Midnight Agency is a music booking agency. We represent artists, work with talent buyers across Canada and the US, paper the deals, and settle them after the show. This role sits at the centre of that.

You'll be the person who makes sure a deal that was agreed in an email actually gets papered, collected, settled and paid, and that the numbers match at every step. Agents book the shows. You make sure the agency and the artists get paid correctly.

This position reports directly to the Agency President.

What you'll doContracts

- Issue fully executed contracts to buyers and chase countersignatures
- Keep Gigwell (our deal management system) accurate: deal terms, tax rates, payment records, deposits, refunds, terminated deals
- Maintain buyer contacts and artist/management profiles as roster and management relationships change
- Collect and distribute cross-border tax paperwork — R105 waivers, W9s, banking info forms
- Verify artists have GST/HST numbers on file and flag when tax has been charged or missed

Settlements

- Reconcile buyer-reported finals against deal terms across flat, versus, plus and bonus deal structures
- Produce and deliver artist settlement statements to artists, management and our business manager
- Follow up with buyers on outstanding settlement sheets and ticket breakdowns, and escalate internally when they stall
- Administer withholding tax on cross-border shows
- Handle cancelled-show settlements and returned deposits

Operations

- Request, track and collect deposits and balances from buyers, including multi-round follow-up on large outstanding amounts
- Build and send recurring deposit reports to artist management and finance teams




- Catch errors before they compound — currency mix-ups, buyout accounting, payments applied to the wrong show
- Work with our bookkeeper on outgoing payments, refunds and proof of payment; raise invoices as needed
- Write and maintain the internal how-to for these processes, and train agents and coordinators on them
- Triage the operations inbox and route what belongs to agents, management or finance

Who we're looking for You're organised, detail-obsessed and punctual, and you're comfortable making day-to-day calls without waiting for permission. You chase money without being unpleasant about it. You notice when a number is wrong.

You'll do well here if you have:

- Experience in live music, touring, artist management or a booking agency, or a bookkeeping / accounts-receivable background you want to bring into music
- Comfort with numbers — percentage splits, expense reconciliation, sales tax, currency conversion
- Confidence writing to buyers, promoters, venues and artist management in clear, professional English
- A track record with deal or contract management software (we use Gigwell), spreadsheets, and accounting tools like QuickBooks

Working here

- We run a 9am–5pm day. Exact hours are adaptable given the nature of the work: emails, calls across time zones, and admin that can happen day or night.
- Some availability outside those hours around shows, conferences and industry events.
- In person, virtual or remote, with flexible hours.
- Some potential to travel and attend events.
- You'll work closely with our agents, booking coordinators, interns, the President and the CEO.

Pay: $20.00-$30.00 per hour

Work Location: In person

📌 Contracts & Settlements Coordinator (Toronto)
🏢 Midnight Agency
📍 Toronto