I’ve been cracking a new way to start companies this year...

I used to work my face off starting companies. It’s a TON of work.

Now, I have a simple formula 🧮

Example: I just launched Mailman (mailmanhq.com)

I spent about 5 hours on it 🧭

Here’s how I did it...
I always start with a problem. In this case, it was that my nightmarish email inbox kept filling up 🤯

As I’d send emails, new ones would constantly stream in and I’d end up spending my entire day in my email instead of focusing on deep work 😩

I had a eureka moment when...💡
I asked my Dad “how did you deal with this before email? When all these were letters?”

He responded: “The mailman only came once a day! You just sat down, responded to your letters, then didn’t think about mail for the rest of the day”.

And so the idea for @Mailman_HQ was born
I needed to slow my email down 🧘🏼‍♂️

Calm my inbox 🌀

Only get email a few times a day—like an old school mailman,

Scratching the itch, I tweeted about it in February:
A developer named @mohitmamoria messaged me.

He wanted to build it together.

We quickly emailed and negotiated a deal:

He would become CEO, get a sizeable equity stake, and salary.

I would help ideate and provide all the financial resources and contractors he needed.
We never even spoke on the phone.

Here’s what I did next:

✅ Intro’d him to @z1digitalstudio to handle design.

✅ Intro’d him to DoubleUp (doubleup.agency) to handle marketing/launch.

✅ Intro’d him to a Pilothouse (pilothouse.com) to handle PPC.
Mohit and I would text every few days, as the product evolved.

I was Mailman’s first power user and was constantly sending feedback.

We quickly realized there were a few key Jobs To Be Done:

✅ Slow down the rate of responses to create time for deep work (deliver email less)
✅ Provide a break from email (Do Not Disturb on weekends, evenings, etc)

✅ Only show the important stuff (Email Digesting from senders we don’t recognize - like Sanebox, which I’d used for years)

✅ Make sure people see the super important stuff immediately (VIP list/domains)
From February, when we started building, to our launch last week, I spent about $100,000 funding the company.

I paid for salaries, contractors, advertising, accounting, etc.
Other than my money, my personal time commitment was:

- 4-5 hours giving feedback via iMessage and email
- Tweeting about it

That’s it.

I came up with the idea...
Assembled a great team.

Funded them.

Gave feedback as needed.

They did everything else. From initial beta to launch, I just helped around the edges.

It’s the Pareto approach to starting a business.

20% of the effort for 80% of the result.
I did the same thing with @BuyerInc this year too.

Is it as sexy and exciting as being a @Ycombinator founder?

Of course not.

And I wouldn’t have been able to do it without some startup capital + ability to let go/delegate + a good network of trusted contractors...
But if you can assemble those things, there’s no reason you can’t start a simple company in 5-10 hours.

It’s a great way to follow-through on an idea without getting distracted from your core business. In my case, acquiring more great internet businesses at Tiny.

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More from @awilkinson

16 Oct
1/ The best businesses are like airports.

Millions of people in one place.

Limited alternatives. If they want to fly, they have to sit at your airport, or one of a few local ones.

If they sit at the airport, they are likely to patronize your the businesses within...
2/ You, the airport owner, gets to choose which businesses to place in the various stalls.

News stands, restaurants, massage parlors, etc.

You can experiment with different businesses, and slowly over time satisfy your audience’s demands...
3/ The best is buying a major airport in a hub city with a bunch of empty stalls.
Read 4 tweets
16 Oct
I worshipped these people (and still do).

I would add @swissmiss, @khoi, @jasonfried, @michaelbierut...

But #1 for me was always @simplebits. I spent hours poring over his stylesheets.

2008 me would freak the fuck out knowing that I’m now friends with Dan Cederholm.
How could I forget @Coudal!
It’s insane to think about how hard it was to do basic things.

For example: a drop shadow.

Back then (2007), it required slicing up a PNG and adding it as a BG.

Today, this is a single slider in @webflow. Thank you @callmevlad.

Kids these days have no idea...
Read 5 tweets
12 Oct
1 / Over the past year, I’ve been pretty outspoken about the fact that many podcaster are sitting on an untapped goldmine...

It’s called subscription podcasting and many podcasters are quietly making millions from it.

Here’s a quick summary: supercast.com/blog/joe-rogan…
2/ Here’s what we’ve learned starting @supercast...

• I personally know around 10 podcasters who are making between $1-$5MM in annual recurring revenue from subscription podcasting. Nobody realizes this.
3/ People still don’t really get subscription membership as a model in podcasting. We have to aggressively educate most podcasters we speak to because they don’t understand why they should care.
Read 7 tweets
9 Sep
Delegation is the single most impactful skill you can learn as an entrepreneur.

But it’s SO hard...

Who wants to delegate something and have their customer get subpar product or service?

It’s brutal at first 😭

Inevitably, when you delegate any new task, you get let down.
You don’t know who to hire 🤡

Don’t have process or training 🤷🏽‍♀️

You don’t know what incentives to use 😤

It’s so much worse than if you’d just done it yourself...
You have to deal with short term pain—worse service for your customers than you would have provided—and it’s easy to just give up.

“Forget it, I’ll just do this myself”
Read 8 tweets
7 Sep
New Business Alert 🚨

A friend and I started a fun little business I wanted to share.

It’s super simple:

1. In British Columbia—where I live—the government uses an algorithm to set property values each year 🏡
For example, my home value is guesstimated based on:

- The average price that similar houses in your neighborhood have sold for
- The age of your house
- Whether you have a water view
- Etc
The average house price in BC has jumped like 3x in the past decade, so people are paying a LOT more property tax.

2. This automated number is then used to calculate your annual property taxes.

The number is usually ROUGHLY right but, but often it makes mistakes.
Read 8 tweets
1 Sep
In 2019, I set out to do something simple:

Recreate the local newspaper in digital form, by creating a simple daily newsletter focused on Victoria, Canada, my home town 📰

I hired a journalist and we started sending out a quick summary of what’s happening every day at 7AM...
We wanted to give people a quick overview of what’s happening (news, events, sports, arts) in 2 min or less.

Something you can skim over your morning coffee, like the front page of the newspaper, to feel more informed.

I figured it would be a short lived goofy experiment...
After all, local/community news is dead, right?

Nope. Not at all...
Read 14 tweets

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