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Onboarding Bookeeper

📍 Canada

Finance and Insurance Shift Financial Insights

Job Description

Do you love the paperwork and manual processes that go along with bookkeeping? Do you resist learning new technologies? If so, don’t bother applying.

Who we are We believe entrepreneurs can change the world. Our role is to help them navigate their financial blind spot with intuitive financial information to support better decision-making.

For entrepreneurs to change the world, we must completely change how financial information is managed and delivered. In a survey of over 10,000 SME owners, 40% of entrepreneurs think accounting and taxes are the

worst

part of owning a business. The result is almost always the avoidance of all things accounting-related leasing, leading to a financial crisis.

But there is a better way. It’s what we do, and it’s different from what’s out there. We’ve developed a system to empower entrepreneurs and turn accounting from a source of

pain

to a source of

power .

Automated, systemized, simple. We’re changing accounting for the better.

Our promise to customers In less than 15 minutes per month, our clients will

Clearly understand their financial position Understand the top 3-5 issues facing their business from a financial perspective Have a plan of action to address those issues Understand the non-issues they don’t have to worry about

All of this can be accomplished for the clients without them ever having to open a set of financial statements (which they likely don’t understand, anyway),

What we do We outsource accounting for service-based businesses with $2mm to $15mm in revenue. While we handle the day-to-day bookkeeping and controllership function for our clients, we stand apart through our:

Data visualization Deep dive into financial analytics and insights Prioritization of critical issues Translation of “accounting speak” into entrepreneurial language, making it understandable and actionable for the entrepreneur.

Who you are You are the right fit for the team if all of these points resonate with you:

You are a master at your onboarding bookkeeping craft, you have 2+ years of bookkeeping experience, preferably in onboarding new clients, amazing attention to detail, can work well under pressure, and can meet and sometimes exceed those tight deadlines

You love implementing and working with cloud-based accounting software such as QBO, Dext, Plooto, PayEdge, etc.

You love being part of a high-performance team and working closely with other accounting professionals and clients.

You work well within established processes and procedures, but are not afraid to speak up if something isn’t working.

What we offer If you join our team you will enjoy an unparalleled work experience that prioritizes your well‑being and growth. We offer

uncapped time off , allowing you to recharge as needed, and

scheduled flexibility

to suit your lifestyle. Benefit from

pay transparency

with clear levels for advancement within the company and your role, ensuring you always know where you stand and how you can grow. After just three months, you’ll have access to a

Health Spending Account (HSA) , and you can work

100% remote,

giving you the freedom to work from anywhere in the world (keeping North American time zone hours of course!) We provide a

tech allowance

and a

laptop

to support your work, and we are committed to supporting your personal and professional development through various resources and opportunities.

Our starting wage for an onboarding bookkeeper is

$62,000.00

a year.

What the roles and responsibilities are Participate in the Diagnostic Process, including meeting with the client to gain a holistic understanding of current accounting-related processes and debriefing with the onboarding team on any special projects

Execute on the onboarding plan in conjunction with the onboarding accountant to meet the smooth sailing date

Accounts Payable- Processing vendor invoices and payments, updating and documenting processes, training the client and team members

Accounts Receivable- Updating and documenting processes, processing payments to keep files current, training the client and team members

Bank & Credit Card feed- Execute on the onboarding plan, including rolling out new processes and systems accordingly. Processing feeds to clear out old transactions, updating and documenting processes, training the client and team members

Creation of new process documentation for all aspects of the client file. Training the client and stakeholders on all new processes.

Interested in what we can offer? Send in your resume to or apply directly on our website. We go through a rigorous process to select the right person for the right seat.

We are an equal opportunity employer and welcome applications from all backgrounds, experiences, and perspectives. Our commitment to diversity and inclusion ensures a supportive and collaborative workplace where every team member can thrive. We believe that a diverse team drives innovation and excellence, and we are dedicated to fostering an environment where everyone feels valued and empowered.

Benefits Casual dress

Employee assistance program

Extended health care

Paid time off

Wellness program

Work from home

Job Type: Full-time

Pay: $62,000.00 per year

Work Location: Remote

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Ready to Apply?

Don't miss this opportunity! Apply now and join our team.

Job Details

Posted Date: March 1, 2026
Job Type: Finance and Insurance
Location: Canada
Company: Shift Financial Insights

Ready to Apply?

Don't miss this opportunity! Apply now and join our team.