Principal Operations Analyst – Flex Business Partner

Cloud Software Group is hiring a Principal Operations Analyst to lead Flex and other strategic initiatives across its go-to-market organization. The role translates business objectives into scalable operating models, manages programs from planning through rollout and optimization, and drives cross-functional alignment, accountability, and change adoption.

Responsibilities:

• Lead the planning and execution of Flex initiatives, aligning stakeholders, milestones, dependencies, and outcomes across Product, GTM and Operation teams
• Operationalize strategic programs by translating business objectives into scalable processes, governance, roles, metrics, and execution plans
• Manage programs from design through launch, adoption, and optimization using detailed project plans, defined milestones, dependencies, owners, and timelines to ensure all activities are completed on schedule and rollouts are seamless
• Define, track, and drive accountability to business KPIs and program outcomes, using insights to identify adoption gaps and improvement opportunities
• Develop and maintain business requirements, integrated project plans, implementation roadmaps, and readiness plans for new or evolving programs
• Proactively identify and manage business risks, execution gaps, dependencies, and friction points, escalating issues early and driving mitigation plans to protect timelines and rollout readiness
• Partner cross-functionally to resolve process and system gaps and implement durable solutions—not just recommendations
• Document current- and future-state processes to establish scalable playbooks, controls, and operational standards
• Assess downstream impacts to the field organization and drive targeted communication, enablement, and change adoption as needed

Requirements:

• Proven project management experience leading complex, cross-functional initiatives between Product organizations and Go-To-Market teams, with a record of delivering milestones and rollouts on time
• Demonstrated success operating as a self‑starter, prioritizing work effectively across multiple high‑stakes initiatives
• Strong problem‑solving and analytical skills, with the ability to break down complex or ambiguous issues into executable actions
• Track record of creating structure where none exists and improving operational discipline at scale
• Ability to influence across multiple functions and leadership levels without formal authority
• Data‑driven mindset with experience defining KPIs and using insights to guide leadership decisions
• Comfortable operating in fast‑paced, high‑growth, and evolving environments
• Bachelor's degree required
• 7+ years of progressive experience in operations, business analytics, or a related field within a technology or high‑growth environment
• Proven success managing and executing high-impact initiatives that require cross-departmental alignment, disciplined milestone tracking, risk management, and on-time delivery
• Strong written, verbal, and executive‑level communication skills
• Ability to work independently with minimal oversight while partnering effectively across teams
• advanced degree a plus