Ashanta Kelly
Chief of Staff | Early-Stage AI & Tech Startups | Founder-Led Operations
4 yrs experience · <10 hrs/week
About
Fast-growing companies rarely fail because of strategy. They struggle when complexity outpaces operational control. I work directly with founders and executives to bring structure, visibility, and follow-through to fast-moving environments. My role is to turn priorities into execution, surface risk early, and give leadership a clear view of what is actually happening inside the business. My work typically includes: - Translating leadership priorities into cross-functional execution - Building visibility into revenue, pipeline, delivery, and operational risk - Establishing operating cadence, ownership, and accountability - Designing process and workflow infrastructure that supports growth - Identifying bottlenecks and execution gaps before they become problems I’ve done this work inside early-stage startups, PE-backed technology companies, and founder-led environments across AI, automotive technology, and financial services. The common thread is complexity that needs structure and a leadership team that needs a trusted operational partner. Open to full-time, contract, and fractional Chief of Staff and Operations roles.
Experience
- Fractional Chief of Staff / Operations · SoloFemme2025-11-01 –
Supporting early-stage, founder-led companies during periods of growth, transition, or leadership bandwidth constraints. • Translate founder priorities into execution plans with clear ownership and accountability • Establish operating cadence and leadership visibility into progress, risks, and bottlenecks • Build foundational processes, documentation, and internal coordination structures • Identify operational gaps, cost leakage, and execution friction across product, sales, and operations
- Chief of Staff / Executive Operations · aKillion2025-01-01 – 2026-02-01
Early-stage AI platform serving enterprise and agency clients. • Built executive reporting across revenue, pipeline, delivery status, and operational risk to support leadership decision-making • Identified cost leakage and resource inefficiencies within product and development workflows • Translated CEO priorities into cross-functional execution across product, sales, and operations • Established operating cadence, ownership structures, and accountability across teams • Designed AI and automation workflow concepts to improve operational efficiency and decision visibility
- Executive Assistant to Chief Executive Officer · PureCars2023-05-01 – 2025-10-01
Growth-stage automotive marketing technology company supporting multi-location dealer groups nationwide. Worked directly with the CEO to support operational execution across sales, onboarding, and client delivery. Maintained visibility into pipeline performance, onboarding progress, and key operational risks, while tracking strategic priorities, coordinating cross-functional follow-through, and supporting process improvements and high-priority client escalations.
- Independent Consultant · Freelance | Self Employed2022-01-01 – 2023-05-01
Provided operational and growth support to small businesses and founder-led teams.
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