AI Start-Ups: Dot-com "Lessons Learned"...

Remember when we used to visit the “Chill-Out” room after work for some Foosball, Billiards or just having a few beers.

You could just feel the enthusiasm, anticipation and collaboration in the air with our growing Team of Technologists, Analysts, Marketing & Business Professionals.

It was the summer of 1999 in Reston, VA outside the United States capital 30 minutes and ten minutes to Dulles International (IAD).

The Internet was only a few years old and the “Dot Com” revolution was attracting the Venture Capitalists (VCs) by the dozens.

Our idea was to become the USA “One-Stop” shop on the exploding Net to compare mobile phones with relevant telecom carriers plans and with a few clicks have the box on the way via FedEx or UPS. We named it “Simplexity”.

There were long hours, in and out of our low profile modern office building at 11600 Sunrise Valley Drive.

The buzz every early morning and late evening was that mobile phones were going to get much smarter, with increased processing power, storage and displays. There was already government standards on only using a “Blackberry” for sensitive work.

As January 2000 approached, we had already outgrown our office space and moved to a much larger multi-floor space closer to IAD in Herndon off the 267 Dulles Access Road.

At the height of our growth change was in the wind and our equity shares were ready to cash in as new management was hired to take the next stage of growth.

Looking back on those early Dot Com days reminds us of what we had learned especially as the new AI era in 2025 consumes our technology and VC bandwidth.

Developing prototypes and new business models is every entrepreneurs dream to then become the next “Unicorn”.

Key Lessons Learned:

• Growing your firm with the right technology and innovation will require more time “Out-of-the-Building” then you may anticipate.
• The Trusted Relationships that you built in the beginning will be tested by the new investors and Board Members who think they know more than the Founders.
• Your ambitions and future success could depend on your clairvoyance on the timing of your own exit from the company.
• Never under estimate the behaviors possible by another human when it comes to real competition in the work place.
• The AI era will no doubt see the same kind of actions and results as we witnessed in Northern Virginia during the“Dot-com bubble”.

AI innovation is far from the end and yet the companies formed today, may not even exist in three years.

Contribute your best now, make new lasting relationships and never forget your fun times in the “Chill-out” room…