AI-Native Chief of Staff

PhoenixDTC ecommerce

Remote (U.S.)Full-TimeMiddle

Salary not disclosed

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Job Details

Required Skills: Project ManagementQA AutomationBusiness OperationsMarket ResearchCRM

Bring strong business acumen and the ability to organize, drive accountability, and follow through on priorities across a business.
Build with modern AI tools every day and have shipped working automations, agents, or internal tools that real people use.
Operate autonomously and solve problems by developing solutions and securing the resources needed to execute.
Write concise, fast research memos with checked numbers and named sources.
Think carefully and contribute informed opinions in strategy conversations with senior leaders.
Communicate clearly in writing and in person, including when working with senior leaders, partner executives, and large merchants.
Thrive in a fast-moving, resource-constrained, high-intensity environment, or have built something independently.
Be comfortable with detail-oriented follow-through, operational work, and carrying initiatives through to completion.
Experience running a DTC or direct response ecommerce business is a plus.
Experience as a founder, an early operator with outcome ownership, or a chief of staff or founder’s office at a rapidly scaling startup is a plus.
Living in South Florida or being able to travel there consistently is a plus.

Coordinate cross-department alignment and track asks, owners, dates, and follow-through from the weekly Companywide Alignment memo.
Research market segments, competitors, platform changes, and their implications for merchants using merchant communities, competitor products, public filings, and company data.
Evaluate partnership opportunities and coordinate cross-department plans to launch approved partnerships.
Join calls for major merchant deals and track commitments through onboarding, processing approval, campaign launch, and merchant ramp-up.
Lead special projects from idea to launch, including an internal Phoenix brain built on CRM, company documents, roadmap, and meeting transcripts.
Structure and improve the CEO’s AI agents, including their context, decision logic, routing, and feedback loops.
Coach department heads to identify workflows and build and operate their own AI automations.
Work with department heads to assess whether AI can automate tasks before roles are opened, and help new hires adopt AI-native workflows.
Manage the CEO’s follow-ups, project tracking, monitoring, research, and administrative work.

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