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.🌟
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
The future of AI is about scale and personalization— not replacement.
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
Who else is using LLMs to build their brand ?
Interesting.. but what's your value proposition ? Almost all of these products are pre product market fit ? Want to build something better ... add searchable metrics for what buyers look for ... MRR, Churn, Customer count.. searchable by tech stack.
March 20, 2025 at 7:30 PM
Interesting.. but what's your value proposition ? Almost all of these products are pre product market fit ? Want to build something better ... add searchable metrics for what buyers look for ... MRR, Churn, Customer count.. searchable by tech stack.
About f**cking time.
Tesla investor calls for Elon Musk to step down as boss
Wealth manager Ross Gerber tells Sky News that Musk's time has become too stretched and his work alongside President Donald Trump too divisive.
news.sky.com
March 18, 2025 at 11:30 PM
About f**cking time.
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
Careless People: A Cautionary Tale of Power, Greed, and Lost Idealism [Wynn-Williams, Sarah] on Amazon.com. *FREE* shipping on qualifying offers. Careless People: A Cautionary Tale of Power, Greed, and Lost Idealism
www.amazon.com
March 18, 2025 at 9:34 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.
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
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
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
1. Endorsement Databases integrated with AMS
2. Commission Reconciliation
3. Generic Benchmarking tools
4. Proposal automation
5. Realtime Claims integrations with Carriers
#insurtech
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
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...
If you have to pick your poison.. you're better off drinking nothing.
March 16, 2025 at 10:32 AM
If you have to pick your poison.. you're better off drinking nothing.
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
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.
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.
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
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.
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.
Bill Burr is an American Treasure
March 13, 2025 at 4:13 AM
Bill Burr is an American Treasure
Any book that matters, I buy in print.
January 26, 2025 at 2:42 AM
Any book that matters, I buy in print.
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
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
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
#Bluesky #TwitterExit #Founder #SaaS
January 21, 2025 at 5:29 PM
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
#Bluesky #TwitterExit #Founder #SaaS
Lesson: Many ways to skin a cat.. but we only hear about the lottery ticket story of building a SaaS with little experience.
December 30, 2024 at 7:43 PM
Lesson: Many ways to skin a cat.. but we only hear about the lottery ticket story of building a SaaS with little experience.
5. I began building Saas on the side 15 yrs ago. All side hustles — I was determined to keep my day job. I built 6 SaaS products, 4 failed. One I sold for six figures . I never considered quitting my job.
December 30, 2024 at 7:43 PM
5. I began building Saas on the side 15 yrs ago. All side hustles — I was determined to keep my day job. I built 6 SaaS products, 4 failed. One I sold for six figures . I never considered quitting my job.
4. After being tasked with laying off 500+ employees in my first role, I became determined not to be a victim and deemed to be independent by the time I was 50. I turn 50 next month. Mission accomplished.
December 30, 2024 at 7:43 PM
4. After being tasked with laying off 500+ employees in my first role, I became determined not to be a victim and deemed to be independent by the time I was 50. I turn 50 next month. Mission accomplished.
3. My next role I selected a CIO role with lower pay and a smaller team explicitly because I would get equity… and I firmly believed that the company would be acquired. Over the last 5 yrs my equity has gone 20x.
December 30, 2024 at 7:43 PM
3. My next role I selected a CIO role with lower pay and a smaller team explicitly because I would get equity… and I firmly believed that the company would be acquired. Over the last 5 yrs my equity has gone 20x.
2. Deep domain experience differentiated me, and I was able to get my pick CIO roles in my domain. Yet.. my career moves were puzzling to my peers. From F500 company to a smal company as my first CIO. With every role I asked if I would learn and whether it aligned with my long term goals.
December 30, 2024 at 7:43 PM
2. Deep domain experience differentiated me, and I was able to get my pick CIO roles in my domain. Yet.. my career moves were puzzling to my peers. From F500 company to a smal company as my first CIO. With every role I asked if I would learn and whether it aligned with my long term goals.
1. I’m risk averse. I spent 25 yrs building out a career and gained deep domain knowledge. I worked my way up from Help Desk to CIO. Along the way an Associates , Bachelors and Masters Degree paid for by my employers ( 0 Debt )
December 30, 2024 at 7:43 PM
1. I’m risk averse. I spent 25 yrs building out a career and gained deep domain knowledge. I worked my way up from Help Desk to CIO. Along the way an Associates , Bachelors and Masters Degree paid for by my employers ( 0 Debt )
“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:
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
“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:
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:
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.
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
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.
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.
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
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.
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
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