Pearl Talent: Executive Assistant to the Founder

Location: Remote (Work From Home) — Must be able to work ET hours

Reports to: Founder & CEO
Type: Full-Time

Pearl places top 1% talent from around the world into operational roles at startups and exceptional organizations. Our clients are high-growth companies and U.S.-based businesses that have collectively raised over $3B from leading investors including Sequoia, a16z, Founders Fund, Y Combinator, and more.

We’ve bootstrapped to millions in revenue and profitability within our first year, and are now in year three with 10x growth in the last calendar year. Pearl exists because while opportunities aren’t equally distributed, ambitious talent is — and it’s our mission to connect hungry, sharp individuals with opportunities to work alongside world-class founders while earning far more than they would in their home countries.

Pearl was founded by two 3x entrepreneurs who built the company out of a 3-year project solving our own hiring needs. Our approach prioritizes client and talent success over pure profit — a philosophy that’s helped us win big in the market.

End-Goal Obsession – Real outcomes over effort
Extreme Ownership – “How am I securing success?” over waiting for others when blocked
Direct, Caring Communication – With love: What, Why, How
Celebrate Experimentation – Bold bets for hockey-stick growth
Relentless Growth Mindset – Push limits, ask for what you need

If these values don’t 100% align with you, this role won’t be a fit — and that’s okay. But if they do, you will thrive here.

We are seeking a highly organized, detail-oriented, and proactive Executive Assistant to directly support our Founder & CEO. This is not a passive support role — you will be a critical partner in managing daily operations, maintaining investor and partner relationships, ensuring meetings are productive, and keeping our Founder operating at maximum efficiency.

You’ll act as the gatekeeper and right-hand to the Founder, anticipating needs, managing communications, and ensuring priorities move forward without friction

1. Daily Scheduling & Communication

• Prepare and send Start-of-Day (SOD) emails summarizing the Founder’s schedule, priorities, and meeting details.
• Flag scheduling conflicts and coordinate calendar adjustments.
• Block heads-down work and personal time in the Founder’s calendar.
  

2. Inbox & Communication Management

• Monitor and triage the Founder’s inbox throughout the day.
• Draft responses, delegate messages, and ensure urgent matters are addressed promptly.
• Maintain concise, accurate, and professional communication on behalf of the Founder.
  

3. Contact & Relationship Management

• Maintain and update detailed contact records.
• Capture new leads, investors, and partners.
• Log follow-ups, next steps, and meeting outcomes to ensure no opportunities are missed.
  

4. Follow-Up & Outreach Coordination

• Set and track follow-up dates for key contacts.
• Send reminders, bump emails, and coordinate with the Founder on high-touch outreach.
• Support investor and partner engagement through warm introductions and curated communication.
  

5. Meeting Preparation & Coordination

• Schedule and confirm meetings with accurate time zone management.
• Provide the Founder with pre-meeting briefs, including attendee bios, context, and objectives.
• Prepare documents for internal candidate interviews.
  

6. Investor & VC List Management

• Maintain the VC & investor database.
• Share updated lists with founders/contacts upon request.
• Coordinate introduction requests and follow up with VCs and investors.
  

7. End-of-Day (EOD) Wrap-Up

• Conduct EOD sync with the Founder to recap the day’s meetings, outcomes, and next steps.
• Update contact records, priorities, and schedules based on new developments.
• Prepare the following day’s meeting briefs and schedule adjustments.
  

8. Event & Outreach Support

• Assist with compiling guest lists and outreach for Founder-led events.
• Coordinate pre- and post-event communications.
  

9. Ad Hoc Support

• Accomplish ad hoc tasks for the Founder, including:
  • Booking flights, arranging travel, and securing accommodations
  • Handling personal and business finances as directed
  • Making dinner reservations and coordinating restaurant bookings
  • Running personal errands
  • Handling time-sensitive research, document preparation, and other special projects
    

• Experience: 3+ years in an Executive Assistant, Chief of Staff, or operations coordination role (startup or founder support experience preferred)
• Skills:
  • Exceptional organizational and time-management abilities
  • Strong written and verbal communication skills
  • High attention to detail and accuracy
  • Ability to manage multiple priorities in a fast-paced environment
• Mindset:
  • Proactive and resourceful, anticipating needs before they arise
  • Comfortable with high levels of responsibility and confidentiality
  • Values-driven and deeply aligned with Pearl’s core principles
  • Thrives in a fast-moving, high-expectation environment where priorities can shift quickly
  • Energized by working closely with a highly driven, detail-focused leader

• The Founder’s day runs smoothly with no missed follow-ups or overlooked priorities.
• Meetings are well-prepared, with the Founder briefed in advance.
• The investor and partner database is consistently accurate and up-to-date.
• Introductions, outreach, and personal arrangements are handled seamlessly with minimal Founder intervention.

• Fully WFH
• Unlimited PTO
• Health Benefits
• Significant Quarterly Bonus and Yearly Performance Bonus
• Annual team retreat