Senior Executive Assistant

HireSava

United States

Remote

USD 75,000 - 110,000

Full time

14 days+

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Benefits offered by this job

Remote work

Night shift

Long-term role

Experience-based compensation

Job summary

Canadian Firm is seeking a Senior Executive Assistant to run the founder's calendar, inbox and travel while also handling core operations like client invoicing and payroll. The role supports a small, fully remote Canadian professional services team and requires reliable, proactive ownership of tasks.

You will coordinate hiring, onboarding and offboarding, manage vendors and ensure requests reach the right person. This is a long-term, full-time remote position with an international scope.

Qualifications

5+ years as an Executive Assistant or similar, supporting a business owner
Hands-on invoicing and payroll administration experience
3+ years of remote work
Excellent written and spoken English
Available full-time, Mon to Fri, 6 PM–2 AM SA time

Responsibilities

Run the founder's calendar, inbox and travel, with work and family in one place
Triage shared client inboxes and track requests for the team
Prepare monthly client invoicing and payroll runs
Track payroll, remittance and year-end filing deadlines across clients
Coordinate hiring, onboarding and offboarding
Handle vendors, subscriptions, insurance and other business admin
Follow up on open items until they are closed

Skills

Remote collaboration

Executive support

Operations management

Calendar & inbox management

Deadline-driven

AI-fluent (Claude/ChatGPT)

Education

5+ years EA/Operations experience

Tools

Google Workspace

Claude or ChatGPT

QuickBooks Online

Gusto/ADP payroll

Wise

Missive

Double Keeper

GoHighLevel

Job description

Remote · Full-Time · 6 PM to 2 AM South Africa Time

About Us

We're a small, growing Canadian professional services firm with a remote team. We're hiring a senior Executive Assistant to run the founder's week and the firm's operations desk.

About the Role

This is a senior role for someone who has run operations, not just a calendar. You'll own the founder's calendar, inbox and travel, plus the operations work that keeps the firm running: client invoicing, team payroll prep, payroll and filing deadlines, hiring coordination, and making sure client requests reach the right person and get done. When the founder travels or is in meetings, you keep everything moving.

What You'll Do

Run the founder's calendar, inbox and travel, with work and family in one place
Triage shared client inboxes and turn requests into tracked tasks for the team
Prepare monthly client invoicing and the team's payroll run
Keep payroll, remittance and year-end filing deadlines on track across clients
Coordinate hiring, onboarding and offboarding
Handle vendors, subscriptions, insurance and other business admin
Follow up on open items until they close, without being asked

Who You Are

Senior. You've been the person a business owner relies on to run things, not just book things.
Decisive. You make sensible calls on the founder's behalf and report back.
Accurate. Invoices, payroll and calendars are right the first time.
Organized across many deadlines at once.
AI-fluent. You use Claude or similar tools to work faster, and you check the output.

Must-Haves

5+ years as an Executive Assistant, Operations Manager or similar, supporting a business owner
Hands-on invoicing and payroll administration experience
3+ years of remote work
Excellent written and spoken English
Available full-time, Monday to Friday, 6 PM to 2 AM South Africa time (night shift)
Reliable internet, quiet workspace, and backup power and internet
References we can speak with

Nice-to-Haves