Insights

Apr 2026
Introducing AskAyla: The World's First AI Companion for Parents Raising a Child with a Disability
No parent raising a child with a disability should ever feel alone. AskAyla is free, available 24/7, and built from lived experience.
Alex Bukowski
Apr 2026
What Is an AI Worker? And Why It Changes Everything
Copilots. Assistants. Agents. Gambit defines what actually separates an AI worker from the rest—and why the distinction changes everything about how you deploy AI.
Alex Bukowski
Mar 2026
OpenClaw Is Kind of a Big Deal — Here's Why
OpenClaw is the open-source AI assistant changing how enterprises think about autonomous agents. Here's what it does and how we use it at Gambit.
Alex Bukowski
Mar 2026
Meet Chloe: The Town of Vail's AI Voice Concierge
Gambit introduces Chloe, a voice-based AI concierge for the Town of Vail. Real-time parking, events, and 50+ languages.
Alex Bukowski
Dec 2025
GambitCo Joins HPE Unleash AI Partner Program
Operationalizing AI across the enterprise through Hewlett Packard Enterprise's partner ecosystem.
Alex Bukowski
Dec 2025
Featured in First-Ever Canadian Startup Documentary
Gambit's story captured in a documentary following Canada's emerging AI companies.
Alex Bukowski
Sep 2025
AskEllyn Now Live on Cigna Healthcare
The world's first AI companion for breast cancer support, deployed on Cigna's patient community.
Ryan Burgio
Aug 2025
Primary People Group Becomes First Channel Partner
Expanding Gambit's reach through a dedicated channel partner focused on enterprise AI adoption.
Ryan Burgio
Jul 2025
Top 10 in FoundersBeta's 100 Companies to Watch
Recognized among the most promising emerging technology companies in 2025.
Ryan Burgio
Jun 2025
Gambit Technologies Joins NVIDIA Inception Program
Accelerating AI innovation for enterprises through NVIDIA's startup program.
Ryan Burgio
May 2025
Interview: Let's Talk AI with Gambit CTO Chris Silivestru
A conversation about building scalable AI systems, Shopify lessons, and what makes Gambit Cloud different.
Ryan Burgio
Mar 2025
Introducing AskEllyn: World's First AI Companion for Breast Cancer Support
How we built an AI companion grounded in lived experience to support breast cancer patients globally.
Ryan Burgio
Feb 2025
The Next-Generation Data Layer
How modern AI systems connect knowledge, reasoning, and enterprise data into a single intelligence layer.
Ryan Burgio
Jan 2025
The Future of AI and Customer Interactions
Why conversational AI is moving from chatbot to worker. and what that means for businesses.
Ryan Burgio