Inside the Sphere – 2026 Predictions: The Future of AI and Observability

Martin Mao Martin Co-Founder and CEO of Chronosphere
Martin Mao

Co-Founder and CEO | Chronosphere

Martin is a technologist with a history of solving problems at the largest scale in the world and is passionate about helping enterprises use cloud native observability and open source technologies to succeed on their cloud native journey. He’s now the Co-Founder & CEO of Chronosphere, a Series C startup with $348M in funding, backed by Greylock, Lux Capital, General Atlantic, Addition, and Founders Fund.

He was previously at Uber, where he led the development and SRE teams that created and operated M3. Previously, he worked at AWS, Microsoft, and Google. He and his family are based in the Seattle area, and he enjoys playing soccer and eating meat pies in his spare time.

Smiling man with short brown hair and a beard, wearing a dark collared shirt, posed in front of a plain purple background—Thomas Squeo.
Thomas Squeo

CTO, Americas | Thoughtworks

As Chief Technology Officer for the Americas at Thoughtworks, Thomas operates at the intersection of strategy, practice, and the enterprise partner ecosystem, ensuring their technology vision drives business impact. He shapes and scales differentiated capabilities that support sales, marketing, and demand generation, aligning their technology expertise with client needs across the region.

Sophie Kohler, with straight brown hair, stands in front of a gray studio backdrop wearing a red and gold patterned jacket and smiling slightly.
Sophie Kohler

Social Media and Content Manager | Chronosphere

Sophie Kohler is a Content Writer at Chronosphere where she writes blogs as well as creates videos and other educational content for a business-to-business audience. In her free-time, you can find her at hot yoga, working on creative writing or playing a game of pool.

Inside the Sphere is a candid executive series exploring what’s next at the intersection of modern engineering and business resilience. In our first session “2026 Predictions: The Future of AI and Observability” we’ll cut through hype to examine what 2025 actually taught enterprises about putting AI into production, where it delivered real value, and where it broke down.

Join Martin Mao, CEO at Chronosphere and Thomas Squeo, CTO at Thoughtworks for an opinionated look ahead: how AI-driven observability will reshape how organizations run, govern, and de-risk production systems in 2026 and what leaders should prioritize now to build trustworthy, operational AI at scale.

You’ll learn:

  • The biggest 2025 inflection points executives should carry into 2026
  • Where AI boosts operational outcomes and where it still falls short
  • What “operationalizing AI” really means for reliability, governance, and change management
  • The role observability plays in guardrails, trust, and risk reduction
  • A list of priorities to set a durable foundation for trustworthy AI