Cloud Bookkeeper & Controller (Part-Time / Contract to Hire)

Parakeeto; Remote; CAD 60,000 - 80,000; Part time

Job summary

A forward-thinking accounting firm is seeking a tech-forward bookkeeper & controller to manage financial processes and provide outsourced bookkeeping support for agency clients. The ideal candidate will have over 5 years of experience with QuickBooks Online and a strong understanding of service-based financial nuances. This part-time role offers flexibility and the potential for growth within an innovative environment focused on automation and AI integration in accounting practices.

Benefits

Flexible work environment

Professional growth opportunities

Innovative team culture

Qualifications

• 5+ years of hands-on experience with QuickBooks Online.
• Proven experience managing books for service-based businesses.
• Excellent communication skills to explain financial concepts.

Responsibilities

• Manage weekly and monthly books for various clients.
• Prepare accurate monthly financial reports for clients.
• Conduct bank and credit card reconciliations.

Skills

QuickBooks Online

Automation

Financial Reporting

Multi-currency Reconciliation

Communication

Education

Bachelor’s degree in Accounting/Finance

CPB, QBO ProAdvisor certification

Tools

Stripe

Dext

Venn

Ramp

Job description

Summary

Location: Remote, async-friendly
Job Type: Part-time contractor (with potential to scale)
Tools: QuickBooks Online, Stripe, Dext, Venn, Ramp, and similar

About Parakeeto

At Parakeeto, we help creative, digital, and professional services agencies measure and improve their profitability. We’re known across the industry as thought leaders in profit management, and we’re expanding our services to include accounting and finance—with the goal of building a fully integrated financial practice for agencies.

We’re building a new kind of firm: data-driven, client-first, and designed around the unique realities of project-based businesses. Our vision is to create a vertically integrated finance solution for agencies that spans accounting, tax, advisory, M&A, and wealth management.

The Opportunity

We are looking for a tech-forward bookkeeper & controller who understands the nuances of service-based businesses (specifically creative, advertising, and marketing agencies). You aren't just looking for data entry; you are fluent in automation, comfortable with AI-assisted workflows, and understand how modern fintech stacks integrate with the general ledger.

This role is two-faceted:

• Take ownership of Parakeeto’s internal bookkeeping and financial processes
• Provide outsourced bookkeeping and finance support for our high-level agency clients

The role begins on a part-time basis with potential to expand as our accounting practice grows.

Key Responsibilities

• Full-Cycle Bookkeeping: Manage weekly and monthly books for Parakeeto and select clients in QuickBooks Online.
• Bank & Credit Card Reconciliation: Manage multi-currency reconciliations (CAD/USD) across various banking institutions.
• Month-End Close: Prepare accurate monthly financial reports (P&L, Balance Sheet) and assist with year-end preparation for tax accountants.
• Accrual Revenue & Cost Recognition: Accurately recognizing revenue & costs for projects and clients based on earned value / % complete. Our consulting team will provide you with % complete values for each project on a monthly basis.

The Tech Stack

You must be proficient in:

• QuickBooks Online (Advanced proficiency required) including AI Agents
• Expense, Revenue, & AP: Stripe, Dext, Ramp, Venn, Wise, and other related (as well as their data feeds and common issues that arise from them)
• Bonus points: Xero, Digits, Puzzle, Bill.com, Gusto, Mercury, Brex & other modern accounting tools.

Qualifications & Requirements

• Experience: 5+ years of hands-on experience with QuickBooks Online.
• Industry Focus: Proven experience managing books for service-based businesses (agencies, consultancies, professional services) is strictly required.
• Understand the difference between Pass-Through Costs, Delivery Costs and OPEX in a service-based business.
• Education: Bachelor’s degree in Accounting/Finance or equivalent certification (CPB, QBO ProAdvisor certification) is a bonus.
• Regional Knowledge: Experience with North American entities (Canada/USA) is required. Familiarity with GST/HST (Canada) and Sales Tax (USA) is highly valued. Experience with European entities is a plus.
• Tech Aptitude: Comfortable working in a cloud-only environment and excited about exploring how AI is reshaping bookkeeping.
• Communication: Excellent written and verbal English. You can explain financial concepts to non-financial creative agency owners.

Why Join Us?

• Impact: Work alongside the world’s leading experts in agency profit management and directly impact how agencies around the world manage their finances.
• Innovation: Be part of building a new, innovative kind of accounting practice from the ground up, utilizing the latest in AI and automation.
• Culture: A flexible, entrepreneurial remote work environment with significant room for professional growth.

The Hiring Process (What to expect)

• Step 1: Apply to this job. Follow the instructions in this job posting to apply for this role, make sure to read every detail and follow the application instructions exactly.
• Step 2: Async interview via Video Ask. If you pass the first round of screening, you'll be invited to complete a short interview via Video Ask where you'll be able to listen to and answer pre-recorded questions.
• Step 3: Paid Test Project. If you pass the next round of screening, you'll be invited to participate in a short test project. This will be set up and paid for via UpWork.
• Step 4: Team interview. Once the test project is complete, final applicants will be invited to a video interview with a member of the Parakeeto team.
• Step 5: CEO Interview. Final candidates will meet with the CEO for a final culture check.

How to Apply

To apply, please submit your resume and a link to a 1-2 minute video in your application.

In your video, please answer:

• Why are you interested in working specifically with Parakeeto and the agency space?
• Briefly describe your favorite piece of accounting tech (other than QBO) and why you love it.

Important: Only candidates who follow this instruction will be considered. This is a test 😁