Something exciting is coming next week...


Hi friend!

This week, I'm finishing up something I've been working on for MONTHS. So excited to finally share it out next week right here in the newsletter. If you're enjoying the deep dives, this is a supercharged deep dive. If you want a little sneak peek of what it is, check this out. No need to sign up for it. It'll be in your inbox on Tuesday morning!

In the meantime, here's a previous deep dive on two people I've gotten to work with since the start of their company.

What's one hurdle you're trying to get over with your business? Happy to try to help if I can!

Now, here's this week's deep dive:


Here's this week's deep dive:

It sometimes takes a few swings to craft the right product to meet market needs.

For Ben Young and Fred Kukelhaus, the co-founders of Hugo & Hoby, it took them a few swings at creating a B2C company by creating a standing desk, a coffee table, and even beds before they finally hit their home run with B2B products.

Today, Hugo & Hoby builds custom furniture to create unique spaces, strengthen communities, and better our planet. This all stems from the co-founders’ grandparents, Hugo & Hoby.

Hugo & Hoby is almost 10 years old, operating as a 7-figure business, and I’ve had the incredible privilege to watch from the sidelines since nearly the beginning when I met them at Yale in 2015.


Recommended Tool of the Week:

This email/section contains affiliate links. I earn a commission if you make a purchase at no extra cost to you :)

Trying this new section out to see how it feels. If it's helpful, let me know!

You're receiving this email via Kit! This is one of my favorite tools because I get to communicate with all of you a lot easier, but it's also a big reason why I've started these deep dives.

For the last 3 years, I've attended their conference, Craft + Commerce, and it's one of my favorite events of the year. I've met so many people that I now call friends and always learn a ton. Some colleagues even say I glow a little more when I get back to the East Coast.

If you're looking for an email tool, I highly recommend checking out Kit. You can also check out my video with Bev Feldman if you want to learn a little more of the details!


Helpful Content from Others:

Colin & Samir with the CEO of Spotify

Whew, I was watching this interview and then found out that Colin & Samir lost their homes in the LA fires. Tragic. I love Colin & Samir's approach to their work and this interview with the CEO of Spotify was great. If some of Spotify's bets on video work, that could be a game changer for creators and businesses.

If you're looking for a job this January, here's a tip.

Gabe is a friend from college and I wish I could put this LinkedIn post on a t-shirt. So good.

Another newsletter you should check out:

Image for Do More with Evernote. I'll Show You How.💚

Do More with Evernote. I'll Show You How.💚

Stacey Harmon | Evernote Certified Expert

Get tips each Monday on Evernote from Evernote's leading productivity expert & trainer. Browse recent issues at harmonenterprises.com/issues

Thanks for reading!

Matt

P.S. Looking for recommendations on software or content? Check out my personal recs here. Some links in this email and in recommendations are affiliate links, so I do get some credit if you sign up for things with these links :)

The Quarter

How bootstrapped businsses go from $0 to $250k in annual revenue.

Read more from The Quarter
Two people sitting at a white table during a podcast recording in a brick-walled studio. On the left, a woman in a light blue cardigan holds a green water bottle, and on the right, a man in a green sweatshirt gestures while speaking. Professional micropho

How a $5,000 Lean Startup Experiment Became Michigan’s Innovation Hub Matt Gira September 16th, 2025 This deep dive is one of the most unique ones I'll ever draft. That's because I'm announcing that I'm joining this business... But this isn't me stepping back from The Quarter. If anything, it's going to make The Quarter better. I'll be meeting more founders who've bootstrapped from $0 to $250k in annual revenue, and I think there are going to be great opportunities to do things in real life...

Carl Erickson smiling in a purple button-down shirt standing outdoors in front of a brick building. Text overlay reads "Carl Erickson" with "Didn't even think about returning" in a white speech bubble.

From Classroom to $25M Software Agency Matt Gira August 19th, 2025 One of the most strategic founders I’ve ever met almost flew under my radar. I always thought Atomic Object was a solid software agency and Carl Erickson a kind leader. But when I worked closely with him in 2019, I realized just how sharp and intentional he really is about building both a company and a culture. Atomic turned out to be far more impressive than I ever imagined. Not just in the work they do, but in how they’ve...

Liz Hilton, founder of KnitIt, holding her baby in her manufacturing facility in Holland, Michigan, with the NASA logo visible in the background, representing her journey from NASA writer to $3.5M baby product entrepreneur.

A Baby's Sleep Problem Led to a $3.5M Business Matt Gira August 7th, 2025 This week's deep dive is a fun one. Who said you can't bootstrap a physical goods company?? Also fun because I've known Liz for such a long time and saw this all happen live. It was so cool talking with Liz about the journey and seeing her manufacturing space in Holland, Michigan of all places. Check out this week's deep dive 👇 "Liz, you are gonna sell a million of these." That was Liz Hilton's husband's reaction when...