Executive Operations & Growth Strategy Chief of Staff

HireNow Staffing; San Mateo (CA); On-site; USD 110,000 - 150,000; Full time

Benefits offered by this job

In-person San Mateo

Direct placement

Growth startup environment

Competitive pay

Job summary

HireNow Staffing is actively recruiting an Executive Operations & Growth Strategy Chief of Staff to join a Series A startup in San Mateo, California.

This high-ownership role partners with the VP of Product and Post-Sales to own recruiting, post-sales operations, KPI reporting, and outbound growth initiatives.

The ideal candidate thrives with ambiguity, builds scalable processes, and can communicate clearly with executives, candidates, and cross-functional teams—in person in San Mateo.

Qualifications

• Strong interpersonal communication and confident presence with candidates, customers, executives, and stakeholders.
• Excellent organizational and project management capabilities.
• Analytical mindset with ability to track, interpret, and act on KPIs.
• Ability to operate without established processes and develop repeatable workflows.
• Strong written communication and presentation development skills.

Responsibilities

• Own end-to-end recruiting coordination, from initial conversations to interview pipelines and stakeholder alignment.
• Build and improve post-sales processes, including QBRs, CS docs, and upsell tracking.
• Manage and protect a complex executive calendar and prioritize high-value commitments.
• Create dashboards showing key KPIs across sales, product, customer and bugs.
• Prepare board decks, all-hands, product status reports, and executive updates.

Skills

Interpersonal communication

Organizational skills

Project management

Analytics & KPIs

Written & presentation skills

Executive coordination

Job description

Executive Operations & Growth Strategy Chief of Staff

Company: HireNow Staffing (Direct Placement Partner)

HireNow Snapshot

HireNow Staffing is actively recruiting an Executive Operations & Growth Strategy Chief of Staff to join one of our valued client partners in San Mateo, California.

This is a high-ownership opportunity for an ambitious early-career professional who thrives in a fast-moving Series A startup environment. Acting as a direct extension of the VP of Product and Post-Sales, this individual will take ownership of critical work spanning recruiting, post-sales operations, executive coordination, KPI reporting, board preparation, internal communications, and outbound growth initiatives.

There is no established playbook. The successful candidate will be expected to identify priorities, build structure, solve problems independently, and continuously increase the executive team's operating capacity as the organization scales its enterprise go-to-market strategy.

Key Responsibilities

• Own end-to-end recruiting coordination, including conducting initial candidate conversations, managing interview pipelines, coordinating stakeholders, and developing repeatable hiring processes.
• Build and improve post-sales operating processes, including QBR frameworks, customer success documentation, G2 review programs, and upsell tracking.
• Manage and protect a complex executive calendar while proactively resolving scheduling conflicts and prioritizing high-value commitments.
• Build and maintain internal dashboards providing visibility into key sales, product, customer, and bug-related KPIs.
• Track business metrics and surface trends, risks, and priorities requiring leadership attention.
• Prepare board decks, all‑hands presentations, product status reports, executive updates, and other high‑stakes communications.
• Support LinkedIn and other outbound prospecting experiments designed to generate enterprise pipeline.
• Develop outbound content and evaluate which messaging and channels produce measurable engagement.
• Coordinate cross‑functional initiatives spanning Product, Post‑Sales, Sales, Recruiting, and Go‑to‑Market.
• Identify operational gaps and independently develop practical solutions.
• Create repeatable systems and processes as the organization grows.
• Serve as a trusted execution partner to senior leadership across rapidly changing priorities.

Required Qualifications

• 1–4 years of professional experience in a fast-growing startup, business operations, strategy, customer‑facing, generalist, or comparable high‑ownership environment.
• Strong interpersonal presence with the ability to confidently communicate with candidates, customers, prospects, executives, and internal stakeholders.
• Demonstrated ability to operate effectively without established processes or detailed instructions.
• Strong organizational and project‑management capabilities.
• Ability to manage multiple competing priorities while maintaining accuracy and follow‑through.
• Strong written communication and presentation‑development skills.
• Analytical mindset with the ability to organize, track, and interpret business KPIs.
• High level of initiative, resourcefulness, accountability, and execution.
• Comfortable switching between strategic projects and detailed operational responsibilities.
• Ability to work collaboratively across technical, commercial, and customer‑facing teams.
• Must be available to work in person in San Mateo, California.
• Must be authorized to work in the United States without current or future visa sponsorship.

Preferred Qualifications

• Previous experience within a Seed or Series A technology startup.
• Experience working directly with founders, executives, or functional leaders.
• Recruiting coordination or initial candidate‑screening experience.
• Customer success or post‑sales operations experience.
• Experience developing QBRs, customer reporting, or upsell tracking.
• Experience creating executive dashboards and KPI reporting systems.
• Board deck or executive presentation experience.
• Familiarity with enterprise SaaS or technology sales environments.
• Experience with LinkedIn prospecting, outbound campaigns, or content experimentation.
• Strong spreadsheet, presentation, and business productivity‑tool proficiency.
• Demonstrated interest in eventually developing into broader operations, strategy, or executive leadership responsibilities.

HireNow Package

Compensation: $110,000–$150,000 annually

Employment Type: Full‑Time | Direct Placement

Experience: 1–4 years

Work Location: San Mateo, California | In‑Person

Company Environment: Series A | Approximately 55 employees | High‑growth technology environment

Career Exposure: Direct partnership with senior leadership across Product, Post‑Sales, Recruiting, Sales, and Go‑to‑Market initiatives.

Work Authorization: Candidates must be authorized to work in the United States without current or future employment sponsorship.

Visa Sponsorship: None available.

HireNow Checklist

HireNow Staffing is recruiting an Executive Operations & Growth Strategy Chief of Staff who:

• Brings 1–4 years of experience from a startup, operations, generalist, customer‑facing, or similarly fast‑moving environment.
• Demonstrates exceptional initiative and can independently turn ambiguous objectives into executable plans.
• Can confidently conduct conversations with candidates, customers, prospects, and internal stakeholders.
• Is comfortable owning both executive‑level projects and detailed administrative execution.
• Can build dashboards, track KPIs, and create visibility into business performance.
• Has strong writing, presentation, organization, and communication skills.
• Can establish repeatable processes where none currently exist.
• Thrives in a high‑accountability environment where responsibilities will expand as the company grows.
• Can work in person in San Mateo without requiring employment sponsorship.

HireNow Standout Candidates

Candidates will receive the strongest consideration if they demonstrate:

• Experience operating as a high‑ownership generalist within an early‑stage technology startup.
• Direct experience supporting a founder, VP, executive, or cross‑functional leadership organization.
• Evidence of independently building operational processes from the ground up.
• Experience spanning multiple functions such as recruiting, customer success, operations, analytics, and GTM.
• Strong business judgment and an ability to recognize priorities without constant executive direction.
• Experience preparing board‑level or executive presentations.
• Demonstrated ability to build KPI dashboards and translate operational data into actionable insights.
• Customer‑facing confidence combined with strong internal execution.
• Experience experimenting with outbound prospecting or pipeline‑generation initiatives.
• Stable professional progression demonstrating increasing responsibility and ownership.

HireNow Disqualifiers

The following will prevent candidates from moving forward:

• Jumpy resumes will not be accepted or interviewed.
• No relevant experience in a fast‑moving startup, operations, generalist, customer‑facing, or similarly high‑ownership environment.
• Candidates who require highly structured responsibilities or an established playbook to operate effectively.
• Limited ability to independently prioritize and execute ambiguous assignments.
• Weak written, verbal, or interpersonal communication skills.
• Candidates uncomfortable interacting directly with candidates, customers, prospects, or senior leadership.
• Candidates seeking a traditional administrative‑only Chief of Staff position.
• Candidates unable to work in person in San Mateo, California.
• Applicants requiring current or future employment sponsorship.
• Candidates who do not meet the core qualifications required for the position.

HireNow Staffing Disclaimer

HireNow Staffing is acting as a direct placement partner for this Executive Operations & Growth Strategy Chief of Staff opportunity. All candidate information is handled confidentially and evaluated against defined requirements. This job description outlines the general scope of responsibilities and qualifications. Duties may evolve substantially as the organization continues to scale. Only candidates meeting the core qualifications will be considered for interview. Client‑specific information will be shared only with qualified candidates during the interview process.