Executive Operations Lead (Executive Assistant)

Title: Executive Operations Lead (Executive Assistant)

Location: Toronto (Hybrid)

Type: Full-time

Compensation: CAD $120,000 base + equity + performance bonus

Start Date: Immediate

About BorderPass

BorderPass is on a mission to simplify global mobility. We help international students and workers navigate complex immigration and settlement processes by combining legal expertise with powerful technology. Schools, employers, and partners use our platform to manage immigration compliance, financial onboarding, housing, and settlement in one unified system.

About the Role

The Executive Operations Lead exists to increase founder leverage across the organization. The mandate is simple and non negotiable: ensure that priorities, decisions, information, and accountability move from the Founder through the organization and back again reliably and quickly.

This is not a traditional Executive Assistant role. While strong administrative capability is required, this position is accountable for execution, systems, and outcomes.

The Executive Operations Lead will act as the Founder’s second brain and execution engine, translating intent into action and maintaining the operating infrastructure that allows the organization to move quickly and scale.

What You’ll Do

Founder Executive Operations

Own the day-to-day operation of the Founder’s office

Act as the central coordination point between the Founder, leadership, and key stakeholders

Ensure clarity, follow through, and closure on Founder-level priorities

Operate with a no task too big or too small mindset

Accountability and Operating Rhythm

Organize and run leadership and staff meetings

Establish and maintain weekly and monthly operating cadences

Track objectives, ownership, and follow-through across teams

Ensure decisions convert into measurable execution

From Intent to Execution

Translate inputs and direction into clear actions

Capture outcomes and convert them into next steps

Move quickly with minimal instruction

Systems and Process Ownership

Identify breakdowns in how information, decisions, or work moves

Design and implement lightweight operating systems

Ensure requirements, updates, and accountability propagate across multiple business units

Research, Synthesis, and Communication

Conduct targeted research to support decision making

Produce concise briefs, summaries, and talking points

Distill complex inputs into clear, decision ready outputs

Financial and Administrative Operations

Support administrative and financial operations related to the Founder’s office

Coordinate with external advisors, accountants, and stakeholders

Maintain tracking, organization, and continuity across obligations

Time and Attention Management

Manage multiple calendars

Prioritize and sequence meetings to support focus and outcomes

Act as the gatekeeper and optimizer of Founder attention

What We’re Looking For

Core Attributes

Systems led thinker who improves how work moves across the organization

Highly intelligent with strong judgment

Structured, organized, and reliable under pressure

Comfortable operating with ambiguity

Fast from idea to execution

High energy, responsive, and accountable

Curious and actively engaged

This role is not a fit for someone who prefers narrow scope or passive execution.

Experience and Skills

Strong project management and execution capability

Excellent written and verbal communication

Comfortable working with data and basic financial tracking

Experience operating across administrative, operational, and coordination work

Experience supporting founders, CEOs, or senior leadership strongly preferred

Comfortable handling sensitive and high trust information

Why Join BorderPass

Work directly alongside senior leadership and influence company execution

High ownership and ability to drive meaningful outcomes

Join one of the fastest growing global mobility platforms

Competitive compensation, equity, and performance incentives