At Too Good To Go, we have an ambitious mission: to inspire and empower everyone to fight food waste together. More than one-third of all food produced in the world is wasted, and ten percent of greenhouse gas emissions come from food waste and loss.We’re looking for a highly organized and execution-drivenPeople Operations Specialistto be based in our Toronto office. This role is ideal for someone who enjoys balancing structure with adaptability — owning payroll, benefits, employee support, and HR administration while helping improve and scale our People Operations function across Canada and the US.You’ll play a key role in delivering a seamless employee experience, supporting managers and employees, and ensuring operational excellence across our systems and processes. Success in this role requires strong attention to detail, sound judgment, a proactive mindset, and the ability to navigate a fast-paced environment with confidence and care.What You’ll DoEmployee SupportProvide first-level support on employee relations matters, including policy interpretation, issue resolution, and escalation, as needed.Partner closely with our Workplace Experience Manager to ensure a smooth and well-coordinated employee lifecycle experience.Serve as a resource for managers on performance matters and employee relations, ensuring alignment with our internal policies and values.Payroll and BenefitsOwn payroll processing and validation for Canada and the US, ensuring all standard pay, timecards, and ad‑hoc adjustments (e.G., new hires, terminations, bonuses) are accurate.Manage year‑end payroll activities, focusing on hands‑on T4 preparation and reconciliation for Canada while ensuring our US PEO issues W‑2s.Administer employee benefits programs, including enrollments, changes, terminations, and responding to employee inquiries.Ensure payroll practices comply with federal, provincial/state, and local regulations, including remittances, filings, and record retention.HR Systems and AdministrationDrive high‑volume delivery of core HR lifecycle processes,



maintaining precision and speed across onboarding, offboarding, and leave administration.Maintain accurate employee data and records across our HR tech stack (e.G., HiBob, Justworks, Payworks).Support ongoing HR file and documentation management, ensuring consistency and accuracy across systems.What You Bring2+ years of experience in Human Resources or People Operations within a fast‑paced environment.Hands‑on experience with HR operations, payroll, and benefits in both Canada and the US. (Experience in both regions is a strict requirement.)Strong understanding of HR processes, policies, and compliance considerations across North America.Who You AreYou have a high‑ownership mindset and thrive in an execution‑focused environment. Whether managing tasks independently or working across internal teams and external vendors, you move work forward with urgency and consistently “get it done”.You communicate confidently across teams, navigate ambiguity, and independently drive initiatives forward without needing close direction.You have strong organizational skills and can seamlessly manage competing priorities with consistent follow‑through.You have strong written and verbal communication skills and can confidently work across all levels of the organization.You handle highly sensitive employee information with absolute discretion and sound judgment.Nice to HaveFamiliarity with HR operations tools and vendors such as HiBob, Justworks, Payworks, Manulife, Blue Cross, WorkWize,



or Retriever.Professional certifications are a plus:PCP or PLP (Canada); FPC or CPP (US).CHRP/CHRL (Canada); SHRM‑CP/SCP or PHR/SPHR(US).You’ll thrive here if you have a sharp memory and impeccable attention to detail. You are someone who truly loves checking off boxes and excels at running the day‑to‑day processes that keep a company moving. At the same time, this role requires flexibility and sound judgment. When edge cases arise, you’re comfortable pausing routine work to focus on what’s most urgent, investigating issues directly or escalating them appropriately.We operate in a rapid‑paced environment within a larger enterprise, so the People Operations team is actively balancing stability with ongoing optimization. Some processes are solid today, while others are still being refined, automated and scaled. We’re looking for someone who is equally comfortable with hands‑on administrative work today while helping us build a more streamlined and scalable operation for tomorrow.BenefitsFlexible Work & Time OffWork in a hybrid model, splitting your time between our office (3x a week) and homeTake 20 paid vacation days each yearGive back with paid volunteer time through our Shareback programTake paid parental leave with top‑up supportWellbeing & SupportHealth insurance and RRSP matchingStay active with monthly ClassPass creditsExtra parental leave and days off beyond local legislation and the option to take an extra week of unpaid leaveConnection & CommunityJoin social events and team celebrationsEnjoy coffee and snacks in our welcoming office spaceGet involved and connect with our teammates around the world in our P.R.I.D.E., Women in the Workplace, Global Majority Voices, and Functionally Diverse Employee Resource Groups (ERGs)CompensationA reasonable estimate for the base salary range of this role is a base salary between $70,000 - $73,000 per annum. Actual salaries may vary.Equal OpportunityWe welcome all applicants and are happy to provide reasonable accommodation at any point in the application or interview process. Please email [email protected] with any accommodation needs.#J-18808-Ljbffr

📌 People Operations Specialist - C$70,000 - C$73,000 A Year (Winnipeg)
🏢 Too Good To Go
📍 Winnipeg