You rarely meet someone who has built and sold five companies. Sachin Aggarwal is now building his sixth, Stackgen.

The depth of lessons from someone who has been through that journey five times and still chooses to build again is simply unmatched. Even after five successful exits, he still builds like a first-time founder. He studies every new domain from scratch, speaks to 60 or 70 people before committing to an idea, and surrounds himself with people who are smarter than him.

What stood out most is his mindset. That is what truly sets him apart. We have always been told that time is money, but he believes timing is money. Founders should time everything, including their exits because the best startups are always bought, not sold.

From building his first company during the Asian Financial Crisis in Indonesia, to creating a healthcare startup that grew with Obamacare, to pioneering cloud security before it became mainstream, Sachin has mastered the art of timing.

0:00 – Trailer
0:46 – From KPMG to becoming an entrepreneur
2:05 – Why the best startups are bought, not sold
4:30 – Does luck play a role in repeated success?
5:24 – Why is timing money?
6:46 – Exit at $8M ARR in just 18 months
8:10 – The first exit that gave financial freedom
10:14 – 26-year-old who bought an Indonesian Co.
12:42 – What drives repeat founders?
13:53 – Co’s are either Born secure or they’re not
19:40 – Founders must master timing
21:24 – How tech-savvy should a tech founder really be?
22:35 – The right way to time your exits
27:07 – How to observe new markets to build?
28:30 – The process behind starting a company
29:32 – How to find the right co-founders?
31:53 – What really builds trust?
33:05 – What founders learn building across industries
35:25 – How Stackgen’s founders met
43:36 – Industries with the best Timing today
44:41 – Where should young founders build?
48:06 – Winning InMobi as a customer
51:11 – What AI agents are doing at Stackgen
55:14 – How Stackgen could be a billion-dollar opportunity?=

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This video is for informational purposes only. The views expressed are those of the individuals quoted and do not constitute professional advice.

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