Olivia Montgomery

Associate Principal Analyst at Capterra who researches project management software trends and hybrid methodologies, with experience leading IT PMOs and publishing reports cited in major outlets.

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Dec 15, 2025 • 45min

Episode 239 – Hybrid Trends for Project Leaders: One Size Doesn’t Fit All

Olivia Montgomery, Associate Principal Analyst at Capterra, dives into the rise of hybrid project management. She defines hybrid methods as a blend of approaches tailored to organizational needs. Olivia reveals a jump in hybrid usage from 21% to 41%, driven by tech advancements and cross-industry adoption. She shares insights on balancing structure with flexibility, common pitfalls in implementation, and the importance of a single source of truth. Plus, she discusses how AI is transforming project management and the traits that lead to success in this evolving landscape.

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