Lead Senior Specialist, Payroll

ConnectCPA LLP; Canada; Remote; CAD 90,000 - 120,000; Full time

Benefits offered by this job

Fully Remote

Room to Grow

Health, dental & vision benefits

Fridays off in July & August (paid)

December holiday shutdown (paid)

Equipment provided (laptop & gear)

Voice matters & collaboration

Job summary

ConnectCPA LLP is a fully remote, AI-conscious CPA firm delivering payroll services to Canadian businesses. You will manage complex payroll across provinces, advise clients, and continuously improve processes in a flexible home-office setting.

We seek a PCP-certified payroll pro with 7+ years of multi-jurisdictional experience, strong analytical skills, and a client-first mindset. Work-life balance, growth opportunities, and modern tools are core to our culture.

Qualifications

• Excellent communication with clients and team members.
• Ability to juggle multiple clients and tasks remotely.
• Advanced data analysis and reporting for payroll processes.
• Strong understanding of Canadian payroll rules across provinces.

Responsibilities

• Run and adjust payroll for multiple clients with different frequencies.
• Answer complex payroll inquiries and provide data-driven recommendations.
• Process end-to-end payroll and related filings for multi-provincial clients.
• Review CRA accounts, respond to notices, and ensure compliance.
• Collaborate with bookkeeping team to deliver timely service.

Skills

Clear communication

Organized & efficient

Self-starter energy

Tech-savvy

Payroll know-how

Proven success

Sharp & dynamic

Strong internet

Education

PCP certified

Job description

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, Twitter and Instagram.

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-round HERE to learn more!

Required Experience:

• PCP certified
• At least 7 years of payroll experience in a fast-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, clear, 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. You’re proactive, motivated, and comfortable working independently in a remote setting.
• Tech-savvy. You learn new software quickly and maybe even geek over automations and workflow hacks.
• Payroll know-how
• Proven Success. You are recognized for your analytical skills, attention to detail, and commitment to compliance and process improvements.
• You just get it. You’re sharp, dynamic, and ready to become a key player in a fast-growing firm where your ideas make an impact.
• Strong internet. At least 6Mbps up/down to keep Zoom running smoothly and work flowing freely.

We are looking for somebody talented and dynamic. We are a growing firm, and the individual who is selected for this position will become a key member of our team!

ConnectCPA is an equal opportunity employer. We are committed to a work environment that supports, inspires, and respects all individuals without discrimination on the basis of race, colour, religion, sex, sexual orientation, gender identity, marital status, age, disability, national or ethnic origin, veteran status or any other protected class.

As part of our commitment to a fair and consistent hiring process, we use artificial intelligence (AI) tools to help with initial screening and assessments for this role. These tools never make hiring decisions independently. A member of our team personally reviews every application and assessment.