Remote Live Chat Operator Jobs in Toronto, ON (NOW HIRING)

Who we areEmployment Hero is on a mission to make employment easier and more valuable for everyone around the world. Our Employment Operating System brings hiring, HR, payroll and benefits into an all-in-one solution.Since launching in 2014, we've grown from startup to global scale, reaching a valuation of over $2 billion and building a presence across six countries, with even more growth ahead. We now serve over 350,000 SMEs, pay more than 3 million employees, and support a growing pool of job seekers finding their next role through our platform.The EH WayAt Employment Hero, we're proud of our unique DNA, which we call The EH Way. We are Mission First - Our Mission determines what we work on, where we invest, and where we focus. Every decision runs through a single filter: does this accelerate our Mission? We are Remote First - we champion a remote environment with a preference for asynchronous communication and a high degree of autonomy We are AI First - we are committed to using AI to accelerate our mission; AI is not just a tool, it's a fundamental part of how we operate, innovate, and scale We Live by Our Values - we role model our values 100% of the time We Expect High Performance - we set a high standard and we're not satisfied with being average. This role We're a team of global innovators, who cherish diverse perspectives that fuel our mission; to simplify the world of work for SMBs worldwide. As the Account Executive, you will be focused on winning new business in the SMB market, speaking to C-level and HR executives across a wide range of business verticals. You will pitch, demo, present, and close deals end-to-end, with the majority (70%) of your leads coming from our energetic SDR team. This being said, a drive to generate your own leads and the ability to manage your own sales pipeline is a must.Your key focus areas will be: Winning new business in the Canadian market Managing a high-volume, end-to-end sales cycle from prospect to close Partnering closely with our SDR team to maximize opportunity conversion Delivering a consistent monthly quota through high-quality pipeline management. This will include: Pitching, demoing and closing new business across a wide range of verticals Presenting to and negotiating with C-suite and senior HR executives Collaborating closely with SDRs to qualify and progress inbound and outbound leads Maintaining a strong, accurate sales pipeline using Salesforce CRM Hitting monthly revenue targets through consultative, value-based selling Contributing to a culture of learning, energy and high performance within the sales team. Who you areTo thrive at Employment Hero, you'll need to embody The EH Way - operating with focus, agility, and an obsession with impact. For this role, you'll also bring: 5+ years of experience as an Account Executive in a B2B SaaS environment, with a proven track record of managing and closing full sales cycles Experience selling HR tech, Payroll, Time & Attendance (T&A), Learning Management Systems (LMS), or other complex B2B SaaS solutions is highly desirable Demonstrated success meeting or exceeding sales targets in a high-volume, fast-paced sales environment Experience selling complex, multi-stakeholder, technical SaaS solutions Experienced in selling to SMBs Confident in a fast-paced, high-volume sales environment Proven track record of success and consistently exceeding sales targets Hungry, curious, tenacious & a team player. What we can offerAt Employment Hero, we don't just talk about a better way to work. We live it.Earning Potential: $150,000+ CAD, including base salary and commission. Joining Employment Hero means you'll: Work in a remote-first environment, giving you the autonomy to do your best work while delivering meaningful outcomes. Be trusted to own your work, make decisions, and have a real impact from day one. Access cutting-edge AI tools and technology that help you move faster, think bigger, and amplify your expertise. Surround yourself with ambitious, high-performing teammates who will challenge, support and inspire you to do the best work of your career. Own ESOP (Employee Share Options) in one of the world's fastest-growing technology companies, so you can share in the value you help create. Enjoy a comprehensive benefits package, including generous parental leave, subsidised egg freezing, a home office allowance, and outstanding learning and development opportunities to support your growth. Connect with colleagues from around the world at our Annual Global Gathering. We've celebrated together in Thailand, Vietnam, Bali and Dubai, and can't wait to meet in the Gold Coast, Australia, in September 2026. Privacy and AI Notices We're AI-first, so may use AI tools to review your applications and support our interviewing and hiring process. They help us cut the noise, surface great talent fast and make sure every candidate gets a fair, consistent experience. These tools do not replace human judgment and the final hiring decision sits with our team. We verify candidate identity and location as part of our hiring process. At Employment Hero, we are committed to safeguarding the privacy of your application data. By applying to this role, you acknowledge our Applicant Privacy Policy made available here: employmenthero.com/legals/applicant-policy/.