Executive Assistant & Office Operations

We’re on a mission to become the world’s most customer-obsessed HR platform. Headquartered in Toronto, Canada, Borderless AI is a global payroll solution that leverages generative AI to automate and accelerate the onboarding, management, and payment of international team members, making it seamless to build and scale teams across borders. Borderless AI has raised over $35M in funding from leading investors including Susquehanna and Bernard Arnault (via Aglaé Ventures), and is proud to support industry leaders such as Telus, The Ritz-Carlton, Mejuri, Ground News, and Dunlop. With strategic partnerships across the HR ecosystem, including ADP, Workday, and Paychex, Borderless AI has achieved product-market fit and is building a profitable, enduring company for the long term. The Opportunity: We’re looking for a versatile Executive Assistant & Office Operations professional to support our leadership team, keep our operations running smoothly, and contribute to HR initiatives. This is a hands-on, cross-functional role where you’ll gain exposure to key business operations, work closely with senior leadership, and help improve processes across the company. This role is ideal for someone who is highly organized, proactive, and excited about building systems and processes that impact the entire organization. Role and Responsibilities • Provide high-level administrative support to the leadership team, including managing calendars, scheduling meetings, coordinating travel, and handling correspondence. • Receive and sort incoming mail and deliveries, and manage outgoing mail • Manage office supplies and office snacks inventory, and place orders as necessary • Act as a primary point of contact for business vendors, including maintaining existing relationships and establishing new vendor relationships • Act as the internal HR contact for employees by answering questions about our policies, payroll and benefits • Manage HR processes including payroll, onboarding and offboarding, benefits plan administration, leaves of absence, culture building, and other HR-related administration • Perform administrative errands and take on ad hoc and special projects when needed, leveraging your experience and resourcefulness to address any upcoming operations issues you identify Great candidates will have: • 3+ years of experience in office management, operations coordination, executive assistance, or a similar role • Full proficiency in MS Office (Word, Excel, PowerPoint) and Google Suite (Calendar, Docs, Sheets, Forms, Slides) • Excellent written and verbal communication skills • Dynamic, energetic personality with a passion for technology with start-up experience being a plus • Ability to balance competing priorities and manage multiple processes simultaneously • Ability to work independently and adapt to constantly changing needs • Strong time management, multitasking, and organizational skills About the Borderless AI team: • We're an early stage company and we love to collaborate in person 5 days a week in our Toronto HQ. • We offer a healthy benefits & perks package, including free lunch everyday. • Customers are the heart of our business, we're obsessed with our customers, and that drives the bulk of our decisions. • Big challenges don’t scare us. We’re solving global problems that need creativity, technology, and determination. Be part of the impact! • We'll grant you a lot of autonomy and trust, and back it up with meaningful empowerment and support. We appreciate your interest and application. Only those applicants under consideration will be contacted. Borderless AI is an Equal Employment Opportunity employer. Employment decisions are based on merit and business needs, and not on race, colour, creed, age, sex, gender, sexual orientation, national origin, religion, marital status, medical condition, physical or mental disability, military service, pregnancy, childbirth and related medical conditions or any other classification protected by federal, state or provincial and local laws and ordinances. Reasonable accommodation is available for qualified individuals with disabilities, upon request.