Archive • Third South Capital • Buttondown

Tripling Down: A Third South Capital Update

After two years honing our approach with seven businesses, Third South Capital is now our full-time venture, dedicated to acquiring and nurturing exceptional software.

Progress

Soon after Third South Capital launched in July 2023, we made five acquisitions: A clipboard manager, an e-commerce feed manager, a favicon-grabber, an art gallery submission tool, and three Zendesk apps.

We then acquired two Git-Zendesk integrations, which we rolled into the original Zendesk apps to form the basis of our Zendesk suite.

#1

May 19, 2025

Two Years Later: Clipboard History Pro

Authored by: Harrison Roday

From late 2022 to 2023, our team at Third South Capital evaluated dozens of potential acquisitions. The idea was to pool our personal capital and start a permanent holding company of niche software businesses. After six months, we had nothing to show for it.

Things started to change when we met Denis Leonov. His product, Clipboard History Pro, became one of five companies we acquired in less than two months. This is the story of the acquisition, completed two years ago in July 2023.

Meeting Denis and Kicking Off Diligence

#3

July 10, 2025

June 2025 Update: You Can Just Do Things

Neither Colin nor Harrison have technical backgrounds, yet they have been shipping complex technical projects touching thousands of users due to advancements in AI.

This story is not theoretical. It’s about how two non-technical investors rolled up their sleeves to drive tangible value for their users.

From early AI explorations to spearheading complex technical projects, Colin and Harrison demonstrate how these new tools are reshaping the trajectory of Third South Capital:

Myles: Could you start by telling me about your technical backgrounds?

#2

June 1, 2025