Caroline Cannon
CA Global — the name for a career that's never stayed in one lane, one system, or one place.
I take programs with too many moving parts and turn them into one clear plan that teams can actually execute.
Approach
Over the past seven years I've run projects and programs across property management tech, cybersecurity, open source, logistics, consumer products, and defense — different worlds, same underlying job: give complexity a shape people can work with.
Right now that means two things at once. I'm the project manager behind Commercial Clarity, a C-suite-sponsored effort to modernize how the business handles pricing, contracts, and renewals. I keep four workstreams moving forward and aligned while the leads drive delivery. And I'm leading training strategy for a company-wide Oracle finance transformation, which means learning the systems well enough to know what people will need before they ask.
I'm at my best when a program has outgrown a spreadsheet with multiple teams, competing priorities, and a leadership group that needs a straight answer, not a status deck.
Experience
Present
Senior Project Manager
- Run project management for Commercial Clarity, a C-suite-sponsored initiative to modernize pricing, contracts, and renewals — selected by senior leadership to lead it, reporting to the SVP
- Keep four workstreams aligned and unblocked as the central point of contact, running the biweekly stakeholder recap leadership uses directly in readouts
- Lead training strategy for RealPage's Finance and Commercial Transformation, an Oracle implementation spanning the entire Finance org — built the training taxonomy across four systems and own the rollout end to end
- Built a suite of AI-driven automations for status reporting and training-content capture, cutting manual overhead across the program
Nov 2024
Program Manager
- Directed programs supporting AWS and Google Cloud partner ecosystems, driving process efficiency and strategic alignment
- Led cross-team planning across engineering, partner strategy, and business operations, developing project charters and success criteria to keep cloud and security initiatives on track
May 2023
Project Manager
- Managed communications for a 2,000+ person organization, facilitating weekly leadership meetings and roadmapping company-wide events
- Launched a new education and enablement standard, building metrics to evaluate it across teams
Oct 2021
Associate Project Manager
- Managed software development projects with budgets up to half a million dollars, running stand-ups and resolving blockers
- Designed a formal CSAT methodology and a project cadence that was adopted company-wide
Sept 2020
Management Graduate
- Completed a rotational program across Compensation, HR Business Partner, and Talent Acquisition, leading changes to the company's geographic pay policy
- Converted an 88-person internship program to fully virtual during COVID-19, leading a team of seven
Aug 2018
Project Management Lead Intern
- Built the foundation for a new leadership development program for future program managers
- Created a metric to keep the company in compliance with federal standards
Skills
Program Leadership
- Enterprise program strategy
- Timeline & risk ownership
- Cross-functional execution
Training & Change
- Training strategy & delivery
- Adoption & change management
- Process mapping & taxonomy design
Stakeholder & Vendor Relations
- Executive communication & readouts
- Vendor & partner management
- Cross-functional stakeholder management