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Matthew Gira

Build your bootstrapped business to $250k in revenue. Each week, I share tactics and strategies of how founders build sustainable ventures without venture capital

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Featured Post

Lessons learned from shutting down a startup

Hi friend! This week's video is one that I took some creative risks with and is one that is pretty personal to me. I went back to the place where I launched my last startup and talked all about the experience of what it's like to shut down a company. Curious to hear what you all think of this one. What's a hurdle you're struggling to get over with your startup? Happy to help if I can. Just reply to this email :) Here's this week's video: 5 years ago, I was shutting down the startup I...

8 months ago • 3 min read
Two men sitting on white stools in an industrial warehouse space with exposed brick walls and beams. They're both wearing casual business attire - one in a checkered shirt and khakis, the other in a white button-down and jeans, both wearing brown boots. A

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...

about 24 hours ago • 2 min read
Chris and Sara posing in front of a sunset with mountains and their white van, with a speech bubble saying '1 video paid for our van

Hi friend! The first deep dive of 2025 is one that was on my wishlist when I started these and came to fruition way faster than I ever imagined. I've been following Chris & Sara since their very first video on YouTube and have learned a ton from them. I've admired how they go about storytelling for years and after meeting them in person a few months ago, I'm even more impressed. Thankful to be able to call them friends now and am excited to share this deep dive with you all! What's one hurdle...

10 days ago • 1 min read
A collage of six smiling people's headshots arranged around a central Twitter/X-style card that reads 'Matt Gira' with a verified checkmark and 'Best of 2024'. The individuals include a woman with blonde wavy hair, a woman in a yellow cardigan, a man in a

Hi friend! Happy Holidays and Happy New Year :) I'm feeling like I need a break and I assume you need one too. I'll be kicking back, reading, and watching the Detroit Lions win some football games. Go Lions! In case you're looking for some good reads over the break, I put the best deep dives of the year into one email. Check them out below. Thanks for being a part of this newsletter. It means a lot. See you in 2025! Matt Here's the top deep dives of 2024: 8-Minute Proposals Built a $250K...

25 days ago • 1 min read
Matt Gira points to a caption reading ‘Views ? Revenue,’ emphasizing the difference between video views and actual revenue generation. He is wearing glasses and a green hoodie, sitting in a well-lit room with bookshelves and a desk lamp in the background.

Hi friend! This week's deep dive is a bit different. It's not a deep dive on how someone went from $0 to $250k with their business. It's a deep dive on my creator business in 2024. For full transparency, I'm far away from $250k in annual revenue, but one day :) Let me know what you think of this one and if it's helpful! 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: This deep dive...

29 days ago • 1 min read
A bright and inviting image featuring Allea Grummert smiling and holding a mug, standing in front of a modern, dual-toned office workspace. On the left, bold text reads ‘8 minutes,’ and on the right, ‘$12,000.’ The background displays organized desks with

Hi friend! Last stretch before the holidays! It's been busier for me than I originally expected, but it's all a good busy. I have one thing in particular that I'm excited to share sometime in early 2025 👀 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: If I told you someone could create a $12,000 proposal in 8 minutes and get it signed that same day, would you believe me? That's...

about 1 month ago • 1 min read
A promotional image showing a warehouse setting with stacked cardboard boxes and shelving. In the foreground is a text bubble containing 'YouTubers wouldn't help...' and 'Lior Pozin' with a verified checkmark. There is also a person wearing a light blue b

Hi friend! This email might be the only one not selling you something today. I'm just sending this because there's a new deep dive! I'm excited to share this one because it was the first one I recorded in person with someone. Interviewing in person is trickier for tech, but the experience is way better than virtual interviews. Hopefully, there will be a lot more in-person interviews the rest of the way. What's one hurdle you're trying to get over with your business? Happy to try to help if I...

about 2 months ago • 2 min read

Hi friend! I'm traveling this week and have a pretty unique interview lined up while I'm traveling. Excited to eventually share this one 👀 In the meantime, I joined the exodus off of X/Twitter and am on Threads! Let me know if you're on there too. 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: “I’m probably more stable” was Asia Orangio’s response to when I asked her “why start...

about 2 months ago • 1 min read
A YouTube thumbnail featuring a social media post-style text overlay reading 'I quit referrals completely' with the name 'Kendall Cherry' and a verified checkmark. The main image shows a person in a cozy red sweater and jeans sitting casually on a white d

Hi friend! I don't know about you, but this past week has felt like an entire month. So much going on. Thankfully, I was able to re-focus by the end of last week and create a new deep dive that was a lot of fun to create. Also, how about them Detroit Lions?!? #JaredGoff Now, here's this week's deep dive: Here's this week's deep dive: Most founders who have built a services business will tell you referrals are the lifeblood of their business. But Kendall Cherry believes referrals are actually...

2 months ago • 1 min read
YouTube thumbnail for 'How Tally Reached 11K Users in One Year' featuring a profile Twitter/X-style card against a background of minimalist form interface illustrations. The card contains Marie Martens' profile picture, name, and verified checkmark, with

Hi friend! Happy Election Day! I'm not sure about you, but I've planned a full day so I don't just watch the news all day and lose my marbles 😂 Besides the election, many things feel like they're in the works! Excited to share them in the next few months. In the meantime, here's this week's deep dive: What's one growth strategy you're curious about?? Here's this week's deep dive: Two founders launching a travel startup at the beginning of a global pandemic and somehow that leads them to...

2 months ago • 1 min read
A split image showing Jermale Eddie, a Black entrepreneur in a black suit and gold tie, smiling confidently against a backdrop of colorful fresh fruits and produce. Above him is a social media-style text bubble with his name and verified checkmark, and th

Hi friend! I was at FinCon most of last week and met a lot of wonderful founders. Always cool to see everyone in person rather than on Zoom. This week's deep dive is one I was able to see happen a little bit as I was working around the corner from this one for about a year. It's also a little different as this business went to $250k in revenue in 2.5 years, but is now shut down. More on that in the deep dive. What's one growth strategy you're curious about?? Here's this week's deep dive:...

3 months ago • 1 min read