C-Level Executive Assistant

P
PairedDTC E-Commerce
This is a remote opportunity open to candidates based in Canada, offering the chance to collaborate closely with senior leadership in an entrepreneurial environment. Workable locations: Portugal., Availability to overlap with US Mountain Time hours (within 3 hours preferred).Full-TimeSenior
Salary not disclosed
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Job Details

Experience
5+ years of experience supporting founders, CEOs, CFOs, COOs, or senior executives in startup, DTC, ecommerce, SaaS, or high-growth environments.
Required Skills
CRMFinancial analysisHubSpotGoogle WorkspaceSlackQuickBooksNotion

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.
  • Strong exposure to financial processes, including budgeting, reporting, expense tracking, 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.
  • Advanced proficiency with Google Workspace, Slack, Notion, HubSpot, QuickBooks, CRM systems, and project management platforms.
  • Strong analytical mindset with excellent problem-solving and process optimization skills.
  • Comfortable working in high-growth, ambiguous, fast-changing environments.
  • Exceptional communication skills, discretion, ownership, and ability to maintain confidentiality.
  • Availability to overlap with US Mountain Time hours (within 3 hours preferred).

Responsibilities

  • Own and manage the CFO’s calendar, inbox, priorities, and follow-through across multiple workstreams.
  • 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, and patents.
  • Support financial operations by reviewing reports, tracking budgets, vendor pricing, invoices, and identifying inconsistencies.
  • Build, maintain, and improve systems, SOPs, workflows, dashboards, and operational processes.
  • 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.
  • Support exit readiness initiatives, data rooms, and confidential documentation processes.
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