Senior Accounting & Finance Specialist

HighlightTA; Toronto; Remote; CAD 100,000 - 125,000; Full time

Job summary

A technology services provider is seeking a Senior Accounting & Finance Specialist to manage financial operations, enhance processes, and handle billing. The role offers competitive salary, full ownership of finance functions, and remote flexibility within Canada. Ideal for a detail-oriented professional with 4–6 years of relevant experience and strong knowledge of QuickBooks or Xero.

Benefits

Competitive salary

Remote flexibility

Long-term growth opportunities

Qualifications

• 4–6 years of finance or bookkeeping experience in a service-based business.
• Track record of independently owning end-to-end finance operations.
• Familiarity with PSA/ticketing systems.

Responsibilities

• Own all client billing and ensure accuracy.
• Manage receivables and follow up on overdue payments.
• Evaluate and lead system migrations.

Skills

Finance operations ownership

Analytical skills

Attention to detail

Problem solving

Process documentation

Knowledge of QuickBooks and/or Xero

Experience with subscription billing

Tools

QuickBooks

Xero

ConnectWise

Autotask

Job description

We’re supporting a growing technology services provider in the search for a hands-on Senior Accounting & Finance Specialist to take full ownership of financial operations, drive process improvement, and ensure billing and vendor workflows are accurate, efficient, and scalable.

In this role, you’ll manage invoicing, reconciliations, and vendor payments —while introducing automation and financial controls that support growth. You’ll also oversee the financial systems stack, guide platform migrations, and ensure every billable item and client contract is handled properly. This is an ideal opportunity for a systems-minded finance professional who thrives in ownership, enjoys solving operational problems, and is eager to build financial infrastructure in a fast-moving environment.

Responsibilities

• Own all client billing and ensure accuracy for services and purchased items

• Cross-check subscription-based billing (e.g., Office 365) and resolve discrepancies

• Manage receivables and follow up on overdue payments

• Process vendor bills, reimbursements, credit card charges, and refunds

• Order and track parts/software with precision, ensuring correct vendors and delivery logistics

• Maintain vendor relationships and negotiate improved terms

• Reconcile accounts monthly (bank, credit card, vendor)

• Deliver monthly cash flow forecasts (60 days out), profitability reports, and P&Ls

• Maintain and audit client contracts and paperwork

• Implement automated workflows for billing and reporting

• Evaluate and lead system migrations (e.g., from Xero to QuickBooks)

• Manage platform integrations, financial settings, and backend configurations
  

What You Bring

• 4–6 years of finance or bookkeeping experience in a service-based business

• Track record of independently owning end-to-end finance operations

• Highly organized, analytical, and attentive to detail

• Able to document processes and solve problems proactively

• Able to take full ownership, actively improve processes, and be motivated to drive individual growth and development

• Strong knowledge of QuickBooks and/or Xero

• Familiarity with PSA/ticketing systems (e.g., ConnectWise, Autotask)

• Experience managing subscription billing and financial integrations

• Proven ability to lead systems improvements and financial automation

Schedule & Work Environment

Full-time, Monday to Friday
Remote within Canada (preference for EST working hours)

What’s Offered

• Competitive salary

• Full ownership of the finance function in a growing business

• Remote flexibility with an entrepreneurial and supportive team

• Long-term growth opportunities

About HighlightTA

This confidential opportunity is presented by HighlightTA, your on-demand talent team. We make hiring easy with flexible, on-demand talent solutions. We partner with startups and scale-ups to embed talent partners, lead recruitment projects, and manage full talent functions. Our data-driven approach ensures fast hiring and access to top-tier talent, while flexible terms help you save time and reduce costs.

Connect with us and learn more:
HighlightTA on LinkedIn