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Jacob Gross

a millennial just trying to keep it together. newsletter published on fridays.

Platform
Substack
PricingOnly free issuesPublishesWeekly
Issues131Founded3 months agoLast Issue6 days ago
Active

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jacobthemillennial.substack.com
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Latest Issues

I hope a designer sees this post and roasts it

If you ever want to be humbled, build in public.

Let people know what you’re building, get them clued in on the process, the ups, the downs, and take your community along for the ride.

Since April, I’ve been doing that with what I’ve be...

6 days ago
2

My app got a glow-up (or glow-down, you decide)

In Spring of this year, I shipped an app called careerlobby, the career community where the comments are the content. The whole intent was for a career or work-related prompt to post daily and folks could answer it; it was a comments-driven...

13 days ago
3

I’m running toward a new goal

One thing about me, I never turn down a challenge.

I recently registered for the 2027 Chicago Spring Half Marathon.

I also put myself into the lottery for the 2027 Chicago Marathon.

I’ve been thinking about doing this for years.

Runni...

20 days ago
3

The design of growing up: Where ordinary things become core memories

Back in September, I started a new video series (if you’re new here, I post videos on Tiktok, cross-sharing them to Reels and Shorts). The series is called The design of growing up, where I talk about how ordinary things become core memorie...

a month ago
3

These are the moments my credit card is made for

This week I had a 9am flight scheduled from Chicago to NYC.

I knew I had already messed up because I was not sticking to my routine of taking the very first flight out (usually I’m a 5-7am-er). So already bad juju from the jump. But, here...

a month ago
3

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  • Jacob Gross

    a millennial just trying to keep it together. i talk marketing, career, tech, and content creation. newsletter published on fridays.

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