Thanks for showing an interest in working with us! Here’s everything you need to know about how we work as a team and how to apply.

3 quick facts about us:

We’re fully remote.

We work almost exclusively with clients in the creative industry

We are bookkeepers and tax preparers

As an upsider, you’ll be an
advocate for creativity

We champion our creative clients and the imaginative value they bring to the world.

If you’re the right fit, you’ll see yourself in our values:



Our clients’ work is valuable and we’ll help you make sure their financial situation reflects that value. They are dedicated to their work and it makes the world a better place. We value creativity.


Our founder grew up the eldest son of a single mom that used government assistance to turn her life around.

A better way

We are always looking for improvements and win-win opportunities. We quickly adopt changes to improve accuracy so we can work better.

Why choose upside?

Here are some of the benefits to
becoming part of our growing team.

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    Flexible healthcare spending account
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    Unlimited time off/vacation
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    A tech allowance
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    Remote work, flexible hours
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    Funding for training

It’s important to us that you’ve worked in an accounting firm in the past

The reason we need this is that working at an accounting firm requires a dynamic thinker. We can’t just memorize what buttons to push and when. We need team members who know how to manage many different businesses with varying rules, treatments, and chart of accounts.

How the 3 stage
application process works

We champion our creative clients and the imaginative value they bring to the world.

If you’re the right fit, you’ll see yourself in our values:

Start your application
using the form below.

This involves a skills test relevant to the role. Here’s what the application process includes:

• Providing proof that you are a certified (CPB or CPA)

• Providing Your LinkedIn URL (instead of a resume).

• Answering an accounting question with a written explanation.

• Providing some important details about your experience- are you in canada? Have you worked in an accounting firm in the past? For how many years?

• Sharing the URL of your last accounting firm

Take part in our
values fit videos


We’ll ask some questions based on our values and you’ll record videos to answer. We do this via a video interview platform called Sparkhire. Don’t worry, we’ll send you a link to record your videos!


Interview with Mike

If we think you’re a good values fit for the team, we’ll set up a virtual interview mainly just to talk and get to know you better. This gives you the opportunity to ask questions too.

Bonus Step 4:
Of course, if you make it through the 3 stage application process, we’ll send an offer letter!

Current roles we’re hiring for

We’re always accepting applications and we’d love to hear from you. If you’re a good fit, we’ll find a spot for you.

Junior Bookkeeper
Entry-level for aspiring professionals.

Read more >

You’ve worked in a firm before.

Read more >

Team Leader
Client Contact

Read more >

Sound like your kind of place?
Start your application.

We’re excited to hear from you!