Jack & Jill

Chief of Staff at Cranston AI

Jack & Jill

Montreal, Quebec, Canada · Full Time

Be the first to apply

Experience
Any
Salary
USD 140,000 – USD 200,000 / year
Openings
1
Posted
1 week ago
Work mode
In office
Resume
Required to apply

Where you'll work

Job description

About Cranston AI

Cranston AI is a Y Combinator F25 startup backed by over $4 million in seed funding, developing AI-native software tailored for the complex accounting industry. After launching, the company quickly achieved significant traction, generating over $21,000 monthly recurring revenue within its first two months.

Role Overview

As the third employee joining the founding team in San Francisco, you will collaborate directly with the founders to scale various operational functions, enhance go-to-market strategies, and oversee customer onboarding initiatives. This pivotal position demands a highly proactive individual capable of transforming ambiguous challenges into actionable solutions, establishing foundational systems for an AI-based accounting platform with growing market revenue.

Key Responsibilities

  • Lead customer onboarding and implementation efforts from project initiation through successful product adoption and ongoing usage.
  • Develop and govern the company’s go-to-market strategies, including conducting research, managing sales operations, and maintaining CRM pipeline health.
  • Effectively translate founder vision into executable operational systems, comprehensive plans, and performance dashboards to address organizational challenges.

Candidate Profile

  • Demonstrated success in operations, consulting, or fast-growing startup environments with an emphasis on execution excellence and building scalable processes.
  • Strong analytical acumen, comfortable navigating complex workflows, advanced spreadsheets, and leveraging AI-powered productivity applications.
  • A tenacious, high-agency approach characterized by diligent follow-through and the capability to problem-solve independently without predefined guidelines.

Additional Information

The position is based in San Francisco, California, and offers a competitive salary range between $140,000 and $200,000 annually, supplemented with equity participation.

About the Recruiting Process

This role is actively recruited by an AI recruiting system that matches exceptional candidates from a specialized network. The recruitment involves AI agents who facilitate connections between candidates and hiring companies, supporting applicants through career development stages.

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