Persona is where the world’s best companies and the world’s best talent meet.
We place 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. 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 accepted. If you make it, you join a network of people who have cleared a standard most companies couldn’t recruit for on their own, and you get 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 the systems that connect talent to opportunity are broken. We’re rebuilding them, and we’ve grown into one of the fastest-growing companies in the global talent industry doing it.
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, we’d like to meet you.
Role Summary
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 role, dedicated exclusively to one of our clients. All roles at Persona are 100% work-from-anywhere. Once hired, we will carefully match you to a client company that best suits your career background, skills, and goals.