Top Project and Work Management Trends for 2026
Key forecasts shaping Project Portfolio Management (PPM), Strategic Portfolio Management (SPM), and Collaborative Work Management (CWM)
Each year, Rego Consulting helps hundreds of companies navigate Project and Strategic Portfolio Management implementations, upgrades, training, and organizational change. To help you stay ahead of the curve, we ask our 250+ expert guides to share the emerging trends and themes they’re seeing firsthand while working with our clients. The result? Rego provides an annual trends report and webinar to prepare you for what’s next.
In this year's webinar, Rego’s senior strategists will reveal the top Project and Strategic Portfolio Management and Collaborative Work Management (CWM) trends for 2026, and share practical insights to help your organization thrive. Discover what’s shaping the future of your workplace and learn actionable strategies you can start using right away.
Join our panel of expert Rego guides as they provide a fun and interesting dive into the top trends for 2026 and show you how to use them to your advantage!
Speakers
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Jacob Cancelliere |
Jacob Cancelliere is a PMP certified Project and Portfolio Management expert. He has more than 21 years of experience in PPM system implementations and has helped over a dozen PMOs design and implement sustainable solutions. Jacob specializes in resource management tools and methodologies to help create balanced project roadmaps and supported staffing plans.
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Wes McCoubrie |
Wes McCoubrie is Rego's SVP, Delivery - SPM Solution Architect, with over 15 years of experience in implementing PPM solutions across varied industries and business units. In every engagement, he couples his systems engineering background with real-world study gained as a past PMO Manager to provide tailored solutions that are backed by the long-term strategic guidance needed to realize the full value of PPM. It’s his mission to become and remain a trusted advisor for all of his clients well beyond any one successful go-live.
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Matthew Palicki |
Matthew holds certifications in ITIL, LSS, PMP, and SAFe LPM. He has nearly three decades of experience in the technology industry, most of it spent leading an IT PMO and implementing large-scale enterprise initiatives as part of an EPMO. Currently he is part of the Agile Operations Division at Rego Consulting, helping customers to solve complex business challenges using ValueOps Solutions. His areas of specialization include Portfolio Management, Program/Project Management, Organizational Change Management, Process Improvement, and Enterprise Agility.
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Eric Myers |
Experienced enterprise transformation Agile Coach and Trainer. He have successfully transformed organizations and teams using Lean-Agile mindsets and scaled agile practices. Over 24 years in the technology industry with a strong background in financial services, retail and software development.
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Peter Hughes |
As Rego’s Regional Vice President of EMEA, Pete brings an unwavering focus and a touch of obsession to his mission of enabling clients to achieve their strategic goals through cutting-edge approaches and technology. With an extensive background spanning over two decades in the fields of Project Portfolio Management (PPM) and Strategic Portfolio Management (SPM), Pete has accumulated a wealth of knowledge and expertise. His approach is not just about implementing new technologies but also about understanding the unique challenges and opportunities each client faces. By tailoring solutions to meet specific needs, Pete ensures that every initiative is aligned with the client’s overarching strategic objectives. This personalized strategy not only maximizes the impact of technological investments but also fosters a collaborative relationship built on trust and mutual success.
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Katie Sherbondy |
Katie Sherbondy is a product leader and collaborative work-management expert at Rego Consulting, where she helps design products that modernize how teams plan, prioritize, and deliver work. With a background spanning product management, marketing strategy, and partner enablement, she brings a practical, real-world perspective to how applications are evolving. She is passionate about developing products at Rego, including gamification innovations for Clarity and Moventus, Rego’s upcoming Collaborative Work Management solution.
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Steve Winchester |
Steve Winchester has been a marketer for over 27 years, beginning as an account manager at Dahlin Smith White, famous for creating what may be considered one of the most successful branding campaigns in history—Intel Inside. During his ad agency days, he helped EarthLink convince grandmothers email is important, and as the global account director for Agilent Technologies, he figured out how to spell “mass spectrometry” and “liquid chromatography.” Steve holds a BA in Organizational Communications and was most recently Chief Marketing Officer at Helix Education.
