Enterprise - Senior Bookkeeper

Senior Manager / Bookkeeper

Location: North York, remote/hybrid

Job type: Permanent Part-time 300 – 400 hours per year.

Newly created role

Industry; Professional Services

Segal GCSE LLP is a rapidly growing mid-size accounting, tax and business advisory firm situated in midtown Toronto. Segal GCSE is committed to growth by investing in our team, providing continuous learning and a positive, supportive work environment all with a focus on providing clients best in class client service

About the Role We are seeking a highly organized and detail‑oriented Senior Manager / Bookkeeper to support 2 -3 clients the largest being a private family office with day‑to‑day financial administration, document management, banking activities, and coordination across multiple entities.

This role is ideal for someone who thrives in a confidential, fast‑moving environment and enjoys a wide range of responsibilities—from bookkeeping and cash flow monitoring to dealing with investment reports and philanthropic commitments.

Key Responsibilities

Financial Administration & Bookkeeping

• Manage incoming financial documentation, including

broker statements, bank statements, CRA correspondence

, and

accounts payable

.

• Enter and reconcile monthly

bank transactions

in QuickBooks.

• Reconcile

intercompany loan accounts

.

• Prepare

quarterly cash flow reports

to monitor the group’s cash position.

• Prepare

tax estimates

for corporate entities.

• Assist accounting staff with

year‑end entries

for each entity.

Payments & Banking

• Prepare cheques and remittance letters for approval/signature, including:
• Suppliers (business + personal)
• Personal and corporate tax installments
• Shareholder draws
• Payroll remittances
• RRSP, TFSA, RESP contributions
• Insurance premiums (Foundation + shareholders)
• Manage

bank accounts

, including wire transfers, GIC renewals, deposits, and ensuring adequate USD funds.

• Monitor Visa account activity and oversee automatic transfers.

Document & Email Management

• Organize and file documents received via mail and portal into the family office’s system.
• Handle email follow‑up for the principal, including:
• Summaries of transactions
• Tracking days spent in the U.S.
• Ordering items online

Stakeholder Support

• Respond to inquiries and requests from

family members and their spouses

.

• Maintain the Foundation’s

budget, commitment schedule, and payment tracking

.

• Coordinate with

Bell Kearns

on investment reports, tax forms, and ownership documentation.

• Provide administrative involvement in

real estate entities

as required.

What you bring:

• Experience in a family office, accounting firm, or financial administration is preferred.
• Proficiency with QuickBooks and strong Excel/financial literacy skills.
• Exceptional attention to detail and ability to manage sensitive information with discretion.
• Strong organizational skills and ability to work independently.
• Excellent communication and follow‑through.
• A Canadian CPA designation or equivalent experience
• Minimum of 5 years of relevant experience in a public accounting firm,
• Strong accounting and general ledger, cash receipts, cash disbursements, investment company accounting and Canadian personal and corporate tax.
• Proficient in Microsoft Office and QuickBooks Online.
• Advanced written and verbal communication skills.
• Team player with a positive perspective and approach.
• Creative problem solving and experience in delivery of quality client service.

Why Join Us

Total Rewards The hourly rate for this role is $50.00 - $75.00/ hour CAD, based on skills, experience, and education. We benchmark regularly to ensure fair, competitive pay and recognize individual contribution.

Giving Back

• Segal supports community involvement through events through our Giving Beyond Today program our annual paid volunteer day.

Life at Segal

• We believe work should be engaging, supportive and a little fun. Segal team members enjoy firm-wide special events, catered lunched, on-site games (PS5, pool table, foosball), team BINGO, dedicated mediation room, regular event dra