Sales & Revenue Operations Task Author (AI Training)

Job summary

Create realistic revenue operations tasks, objective scoring rubrics, and simulated business-system environments for training and evaluating AI agents. Solve and validate tasks, calibrate their difficulty through iterative testing, and review AI-drafted prompts and rubrics.

Job details

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 precise, 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.

What you’ll do

Create realistic revenue operations tasks, objective scoring rubrics, and simulated business-system environments for training and evaluating AI agents. Solve and validate tasks, calibrate their difficulty through iterative testing, and review AI-drafted prompts and rubrics.

Requirements

Candidates need hands-on experience in revenue operations, sales operations, or a related function at an industrial or enterprise company, along with strong CRM and bookings-data expertise. They must understand fulfillment and revenue recognition, define verifiable correctness criteria, and be comfortable refining tasks and working across communication tools and dashboards.

Listed skills

• Salesforce · Preferred
• Revenue Recognition · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

• Revenue Operations
• Sales Operations
• Salesforce
• CRM Data Analysis
• Bookings Reconciliation
• Revenue Recognition
• Fulfillment Pipeline Management
• Task Authoring
• Rubric Design
• AI Evaluation
• Task Calibration
• Enterprise B2B Operations
• Cross-System Data Reconciliation
• Email and Chat Tools
• Dashboard Operations

Job areas

• Sales
• Technology
• Data & Analytics
• Finance & Accounting

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