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Join the next AI Business Transformation cohort kicking off January 20th, 2026.
🎯 Practical, not theoretical. Tailored for business professionals. - https://multiplai.ai/ai-course/

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Will AI automate your workforce or amplify it?

That question isn't just theoretical anymore. For business leaders navigating the shifting tides of AI, understanding how to remain competitive without losing the human edge is now essential.

In this episode, we go deep with Andrew Rabinovich, CTO and Head of AI at Upwork, on how one of the largest talent marketplaces in the world is strategically evolving with AI, not just to survive, but to thrive.

Andrew shares how Upwork is moving beyond simple matchmaking to delivering outcomes, what it really takes to integrate human-centered AI, and how AI agents and human experts will coexist in the near future of work.

Spoiler: It's not about replacing freelancers—it’s about transforming what they (and businesses like yours) are capable of.

In this session, you'll discover:

Why business leaders must rethink efficiency in terms of outcomes, not processes
How Upwork built “Uma”, an AI agent guiding clients from vague ideas to precise deliverables
The surprising results of benchmarking AI agents on real Upwork jobs
Why task-level automation is only step one and why full automation is still far off
How to identify which parts of your business workflow AI should (and shouldn’t) touch
What human-centered AI actually looks like in practice—and how it drives both trust and scale
Why AI agents will soon be collaborators, not competitors

About Leveraging AI

The Ultimate AI Course for Business People: https://multiplai.ai/ai-course/
YouTube Full Episodes: https://www.youtube.com/@Multiplai_AI/
Connect with Isar Meitis: https://www.linkedin.com/in/isarmeitis/
Join our Live Sessions, AI Hangouts and newsletter: https://services.multiplai.ai/events

If you’ve enjoyed or benefited from some of the insights of this episode, leave us a five-star review on your favorite podcast platform, and let us know what you learned, found helpful, or liked most about this show!

256 | How to build business strategy for the AI era, A detailed blueprint with Andrew Rabinovich, CTO and Head of AI + ML at Upwork

Leveraging AI