Operations & Executive Assistant

Feathery•Toronto, ON

41d•Onsite

About The Position

Feathery automates data intake workflows for insurance and wealth management firms. Industry leaders rely on Feathery to power mission-critical workflows like underwriting, client onboarding, and automated account openings. With rapid revenue growth and expanding enterprise demand, we’re scaling our internal operations to support a fast-growing team and increasingly complex go-to-market efforts. As Feathery grows, we need strong operational support to keep the company running smoothly — from executive coordination to office operations and go-to-market team logistics. We’re hiring an Operations & Executive Assistant to serve as a central hub for coordination across leadership and GTM teams. This role is ideal for someone who is highly organized, detail-oriented, and enjoys keeping teams aligned and operating efficiently in a fast-paced environment. You’ll work closely with executives and cross-functional teams to ensure day-to-day operations run seamlessly. This is a high-ownership role that blends: Executive support and calendar management, Office operations and workplace coordination, GTM team logistics and event coordination, Cross-functional operational support. You’ll play a key role in enabling leadership and GTM teams to operate effectively by handling the details that keep everything moving.

Requirements

1–3+ years of experience in executive support, operations, or administrative roles
Highly organized with strong attention to detail and follow-through
Excellent communication skills and ability to coordinate across teams
Strong time management skills and ability to prioritize in a fast-paced environment
Proactive, resourceful, and comfortable handling ambiguity
Experience supporting executives and/or go-to-market teams
Comfortable working in a high-growth startup environment

Nice To Haves

Experience supporting sales or go-to-market teams
Experience coordinating events, conferences, or offsites
Familiarity with tools like Google Workspace, Slack, Notion, and CRM systems
Experience in a high-growth B2B SaaS company

Responsibilities

Manage calendars, scheduling, and meeting coordination for executives
Coordinate internal and external meetings, including preparation of materials and follow-ups
Handle travel planning, logistics, and expense management
Support executive priorities and special projects as needed
Oversee day-to-day office operations and ensure a smooth workplace experience
Manage vendors, supplies, and office logistics
Coordinate team offsites, on-sites, and internal events
Help maintain a productive, organized, and welcoming work environment
Support sales and go-to-market teams with scheduling, logistics, and coordination
Assist with planning and execution of conferences, customer events, and field activities
Coordinate cross-functional meetings and ensure alignment across teams
Help track key initiatives and follow up on action items
Improve internal processes to increase efficiency and reduce friction
Maintain internal documentation and operational systems
Support onboarding logistics for new hires
Assist with ad hoc operational and administrative needs across the company