The Entrepreneur Awakens: Pivoting from Tech to Ownership

May 29, 2025
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Key Points From the Interview

T

oday's guest was not destined to become an entrepreneur.

Hailing from Macau, Kin Sio was working in a well-paid tech job when, for the first time, he got the itch to do something for himself.

He started dabbling in real estate, then got more serious about it, but ultimately saw that it was going to take a long time to approach the hefty 6-figure earnings of his tech job.

In 2024, when two local real estate investors hosted an in-person seminar about how they'd rolled up cleaning businesses, Kin attended and brought along his wife. Something clicked.

By the following January, he'd bought Lights On Digital, the subject of today's interview.

Kin Sio & Lights On Digital team on the pickleball court
Kin (second from right) and the Lights On team

Themes to listen for:

  • ROBS, the program that enables you to tap your 401k for the equity to buy a business. Kin considered it, then decided against it. Listen for his analysis.
  • If you own real estate, the value of getting a HELOC before you get an SBA loan.
  • How Kin collaborated on terms and purchase price with the sellers before even writing the LOI. And how he presented 3 options for the sellers to choose from.
  • The pros & cons of owning a business remotely; Kin is in Seattle, Lights On is in Honolulu.

And my favorite theme, the overarching one of a guy who started down a conventional career path but along the way found his entrepreneurial side awaken and embraced it.

Here is Kin Sio, owner of Lights On Digital.

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