Chief of Staff
Chief of Staff
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Job Description
Job Title: Chief of Staff Office of the Chief Commercial Officer
Location: Fully Remote
Reports to: Chief Commercial Officer
Drips is seeking a strategic execution-minded Chief of Staff to serve as a trusted partner to our Chief Commercial Officer (CCO). This role is critical to amplifying the CCOs impact by ensuring seamless coordination of commercial strategy internal execution and strategic follow-through across multiple high-growth functions including Voice of the Customer Sales Corporate Strategy Marketing and Product Marketing.
This is not an Executive Assistant positionthis is a strategic operational role suited for someone who can balance influence without authority navigate complex priorities and bring ruthless clarity and follow-through to the commercial teams most important initiatives.
Core Responsibilities
Strategic Enablement & Execution:
- Drive alignment and execution on key commercial initiatives by managing cross-functional follow-ups task assignments and progress trackingprimarily in ClickUp.
- Partner with the CCO on strategic planning cycles including managing the corporate strategy calendar strategic initiative mapping and board-level deliverables.
- Proactively coordinate and surface project risks resource constraints and communication gaps to maintain momentum and accountability.
Time & Attention Optimization:
- Own calendar optimization for the CCO ensuring strategic priorities are reflected in how time is allocated across staff management thinking time travel and external engagement.
- Manage email and Teams prioritization filtering signals from noise initiating first-line responses where appropriate and escalating only what requires executive decision-making.
- Track and prepare materials for internal and external meetingsensuring pre-read alignment stakeholder readiness and post-meeting follow-through.
Operational Cadence & Performance:
- Manage and maintain Commercial team OKRs metrics that matter
- Ensure the CCOs calendar meeting cadence and priorities align with strategic outcomes.
- Lead weekly business rhythmcommercial team standups cross-functional syncs pipeline and planning forumsdriving clarity on next actions and owners.
- Build out and maintain internal Click up dashboards or project trackers summarizing workstream progress and outcomes for executive visibility.
Scaling Commercial Excellence:
- Help codify and operationalize the CCOs knowledge and leadership models into SOPs playbooks and onboarding guides for Sales Marketing and Solution Consulting.
- Coordinate training alignment across Product Marketing and Solution Consulting to enable scalable growth and reduce over-reliance on executive pursuit support.
Strategic Analysis & Competitive Intelligence:
- Drive competitive vendor analysis and synthesize insights into executive-ready presentations for internal discussion and go-to-market planning.
- Serve as the connective tissue between the Commercial org and broader Drips teams (Finance Product CS) keeping lines of communication crisp and forward-moving.
Ideal Profile:
- 58 years of experience in a fast-paced commercial operations management consulting Chief of Staff or strategy & planning role.
- MBA required
- Executive presence judgment and discretionyou can anticipate needs and manage up effectively.
- Exceptional written and verbal communication skills; highly organized and detail-oriented.
- Experience with tools like ClickUp Salesforce PowerPoint and Excel.
- Highly resourceful bias for action thrives in ambiguity and a strong sense of ownership.
About Drips
Drips is a fast-growing tech-enabled managed service transforming how health plans engage their members at scale. As the pioneer of Conversational AI-as-a-Service Drips helps healthcare organizations connect with hard-to-reach members to drive measurable outcomes across the member journey- including Stars HEDIS HOS medication adherence care gap closure acquisition and retention.
Unlike traditional SaaS solutions Drips is a fully integrated service partner. Our intelligent outreach solutions deliver proven administrative and medical cost savings while directly impacting quality scores member experience revenue protection and operational efficiency. With strong momentum and trusted partnerships across national regional and local health plans Drips is positioned as an indispensable ally in todays value-driven healthcare landscape.
Employment Type
Full-Time
