Chief of Staff (Montreal based)

Montreal, QC, Canada
Full Time
Mid Level

Company Overview

Pearl West is building the future of consumer brands—fast, focused, and performance-driven. Think mini-Unilever without the bloat of traditional private equity or the stale DTC playbook.

We own and operate six brands across beauty, supplements, sports nutrition, skincare, and pet care, with a combined run rate of $40M+ USD and scaling quickly. Our model: acquire profitable $2M+ EBITDA brands, scale them aggressively, and position them for exit within three years.

Our mission is unapologetic: build unforgettable brands and exit them at their peak. With seasoned operators, deep e-commerce expertise, and strong capitalization behind us, we execute with speed, clarity, and impact.

If you value clarity over chaos, speed over politics, and results over theater—you’ll fit right in.


The Role

We’re hiring a Senior Executive Assistant (EA) to support our CEO and COO. This is not a gatekeeping role—it’s about enabling top performance. You’ll manage priorities, streamline workflows, and ensure leadership is focused on what matters most.

This is a full-time, hybrid role based in Montreal, with flexibility. You’ll be trusted with high-impact projects, sensitive information, and a seat close to the decisions shaping the company’s future.


What You’ll Do

  • Optimize Executive Operations – Master calendars, inboxes, and workflows to maximize executive focus.
     
  • Drive Communication – Capture and track action items, ensuring accountability across teams.
     
  • Track Projects & Priorities – Monitor initiatives, highlight risks, and ensure deadlines are met.
     
  • Enable Information Flow – Be the link between executives and teams—fast, clear, aligned.
     
  • Prep & Follow-Up – Create agendas, briefing notes, and follow-up reports that drive outcomes.
     
  • Improve Processes – Identify bottlenecks and introduce better systems.
     
  • Confidential Support – Handle sensitive matters with absolute discretion.
     
  • Oversee Logistics – Manage travel, events, and scheduling seamlessly.
     


Key Performance Indicators (KPIs)

  • Meeting Efficiency – 90%+ of meetings yield clear, documented action items.
     
  • Calendar Optimization – <5% reschedule rate; >80% of time aligned with top priorities.
     
  • Task Execution – 90%+ of assigned actions completed on time.
     
  • Communication Speed – Internal follow-ups 25% faster across teams.
     
  • Process Innovation – Launch 3+ new tools/systems in Year 1 to boost efficiency.
     


30-60-90 Day Success Benchmarks

First 30 Days

  • Shadow CEO/COO to master workflows, priorities, and communication style.
     
  • Deep-dive into Pearl West brands, playbooks, and operating model.
     
  • Take over scheduling, inbox triage, and meeting prep.
     

First 60 Days

  • Independently manage executive deliverables and follow-ups.
     
  • Roll out organizational systems that boost leadership productivity.
     
  • Coordinate at least one cross-functional initiative end-to-end.
     

First 90 Days

  • Operate as a trusted partner—anticipating needs and driving outcomes proactively.
     
  • Fully own investor/board reporting cadence.
     
  • Deliver measurable efficiency gains and time savings for executives.


What You Bring

Must-Have Skills

  • 5+ years supporting C-level execs in fast-paced, high-growth environments.
     
  • Exceptional organizational and time-management skills.
     
  • Advanced proficiency with G-Suite, Slack, and project tools (ClickUp/Asana).
     
  • Sharp business acumen—able to turn vision into execution.
     
  • Excellent written and verbal communication.
     
  • Proven discretion handling sensitive information.
     

Nice-to-Have Skills

  • Background in e-commerce, private equity, or high-growth consumer brands.
     
  • Familiarity with financial reporting and KPI dashboards.
     
  • Bilingual (English + Spanish or French).
     
  • Growth-stage/startup experience.


 

Compensation & Benefits

  • Growth & Development – Direct exposure to leadership and investors.
     
  • Culture – No politics. Outcome-driven, collaborative.
     
  • Compensation – Highly competitive base salary + performance bonus + equity.
     
  • Flexibility – Hybrid role in Montreal (or Vancouver) with autonomy.
     
  • Benefits – Health, dental, mental health, flexible PTO.
     
  • Perks – Annual retreats, wellness programs, learning stipends.
     

Application Process

  • Step 1: Submit resume + cover letter.
     
  • Step 2: Online assessment.
     
  • Step 3: Screening call with HR.
     
  • Step 4: Final interview with CEO & COO.
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