Arlo Gilbert
Investor at LiveOak Ventures
About
Serial entrepreneur with experience building and selling software companies in telecom, search, and payments. Prior to founding Osano, he built and sold Meta SaaS, an enterprise SaaS optimization platform. He applies entrepreneurial vision and technical expertise to identify opportunities and develop innovative software solutions.
Arlo Gilbert @arlogilbert
History tells us that the companies that are early leaders in a software category rarely remain so. Altavista? Excite? InfoSeek? You're old if you remember those, but at the time they were dominant. Then came Yahoo, then Google... Years later. AOL? EarthLink? Compuserve? They
Jul 19, 2026 Β· β₯ 1
Arlo Gilbert @arlogilbert
Osano just launched their new AI feature. You can talk to it directly now and get cited answers on privacy questions from a model trained on the actual laws. It can field questions about the platform as well, and there's a straightforward way to bring in a human expert when you https://t.co/kd2djp8lMH
Jul 14, 2026 Β· β₯ 2
Arlo Gilbert @arlogilbert
So exciting, the X feed is suddenly showing people I know again! Howdy! π
Jul 14, 2026 Β· β₯ 7