or how prepared the team is behind it:

Time — There’s never enough time to do all the things you want to do. In a business like mine, it’s so hard to strike the right balance between doing the work that pays the bills and building the relationships that will lead to paying work down the road. If there were twice the number of hours in the day, I still don’t think it’d be enough. It means that I need to prioritize certain work and say yes to only the things that are most important to me — even though sometimes, I have to say no to stuff I’d really love to be able to do.

Money — This was the big question when I launched: Would anyone actually pay me to do this? The answer’s been a resounding yes, and I feel so grateful for that. But now there’s pressure to keep this thing going. 2020 changed everything — no work-related travel or talks, but lots of remote projects. Could I keep that up for another year or three if I had to? So many of my 2020 projects came from meeting people at conferences and events back in 2019, and if my business stays remote for the foreseeable future, I wonder if I’ll be able to keep this going. I know I can do it, but that fear is still going to be a small weight on my shoulders. Even when things are going well, I’m always going to be looking ahead and trying to plan for what’s next.

Stress — Anytime time and money get involved, there’s going to be a certain amount of stress, too. Inbox Collective is my work, and mine alone. If it succeeds, if it fails, it’s on me. I like the pressure of it, and I’d gladly take this work — even when it’s stressful — over the frustrations of working within a larger organization. (And that might change down the road — that’s just how I feel today!) But it doesn’t change the fact that this job applies real pressure on my life, and it’s up to me to manage that stress. It’s something I’ll always have to deal with.

Failure — At the end of the day, there’s always the chance that Inbox Collective fails. I might not be able to do the work, I might lose clients, I might have to change careers or fields. Now that things are working, there’s pressure to keep this business going, and to keep learning so I can continue to grow Inbox Collective.

I don’t know what Inbox Collective will look like in a year or five. I certainly have no idea whether it’ll be around in 10 years, or beyond that. But I know that as long as I work on this, those four pressures — time, money, stress, and failure — will weigh on me. That’s just part of the job.

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At top, that’s a photo taken of me giving a talk in 2019.

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Now’s No Time to Stop.

At the start of the year, I had a revenue goal in mind for Inbox Collective. Revenue isn’t the only metric that matters to me, but it’s certainly an important measuring stick for a consultancy like mine.

This week, I broke my revenue goal for 2020 — with two months to go in the year.

But I’ve still had this odd feeling all week. Work is good, I’m as busy as ever, and thrilled about the clients I’m working with. I just hit a big goal, despite all of the obstacles that 2020’s thrown my way!

And yet, there’s this nagging fear: What if this all goes away? What if the business hits a rough patch? What if my clients leave?

What I’m recognizing is this sense of paranoia that I’ve seen in several founders I look up to. It’s a sense that you can’t get complacent, even when business is good. I know I have to keep learning and keep creating new ways to help my community. I know I need to think about new revenue streams. I know I have to start thinking about big choices for 2021 — where I might expand my work, and ways for me to better serve the clients I have.

I feel like I can see around the corner to what’s coming next, and I’m excited about what lies ahead. But I’m still nervous. None of this is guaranteed, and I know I have to keep working to move this business forward. I still have a lot more to learn.

Yes, I’m taking some time to celebrate the little victories — that’s so important! — but I can’t get too comfortable just yet. There’s so much more work to do, and it’s up to me to keep moving.

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That stock photo — of a motorcycle going through the mud, which, honestly, doesn’t have anything to do with this post — comes via Gabriel Sanchez and Unsplash.

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Ask, Optimize, Improve.

Mere Creek Golf Course, in Brunswick, ME

I’ve been playing a lot of golf lately. That’s not a sentence I expected to type in 2020. I played some as a kid, but stopped after college. Since I moved to New York, I think I’ve picked up a golf club twice in eight years.

But earlier this summer, a friend — who also happens to be pretty tall — asked if I wanted his old set of clubs.

So I started playing again.

Golf’s a frustrating sport, even for experienced, talented players. (And I am not one of those.) The first few times I played this year, I realized that I’d forgotten how lousy I was at the sport to begin with. I suppose I’d been hoping that watching The Masters every year had magically made me into a talented golfer.

But I’m trying to get better. I know certain skills (like hitting a driver) might take years to master. So I’m starting with a big question for 2020: What are the basics I need to get right? Every time I’m on the driving range or playing 18 holes, I’m coming into it with something I need to learn. How can I best hit that shot from 60 yards out? How can I improve the way I chip around the greens? Am I putting the right way? It’s the same strategy I use when I’m working on a project: Start with the big questions, and then drill into the specific tactics to optimize and improve. 

Some days, it feels great. Most days, I walk away thinking about how much work I still have to do. I’m never going to be a pro, and never going to be guy who regularly shoots par. If I could break 90 most rounds, I’d be thrilled. But I’m trying to get a little smarter every time I play. I like playing golf, it turns out, and I know that I suck at it for now, but I don’t want to suck at it forever.

So I’m going to keep asking questions, and keep testing. Over time, I should — I hope! — get a little better.

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That’s Mere Creek Golf Course, in Brunswick, Maine. I played there a few weeks ago.

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Here’s to Another Year.

I left The New Yorker a year ago today. Leaving a place as special as that to start a consulting business is a true leap, and I’m lucky to have had so many amazing people supporting me on this journey.

To everyone who offered words of encouragement, advice, introductions; to everyone who shared my Google Doc with their friends; to every client who believed in me and decided to take a chance to work with a one-man newsletter operation:

Thank you.

And, of course, to Sally, for encouraging me to take the leap. I could not have done this without her.

Here’s to an amazing, unexpected, unforgettable first year. And here’s to wherever the road leads next.

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Thanks again to Wesley Verhoeve, who took the headshots on my site. They’ve been republished here with his permission.

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