Chief Retrograde Officer

About the role
SQUIRE is looking for a Chief Retrograde Officer (CRO) to keep our teams, launches, and group chats running smoothly when the planets don't cooperate.

What you'll do

• Own the company-wide Mercury Retrograde Readiness Plan, from the first shadow period to the final all-clear.

• Review every product launch, contract, and "quick send" email for cosmic risk before it ships.

• Maintain the Retrograde Calendar and brief leadership at least two weeks before each cycle begins.

• Lead the Cross-Functional Backup Council, making sure every critical file, password, and Slack thread has a backup.

• Run post-retrograde retrospectives to separate real incidents from "it was probably the planets."

• Partner with People Ops on a Retrograde Wellness Program, including optional calm-down hours and snack stipends.

• Serve as the executive voice of reason when someone wants to sign a major deal during an eclipse.

What you'll bring

• 8+ years leading operations, risk, or business continuity at a fast-growing company.

• Deep working knowledge of planetary cycles, and the humility to admit when the data says otherwise.

• A calm, steady presence when launch day, a server outage, and a full moon happen at the same time.

• Strong cross-functional communication skills, especially the ability to explain "no, we really shouldn't send that today."

• Experience building playbooks and checklists that busy teams actually follow.

• A sense of humor, and a willingness to take the work seriously without taking yourself too seriously.

• Bonus: a backup of your backups.

A few things to know about our hiring process:
We are committed to making hiring at SQUIRE fair, thoughtful, and accessible for every candidate. Below are a few important details about our hiring practices and policies.

Interview Accommodations
SQUIRE is committed to working with and providing reasonable assistance to individuals with physical and mental disabilities. If you are an individual with a disability requiring an accommodation to apply for an open position, please email your request to View email address on aiapply.co and someone on our team will respond to you shortly.

⚖️ Equal Employment Opportunity
SQUIRE provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.

This applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.

Pay Transparency Nondiscrimination Provision
SQUIRE will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor’s legal duty to furnish information.

AI in the Hiring Process
SQUIRE may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment with all final hiring decisions ultimately made by humans. If you would like more information about how your data is processed, please contact us.