50th newsletter sent today
Instead of talking about the wins, let’s focus on the Ls (losses and learnings)
Instead of talking about the wins, let’s focus on the Ls (losses and learnings)


1/ Loss: lack of focus
Early on, the voice & user persona were undefined
I landed on “your witty friend who goes out but will be in front of a TV on Friday night watching the big game”
I named the audience “the next generation of sports fans”
Lesson: action clarifies strategy
Early on, the voice & user persona were undefined
I landed on “your witty friend who goes out but will be in front of a TV on Friday night watching the big game”
I named the audience “the next generation of sports fans”
Lesson: action clarifies strategy
2/ Loss: too much emphasis on quality
It’s very hard to make something great on day 1
Understanding that removes a lot of stress. Remember, Airbnb started with 2 guys on air mattresses and Morning Brew was a PDF attachment
Lesson: “consistency leads to greatness”
h/t @web
It’s very hard to make something great on day 1
Understanding that removes a lot of stress. Remember, Airbnb started with 2 guys on air mattresses and Morning Brew was a PDF attachment
Lesson: “consistency leads to greatness”
h/t @web
3/ Loss: lack of confidence
Imposter syndrome is real and comparison destroys confidence
You are where you are. Create a plan to move forward, recognize your insecurity, and execute
Lesson: do your best and keep going
Imposter syndrome is real and comparison destroys confidence
You are where you are. Create a plan to move forward, recognize your insecurity, and execute
Lesson: do your best and keep going
4/ Loss: bad cold emails
I read too many “how tos” before sending my first cold emails
They were wordy, not funny, and didn’t get to the point
I’m a concise, straightforward person. Once cold emails showed that, response rates skyrocketed
Lesson: be yourself
I read too many “how tos” before sending my first cold emails
They were wordy, not funny, and didn’t get to the point
I’m a concise, straightforward person. Once cold emails showed that, response rates skyrocketed
Lesson: be yourself
5/ win-lose mindset
I’m a hyper competitive, win at all costs person. I grew up playing sports competitively and saw things as win-lose
It’s not always that way. There’s tons of white space on the internet
Lesson: life is a +sum game and it’s more fun viewed this way
I’m a hyper competitive, win at all costs person. I grew up playing sports competitively and saw things as win-lose
It’s not always that way. There’s tons of white space on the internet
Lesson: life is a +sum game and it’s more fun viewed this way
6/ There are many other Ls that’s could be shared.
Last learning: brevity is king :)
Last learning: brevity is king :)