MathewMakes
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mathewmakes.bsky.social
MathewMakes
@mathewmakes.bsky.social
C Level Tech Exec w 25 yrs in the Grind.
I learn. I build SaaS. I invest. I write content. I mentor.
🌟Technical Career in Crisis ? YES.. you can DM me.🌟
The future of AI is about scale and personalization— not replacement.
April 8, 2025 at 3:42 PM
Reposted by MathewMakes
April 8, 2025 at 1:23 AM
Who else is using LLMs to build their brand ?
March 25, 2025 at 4:12 PM
Truly mind boggling assertions here. These people won the lottery and were utterly miserable assholes. If you told me in 1990 that a company built around putting a face to a name on college campuses would have brought about the collapse of decent society.. I would have slapped you across the face.
Careless People: A Cautionary Tale of Power, Greed, and Lost Idealism
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March 18, 2025 at 9:34 PM
For first time founders let me give you 5 real problems in the Insurance Brokerage that are begging for a #SaaS:

1. Endorsement Databases integrated with AMS
2. Commission Reconciliation
3. Generic Benchmarking tools
4. Proposal automation
5. Realtime Claims integrations with Carriers

#insurtech
March 17, 2025 at 2:44 AM
I'd like to hear a single story of someone acquiring a #SaaS on Acquire.com and actually coming out on top. So many pre revenue SaaS products asking for insane valuations. I'd say 95+% of listings are pre product market fit. Marginally better than Fliipa...
Buy & Sell Profitable Online Businesses | Acquire.com
Buy or sell a profitable online business in as little as 90 days. 500k+ qualified buyers, 1,000s of vetted listings. M&A advisory, legal help, escrow, & more.
Acquire.com
March 17, 2025 at 2:38 AM
If you have to pick your poison.. you're better off drinking nothing.
March 16, 2025 at 10:32 AM
Everything in life is “personal”. The only people I’ve seen say “It’s just business .. it’s not personal..” are people that can’t say “I’m sorry.” or don’t have the awareness to realize that they underestimated you.
March 16, 2025 at 5:55 AM
If you think austerity in tech is new, you haven’t lived through 1990, 2000-2001, or 2007-2009.

It doesn’t take a crack genius to layoff talent into a recession .. BUT it does take balls of steel and conviction to hire into one though.
March 14, 2025 at 2:45 AM
Bill Burr is an American Treasure
March 13, 2025 at 4:13 AM
Any book that matters, I buy in print.
January 26, 2025 at 2:42 AM
If you have a boss not invested in your success… it’s time to find a new job. Too many leaders manipulate and don’t lead. Leadership takes a different type of commitment. It’s the type of commitment that picks up a call from a former employee .. 10 yrs later. #Leadership
January 23, 2025 at 4:46 AM
Well, Twitter's out of my life for good. Trying Bluesky now—still skeptical of techbros (even as one myself). Been here before Google, Meta, or Twitter. If you told me in HS, tech would lead us here, I'd have asked you to put down the crackpipe.

#Bluesky #TwitterExit #Founder #SaaS
January 21, 2025 at 5:29 PM
“Free at last, free at last, Thank God almighty [I’m] are free at last!!”

Finally waited out an earn out after an acquisition.
It’s something to watch an 8 figure wire transfer drop into your account.

Here are lessons from my atypical journey:
December 30, 2024 at 7:43 PM
After reviewing hundreds of startups for investment in the last year, When I hear “80% of startups fail in one year”. I wonder where the 20% are worth investing in.

1. AI wrappers alone are worthless
2. No.. I don’t want another task list
3. If you don’t understand a problem, you can’t solve it.
December 5, 2024 at 10:16 PM
Contrarianism as trait is almost always a negative. Consider contrarian view points to test your bias, but live most of your life in common ground.
November 26, 2024 at 9:28 PM
So.. Microsoft has known about an issue impacting M365 going on almost 24 hrs now.. and they still haven't fixed the issue. Why can't they be honest?? Here's the official writeup from their tech team... MO941162
November 25, 2024 at 11:09 PM
I'll take the contrarian view .. there hasn't been a better time to start a SaaS... if...
1️⃣You can improve an existing product and serve a niche
2️⃣Have deep domain experience and can solve problems for that domain.
3️⃣You have capital to self fund.. say 50K
November 22, 2024 at 6:04 AM
Patiently 🤞waiting for an earn out.. 🔨building out SaaS and 💵investing in startups on the side.
November 20, 2024 at 5:52 AM