Please note that the work location can be anywhere in Canada (remote working out of your home office).

Who we are At ConnectCPA, we’re not your traditional accounting firm. We are an online/virtual firm, paperless, and tech-savvy. We are growing rapidly and searching for a team member who meshes with our unique firm culture.

We are a Licensed, Chartered Professional Accounting (CPA) firm that operates with a startup mentality: we experiment, we collaborate, we embrace new technologies, we automate, and we actually like Mondays (most of the time).

We’re big believers in working smart, not just hard.We wear hoodies, not suits. We talk on Slack more than email. And we’re constantly on the lookout for new tools and better ways of doing things. We’ve made growth and innovation a part of our DNA.

Want a peek behind the scenes? Check us out on our Website,TwitterandInstagram.

Why us? We’re building a workplace where people can grow, feel heard, and actually enjoy their work. Here’s what that looks like:

Fully Remote. You will be working from your home office (who doesn't love that?)

Room to Grow. Opportunities for career development and annual performance increase

Fully paid for health, dental, and vision benefits. Plus access to virtual healthcare

Fridays off in July & August (yep, paid)

Paid December holiday shutdown. Rest, recharge, repeat.

Equipment Provided. A brand-new laptop and all the gear you need to hit the ground running.

Your voice matters. From improving workflows to shaping our culture, everyone has a seat at the table.

Supportive, inclusive, and low-ego environment. We value respect, collaboration, and open communication, without unnecessary corporate politics.

Comfortable, casual,



and professional. We don’t require formalwear; wear what helps you do your best work, while remaining presentable and client-ready when needed.

Technical Mastery.Develop expertise across provinces, industries, payroll platforms, benefits, and compliance.

Career Acceleration. Get exposure to clients in various industries.

What is the role? We're looking for a payroll professional who enjoys solving complex challenges, working directly with clients, and continuously expanding their expertise.

Unlike traditional in-house payroll roles, you'll support a diverse portfolio of growing Canadian businesses across multiple industries and provinces. Every week brings new challenges, opportunities to advise clients, and exposure to situations that will accelerate your professional growth.

You’ll use online payroll software and apps and work closely with our clients to ensure their payroll is delivered seamlessly. You'll become one of the most technically well-rounded payroll professionals in Canada with exposure to the following responsibilities:

Running payroll on time, making changes to payroll (adding/removing employees, adding/removing deductions, etc.), handling the T4 process, and submitting ROE forms, amongst other payroll duties

Answering often complex inquiries from clients related to payroll,



providing recommendations and problem-solving, and analyzing data, all while maintaining compliance, accuracy, and efficiency

Processing end-to-end payroll for multiple clients with different pay frequencies

EHT, WCB filings for multiple provinces

Reviewing CRA accounts and responding to notices

Correspondence with clients and the bookkeeping team to ensure timely service and a hands-off experience

Champion process improvements and contribute to the development of departmental best practices

Act as a technical resource for the team, supporting knowledge sharing and complex payroll inquiries

Take a look at our Payroll Department Head, Alexis Kapadia's article on how our team maintains payroll compliance year-roundHERE to learn more

Required Experience:

PCP certified

At least 12 years of payroll experience in a rapid-paced environment for a large company or companies with a multi-jurisdictional payroll exposure

Experience with complex payroll scenarios and escalations, including advanced data analysis, reporting, and implementing continuous improvement initiatives

Advanced understanding of the Canadian payroll process, including but not limited to withholding taxes, source deductions, other deductions, benefits, ROE forms, T4 slips, and more

Experience processing payroll in multiple provinces (QC is an asset)

What you bring to the table:

Great communicator. You’re confident, explicit, and professional in both writing and conversation. Clients trust you, and teammates love collaborating with you.

Organized & efficient. You can juggle multiple clients and tasks without dropping a beat.

Self-starter energy

📌 Lead Senior Specialist, Payroll (Winnipeg)
🏢 ConnectCPA, Chartered Accountants
📍 Winnipeg