Demand Pay: An Ontario employment-law platform that drafts demand letters and court documents from the facts of a case

The business

Demand Pay is an Ontario legal technology company founded by a licensed employment lawyer. It serves employees who have been terminated and, through its Starling workspace, plaintiff-side employment law firms, sole practitioners and paralegals.

The problem

• Most terminated employees accept the first severance offer without knowing what Ontario courts would award them.
• For a law firm, a demand letter or a statement of claim means hours of drafting from consultation notes, emails, the employment contract and pay records.
• Limitation periods and litigation deadlines are tracked by hand across many files.
• Client information is sensitive and has to stay in Canada, and general-purpose AI chatbots can invent or misquote case law.

How we solved it

1. 01

   An employee platform: a free severance calculator and eligibility check grounded in Ontario decisions, then a guided intake that builds a demand letter from the facts of the termination, for review by a licensed lawyer.

2. 02

   Starling, the law-firm workspace: calls, emails and documents become one file with a case and contract analysis; demand letters and statements of claim are drafted on the firm's own precedents and in its format; and every deadline on the file is tracked.

3. 03

   AI drafting confined to the file: names, email addresses and phone numbers are replaced with codes before anything reaches the model, the AI provider keeps nothing under a zero data retention agreement, and counsel reviews every draft. The platform sends nothing on a firm's behalf.

4. 04

   Organizations, roles and secure logins for employees, lawyers and firm staff, Stripe billing for flat-rate packages, and documents in and out as PDF and Word.

How they use it to grow

• The employee platform is live at demandpay.ca with a free calculator, a flat-rate demand letter package and a claims package for Small Claims Court.
• Starling is in a pilot with plaintiff-side employment firms in Ontario.
• Every demand letter and statement of claim is reviewed by a licensed Ontario lawyer before it is used.
• We continue to build and run the platform with Demand Pay, from April 2026 to the present.