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Runbook

Runbook

Automates quoting, scheduling, and vendor communications.

Agent Deployment Operations

Full-Time
No salary listed
Entry, Junior, Mid
Toronto, ON, Canada+1 more

More locations: San Francisco, CA, USA

In Person

About the job

Requirements
  • The candidate must have sharp attention to detail and be able to identify incorrect assumptions that could cause downstream problems.
  • The candidate must be able to learn unfamiliar domains quickly.
  • The candidate must have exceptional English communication and interpersonal skills for working with enterprise experts, product managers, and engineers.
  • The candidate must demonstrate persistent problem-solving on difficult and ambiguous workflow problems while maintaining a high quality bar.
  • The candidate must demonstrate high agency, a bias for action, first-principles thinking, and systems thinking.
  • The candidate must have technical aptitude and intellectual curiosity, including willingness to work with AI-assisted development, modern artificial intelligence technologies, and AI tooling.
Responsibilities
  • Determine the requirements and processes underlying how customer work is performed across emails, spreadsheets, document trails, and legacy software.
  • Use AI tooling to turn complex customer workflows into clean, reliable AI agents.
  • Build rapport with customers, understand their businesses, and design how AI agents fit into their operations.
  • Act as a strategic partner and trusted advisor to enterprise customers.
  • Set performance standards for AI agents and improve them until they operate autonomously most of the time.
  • Improve agent performance through prompt engineering, SKILL.md files, process changes, or collaboration with engineering.
  • Own customer deployments end to end, from the initial pilot through production launch.
  • Feed deployment learnings into long-term product iterations to make future deployments faster and better.
Desired Qualifications
  • Experience building AI projects or products.
  • Domain knowledge of operationally intensive industries.
  • Experience in a high-growth technology startup environment.
  • An educational background in an analytical field, such as science, technology, engineering, mathematics, computer science, economics, accounting, or finance.

About the company

Runbook builds AI agents that handle routine business communications automatically. These agents can quote jobs, confirm schedules, and chase vendors, replacing back-and-forth emails and calls so teams move faster and win more business. How it works: The product uses AI to monitor and engage in common workflows—generating quotes, replying to scheduling requests, and following up with vendors—without human intervention, while keeping track of the progress and updates in the system. How it’s different: It focuses specifically on automating back-office and sales-ops communications that usually require many emails and calls. By handling end-to-end messaging within existing workflows, it reduces manual work and keeps deals and projects moving forward more quickly than traditional manual processes. Goal: To help businesses operate faster and increase revenue by turning repetitive communications into automated tasks that run in the background.

Company Size

11-50

Company Stage

N/A

Total Funding

N/A

Headquarters

San Francisco, California

Founded

2025

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Simplify Jobs

Simplify's Take

What believers are saying

  • Runbook says it raised $15 million seed funding, giving it near-term runway.
  • Its status page showed 99.958% uptime on September 5, 2026.
  • Careers listed open roles in San Francisco, Toronto, and Bengaluru on August 21, 2026.

What critics are saying

  • Runbook reports just 11-50 employees; scaling enterprise deployments will strain execution.
  • Incumbents like incident.io and HCL already sell workflow automation with deep integrations.
  • If logistics customers stall renewals, Runbook's narrow physical-ops wedge collapses quickly.

What makes Runbook unique

  • Runbook targets physical-operations workflows, automating quoting, scheduling, and vendor chasing.
  • The platform executes across Outlook, ERP, TMS, and systems without APIs.
  • Founded 2025, Runbook has ex-Motive and ex-Discord operators on the team.

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Growth & Insights

Headcount

6 month growth

5%

1 year growth

5%

2 year growth

5%