C-Level Executive Assistant - DTC E-Commerce Startup (Remote)

Paired is a global staffing and recruiting agency specializing in connecting remote talent with innovative companies. We pride ourselves on bridging exceptional professionals with dynamic organizations that value agility and growth.

About the Client:

Our client is a fast-growing startup operating in the DTC (Direct-to-Consumer) and operations space. With a focus on innovation and operational excellence, they are committed to building a market-leading brand that thrives on strategic agility and customer-centricity.

Role Overview:

We are looking for a proactive and experienced Executive Business Partner to support the CFO. This role involves high-level strategic support spanning startup dynamics, DTC business operations, and finance. The successful candidate will enable effective decision-making, streamline operational workflows, and contribute to scaling efforts.

This is a remote opportunity open to candidates based in Canada, offering the chance to collaborate closely with senior leadership in an entrepreneurial environment.

Key Responsibilities

• Own and manage the CFO’s calendar, inbox, priorities, and follow-through across multiple workstreams, ensuring high-impact items are prioritized and executed.
• Act as a true execution partner, bridging communication between leadership, vendors, legal, finance, operations, and external stakeholders.
• Support business operations and strategic initiatives, helping drive accountability, tracking deliverables, and ensuring projects move forward.
• Coordinate vendor relationships, contracts, renewals, and support operational due diligence processes.
• Assist with legal and compliance-related workflows, including contract coordination, documentation tracking, trademarks, patents, and other high-stakes processes.
• Support financial operations by reviewing reports, tracking budgets, vendor pricing, invoices, and identifying inconsistencies or opportunities for optimization.
• Build, maintain, and improve systems, SOPs, workflows, dashboards, and operational processes to improve efficiency and reduce executive overhead.
• Leverage AI tools (Claude, ChatGPT, automation tools, AI agents) to optimize workflows, documentation, and operational execution.
• Prepare meeting materials, agendas, executive briefings, and maintain accountability around follow-ups and key action items.
• Support exit readiness initiatives, data rooms, and confidential documentation processes as needed.
• Coordinate travel, logistics, and ad hoc executive support requests in fast-changing environments.

Requirements

• 5+ years of experience supporting founders, CEOs, CFOs, COOs, or senior executives in startup, DTC, ecommerce, SaaS, or high-growth environments.
• Strong experience with executive support fundamentals, including calendar management, inbox management, executive communications, and prioritization.
• Experience in scaled DTC/ecommerce businesses (subscription business experience is highly preferred).
• Demonstrated ability to operate as an Executive Business Partner, not solely an administrative assistant.
• Strong exposure to financial processes, including budgeting, reporting, expense tracking, vendor pricing analysis, and ability to interpret P&Ls or financial data.
• Experience working with legal/compliance processes, including contracts, trademarks, patents, documentation, or regulated business environments.
• Familiarity with EOS / Traction methodologies (Level 10s, Rocks, Scorecards) is highly preferred.
• Highly AI-native; daily use of tools such as Claude, ChatGPT, AI agents, or automation platforms to improve workflows and execution.
• Advanced proficiency with tools such as Google Workspace, Slack, Notion, HubSpot, QuickBooks, CRM systems, project management platforms, and spreadsheets.
• Strong analytical mindset with excellent problem-solving and process optimization skills.
• Comfortable working in high-growth, ambiguous, fast-changing environments with shifting priorities.
• Exceptional communication skills, discretion, ownership, and ability to maintain confidentiality.
• Availability to overlap with US Mountain Time hours (within 3 hours preferred).

Benefits

• Competitive salary.
• Work with fast-scaling, premium brands
• Fully remote role with a dynamic, growth-driven team
• Clear opportunities for career growth and advancement