REP Chief of Staff

Chief of Staff, Technology and Business Operations

• Reporting to the Chief Information and Administrative Officer
• Remote, US ET or PT hours

The role

• Reports directly to the Chief Information and Administrative Officer.
• It exists so that one executive can cover technology, data, security, and administration across a fast-moving consumer brand without any of it going unattended.

• The work splits roughly in half:

• Strategy ownership:

• Running a major analytics and data warehouse engagement
• Running an enterprise AI deployment
• Running a company-wide security awareness project

• Executive operations:

• Vendor negotiations
• Access and licensing decisions
• Escalations
• Investigations
• Internal communications that go with them

• It suits someone:

• Technical enough to hold their own with vendors and engineers
• Organised enough to run several projects at once
• Comfortable operating with very little direction
• The person in this seat is trusted to decide what matters, and to say so when something does not.

What success looks like in the first year

• Leadership always knows the status of every major technology project without having to ask.
• The analytics vendor delivers against a prioritised backlog that reflects real business need, and internal teams actually use what is built.
• Technology spend is visible, justified, and challenged where it is not.
• Security and compliance obligations are met on schedule rather than chased at the deadline.
• Recurring work has been turned into a repeatable system instead of staying in one person's head.
• The executive this role supports spends less time on operational detail and more time on decisions.

Core responsibilities

• Strategy and vendor ownership

• Own the relationship with strategic technology vendors, including delivery governance, prioritisation, escalation, and commercial discussions at renewal.
• Act as the single point of contact between internal stakeholders and external delivery teams, resolving competing priorities and keeping work sequenced against business impact.
• Hold vendors to their commitments.
• Push back on scope, timelines, and upsells that do not add value.

• Reporting and executive support

• Produce recurring status reporting for leadership and the executive team, at a level of clarity where numbers carry the argument rather than adjectives.
• Turn ambiguous requests into verified answers:

• Investigate
• Confirm at the source
• Come back with a recommendation
• Draft internal communications that go out company-wide, and own the process that gets them reviewed before they do.

• Technology administration and governance

• Hold administrative ownership across the core platform stack, including:

• Workspace
• Communications
• Business intelligence
• Cloud
• AI tooling
• Manage licensing and access end to end:

• Provisioning
• Deprovisioning
• Tier decisions
• Seat capacity
• The cost that sits behind all of it
• Own the internal technology request process, from intake through to resolution.
• Set and enforce the standard for what tools and integrations are approved, and challenge requests that carry data exposure without a defined use case.

• Security and compliance

• Run the company security awareness strategy end to end, including:

• Content planning
• Release scheduling
• Simulation campaigns
• Completion tracking
• Escalation
• Support compliance and legal requests that require technical execution, working to externally set deadlines.

• Systems and improvement

• Identify manual, repeating work and turn it into a documented, repeatable process or an automation.
• Evaluate new tools and platforms against real requirements, and make a recommendation rather than presenting a neutral list of options.
• Write and maintain the documentation that lets other people run the process without asking.

• People

• Line manage a coordinator-level direct report, including weekly coaching and quality control on outbound work.

What we are looking for

• Required

• Three or more years in business operations, technical operations management, IT operations, chief of staff, or a similar cross-functional role.
• Hands-on administrative experience with a modern SaaS stack.
• Google Workspace and Slack at administrator level are the baseline.
• Cloud console familiarity is expected.
• Demonstrated vendor management, including running a delivery relationship and holding a commercial conversation at renewal.
• Strong written communication in English.
• This role writes constantly, for audiences ranging from an external vendor to the executive team, and the writing has to be short, specific, and free of filler.
• Comfort with data and reporting.
• Able to build a clear report from messy source material and explain what it means.
• Working fluency with AI tooling as a daily instrument, not as a curiosity.
• The person in this seat is expected to build their own leverage.
• Self-direction.
• A high share of the work arrives as a one-line request with no brief attached.
• Judgement about escalation.
• Knowing what to handle, what to flag, and what to challenge.

• Preferred

• Experience supporting a business intelligence or data warehouse strategy, including stakeholder intake and adoption work.
• Familiarity with security awareness training projects or general security and compliance operations.
• Exposure to e-commerce or consumer brand operations, including marketplace and multi-region complexity.
• No-code or low-code automation experience.
• Experience managing at least one direct report.
• Additional languages, given the international footprint.

How this person works

• The fit matters as much as the skills.
• This role works well for someone who:

• Leads with the answer and keeps it short.
• Verifies before escalating rather than passing problems upward unexamined.
• Takes direct feedback without needing it softened, and gives it the same way.
• Is comfortable being the person who says a request is a bad idea.
• Prefers to build the system rather than do the task again.

Working model

• Remote.
• Meaningful overlap with US Eastern hours is required.
• Most recurring meetings and the reporting cadence sit in that window.
• The role works across US, European, and Asian markets, so some meetings fall outside standard hours.

• 3+ years in business operations, technical operations, IT ops, or chief of staff role with hands-on Google Workspace and Slack administration, cloud console familiarity, vendor management experience, excellent written English, data/reporting comfort, daily AI tool fluency, and strong self-direction; remote US ET or PT hours required.

• Business intelligence or data warehouse strategy support, security awareness training or compliance operations experience, e-commerce or consumer brand operations background, no-code/low-code automation skills, people management experience, and additional languages.

• Google Workspace, Slack, cloud consoles (AWS/GCP/Azure), modern SaaS platforms, business intelligence tools, AI tools for daily work, and standard office/communication/collaboration software.