Chief of Staff to Founder

Persona is a recruiting and staffing company that hires exceptional people from 98 countries into full-time, long-term remote roles with the most ambitious companies on earth. Fortune 500 enterprises, fast-growing startups backed by Sequoia, Founders Fund, and Andreessen Horowitz, and high-performing companies of every size in between. Project management, operations, finance, design, marketing, customer success, and more. Every hire is for a specific open position: one person, one dedicated client, built to last.

The bar is the highest in the industry. More than 200,000 people apply every month, and fewer than 1 in 2,000 are hired. Every offer we make is for an open role with a single client — the kind of role that's almost impossible to find on your own: industry-leading pay set against your experience and skill, real career growth, and a stable seat at a serious company, working from home, anywhere in the world.

Persona was founded in 2018 by two Stanford graduates on a simple idea: talent is everywhere, but opportunity isn't. By recruiting globally for specific client roles, we've grown into one of the fastest-growing companies in the global staffing industry.

We hire people who care about the craft of their work, take ownership without being asked, and want to build a career rather than just hold a job. If that's you, and one of our open roles fits, we'd like to meet you.

We are hiring a highly capable Chief of Staff to act as the founder's right hand across multiple businesses and personal operations. This role is uniquely multi-entity, blending executive support, operations, project management, and financial/legal coordination across several ventures and personal affairs. You will step into an environment where little is structured today and own the build-out of systems, processes, and execution end-to-end. High trust, high autonomy, high visibility.

Key Responsibilities

• Own and manage the founder's inbox, calendar, travel, and day-to-day personal operations across multiple businesses

• Build and maintain systems for organization, tracking, and execution (Notion dashboards, trackers, SOPs)

• Coordinate projects and priorities across multiple businesses and entities simultaneously

• Manage vendors, contractors, and hiring pipelines across different entities

• Oversee financial operations: bill pay, expense tracking, subscription management, monthly reconciliations in QuickBooks Online

• Support tax and legal coordination: manage deadlines, prepare materials, coordinate with CPAs and counsel, ensure seamless execution of key meetings

• Lead setup and operational build-out for new business entities (registrations, banking, software stack, vendor accounts)

• Support ongoing business initiatives including hiring, market research, and cross-functional coordination

• Act as the central hub between the founder and external partners, contractors, and employees across ventures

• Anticipate the founder's needs; surface decisions early; remove blockers before they escalate

• Maintain strict confidentiality across intertwined personal and business matters

Required Qualifications

• 3+ years in a high-responsibility role (Chief of Staff, Executive Assistant to a founder, Operations Lead, or similar) within a startup or founder-led environment

• Experience directly supporting a founder or senior executive in a fast-paced, ambiguous setting

• Strong operational and project management skills with proven ability to build systems from scratch and manage multiple priorities across domains

• High level of ownership and accountability — comfortable making decisions independently and driving outcomes without close supervision

• Exceptional attention to detail and organizational skills under deadline pressure

• Strong written and verbal communication; able to adapt tone and voice when ghost-writing for the founder

• Comfortable managing both personal and business responsibilities

• Ability to prioritize effectively in a fast-moving, ambiguous environment

• Strong proficiency with Notion; working familiarity with QuickBooks Online and Superhuman

• Fully fluent in English

• Ability to commit long-term and full-time

Preferred Qualifications

• Experience supporting a founder running multiple businesses or holding companies simultaneously

• Comfort working across different industries (consumer products, tech, media, finance)

• Familiarity with entity setup workflows (LLC/C-Corp formation, banking, registered agents, EIN, state filings)

• Hands-on with QuickBooks Online beyond basic familiarity (reconciliations, expense categorization, 1099 prep)

• Light bookkeeping background or willingness to coordinate closely with accountants

• Familiarity with US tax-prep timelines (quarterly estimates, 1099s, K-1s)

• Experience coordinating with attorneys on routine legal matters (NDAs, contractor agreements, formation docs)

Tools & Technologies

• Notion, QuickBooks Online, Superhuman, Google Workspace, Calendly or Reclaim, Slack, Zoom, Loom, Airtable, Zapier or Make, 1Password, DocuSign, Brex/Ramp/Mercury (a plus), Stripe Atlas or Clerky (a plus), ChatGPT or Claude

Core Competencies

• Founder's right hand: discreet, trustworthy, anticipates needs

• Builder of systems where none exist

• Comfortable across personal and business scope without losing track

• Strong judgment in ambiguity; knows when to decide vs. escalate

• Cross-domain fluency: ops, finance, hiring, legal, vendor management

• Calm under multi-entity context-switching

• Bias to action with disciplined follow-through

What We Offer

• Best salaries in the industry

• Work from anywhere permanently

• Opportunities for growth and advancement

• A fast-paced and collaborative environment

• A warm, people-first company culture

• Get paid in your currency of choice

• Full benefits

This is a full-time, long-term remote position dedicated to one client company. Persona provides onboarding and ongoing employment support for this position.