About Jason Masciarelli

In 2000, I co-founded Theikos — one of the first Salesforce-focused consulting firms in the country. What made Theikos different wasn't just scale — it was the model. We built one of the first Salesforce partner operations in India, creating a global CRM delivery approach that was genuinely novel at the time. It worked: we were regularly getting customers live and delivering real business impact in under 60 days. Over eight years we grew entirely organically, from two consultants to 100+, completing more than 1,000 client implementations. When it was time to scale beyond what organic growth could support, I orchestrated a capital raise from Salesforce Ventures and a VC firm to fund a merger with Astadia — creating a 500-person global Salesforce firm.

I moved to Singapore to help the combined company leverage the India center of excellence we'd built and expand further across Asia — helping companies throughout the region get more from Salesforce and the emerging wave of SaaS platforms. Still based in Singapore, I then joined BigMachines to lead sales across Asia Pacific and Japan, working with enterprise clients on CPQ and lead-to-order transformation, and left just ahead of their acquisition by Oracle.

Back in Singapore, I co-founded one of the early Force.com OEM partners — a B2B mobile and commerce software company that gave me my first real experience building a product from the ground up. We operated across the US and Asia-Pacific before I eventually returned home.

In 2017 I joined Pegasystems, where I've spent the past several years leading partner ecosystem strategy, building and running Pega Ventures, and most recently leading Go-to-Market for Launchpad.io — helping software companies build new revenue streams on Pega's workflow platform.

Outside of work, the thing I'm most proud of is my relationship with my two sons. They're young adults now, and some of my favorite time is spent with them — whether that's on a snowboard, a motorcycle track, deep in the backcountry on an adventure ride, or sending it down a mountain bike trail. We also spend a lot of time just talking — about philosophy, life, business, tech, where the world is going. They push my thinking more than most people I meet professionally. Watching them find their paths has been one of the great privileges of my life.

The best part of where I've landed is who I get to share it with. My wife is my ride or die — adventure partner, sounding board, and the person who somehow makes me want to be better while making me feel completely free to be myself.

Throughout all of it, one thing has stayed constant: the people doing the work matter as much as the work itself. How you lead, how you earn trust, how you show up for the people around you — that's where the real leverage lives. It's what my father spent his career teaching, and what I find myself coming back to at every stage.

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