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This Chief of Staff role will lead operational rhythms and client-facing delivery, especially for modern AI solutions, acting as a force-multiplier to the executive team. The role focuses on aligning priorities, running cross-functional projects, and ensuring crisp execution from intake to impact.
Responsibilities
- Partner with the Managing Director of AI and executive team to translate priorities into sequenced plans, resourcing, and measurable outcomes
- Maintain focus and accountability on near-term deliverables and long-term goals; surface risks and options early
- Own end-to-end delivery on multiple client engagements involving AI-enabled solutions
- Run discovery to surface use cases, success metrics, risks, and change-management needs; translate findings into scopes, timelines, and clear acceptance criteria
- Coordinate solution build-outs with internal teammates and external partners
- Set lightweight evaluation routines (accuracy, latency, cost), prompt/playbook management, basic safety/guardrail checks, and UAT plans
- Track time against SOWs, flag changes early, manage subcontractors, and ensure on-budget delivery with clear documentation
- Design and continuously improve the operating system for work
- Manage staffing assignments and subcontractor contributions across concurrent workstreams
- Prepare agendas, briefings, and executive-ready presentations; synthesize complex information into actionable insights
Requirements
- 5+ years in operations, client services, program/project management, or strategic support roles with direct ownership of client-facing delivery
- Demonstrated success leading multi-stakeholder projects end-to-end (scope, timelines, budgets, risk, and change management)
- AI fluency: understands common LLM-enabled use cases; can shape prompts/playbooks, evaluate quality at a basic level, and choose appropriate off-the-shelf tools or vendors
- High proficiency with Google Workspace, Asana/Notion, Slack, and comfort with modern web and content tools
- Experience preparing polished executive documents and presentations
- Commitment to ethical practices and responsible AI
Qualifications
- Bachelor’s degree or equivalent experience
- 5+ years in operations, client services, program/project management, or strategic support roles with direct ownership of client-facing delivery.
Nice to Have
- Familiarity with no/low-code automation (e.g., Zapier/Make)
- Knowledge bases
- Responsible AI considerations (privacy, data handling, consent)
Skills
Google Workspace
*
AI
*
Asana
*
LLM
*
Notion
*
Slack
*
Make
*
Zapier
*
* Required skills
About Swooped
A rapidly growing, AI-powered customer communications platform used by thousands of companies worldwide to drive revenue, achieve faster resolutions, and scale effectively. The organization integrates voice, SMS, WhatsApp, and AI into a single, seamless workspace.
Technology
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