About The Role Alignerr is building a dataset of expert tasks that train and evaluate advanced AI agents on real enterprise work. As a Task Author for the Sales / Revenue Operations role, you will design and calibrate realistic problems that challenge AI agents performing the kinds of work a revenue operations professional faces daily — reconciling account data across CRM, orders, email, and chat to arrive at one defensible answer. This is a fully remote, flexible contract role ideal for experienced RevOps and SalesOps professionals in Toronto and across Canada who want to bring their enterprise knowledge to the cutting edge of AI.

Organization: Alignerr

Type: Hourly Contract

Location: Remote

Commitment: Flexible Key Responsibilities Author realistic task prompts grounded in revenue operations scenarios — bookings reconciliation, account discrepancies, fulfillment status, and recognized revenue

Write scoring rubrics that define exactly what a correct answer looks like and how it is evaluated

Set up task environments so an AI agent enters a realistic work situation with the same business systems a human employee would use

Solve each task yourself to validate soundness and confirm the rubric is accurate

Calibrate task difficulty — test tasks against AI models and adjust complexity, ambiguity,



or steps until the task reliably challenges the model to the intended degree while remaining objectively gradable

Review and correct AI-drafted task prompts or rubrics when provided Qualifications Hands-on experience in revenue operations, sales operations, or a closely related function at an industrial or enterprise company

Deep familiarity with CRM systems (e.g., Salesforce) and the ability to query and interpret account and bookings data

Strong understanding of bookings, fulfillment pipelines, and revenue recognition concepts

Ability to define accurate, verifiable correctness criteria — not just "good judgment" but a standard that can be checked

Iterative mindset: willing to test, refine, and re-test until a task is correctly calibrated

Comfort operating business communication tools (email, chat) and dashboards as part of multi-system workflows Nice to Have Experience training or evaluating AI tools in a sales or revenue context

Background in enterprise B2B environments with complex deal structures What We Screen For The strongest candidates have done this job in industry, are comfortable with the everyday software of their domain, and can describe — concretely — how they would build a task that reliably challenges a capable AI agent while remaining clearly and objectively gradable.

📌 Sales & Revenue Operations Task Author (AI Training) (Toronto)
🏢 Alignerr
📍 Toronto