[Hiring] Executive Assistant to the Founder @Somewhere

Role Description

As the business scales, the Founder can no longer personally hold every owner relationship, inbound lead, and scheduling decision. This role exists to protect the Founder's time and act as a trusted extension of him — owning communications, sales administration, and calendar management so he can focus on high-value sales conversations and growth.

This is a high-trust, high-autonomy role spanning communications, sales administration, and calendar management — not a traditional inbox-and-scheduling EA position.

The right person will develop real fluency in how the business operates so they can represent it accurately and confidently in communications with property owners and prospective clients.

Key Responsibilities

• Email & Client Communications
  • Manage the Founder's inbox so only items genuinely requiring his attention reach him.
  • Respond directly to routine correspondence and close it out.
  • Handle escalated property-owner communications on topics such as guest damage claims, utility billing questions, and property performance.
  • Notice recurring questions or friction points from clients and flag them as opportunities to improve communication or operations.
  • Draft and send recurring owner updates and communications in the Founder's voice.
• Sales Administration & CRM
  • Organize and maintain lead records in the CRM, keeping details accurate and current.
  • Handle administrative sales communication — sending contracts or templates, scheduling, and follow-up nudges.
  • Maintain clean, reliable sales and marketing data for reporting.
  • Prepare brief context and background ahead of the Founder's sales and discovery calls.
• Calendar Management
  • Manage the Founder's calendar for sales/discovery calls, networking, and marketing-related meetings.
  • Screen incoming meeting requests, distinguishing genuine opportunities from generic outreach.
  • Flag anything ambiguous or unusual rather than making a unilateral call.
• Working Style & Communication
  • Operate with an autonomy-first, high-trust approach.
  • Route sensitive matters directly to the Founder.
  • Maintain a daily working rhythm and provide proactive updates.

Qualifications

• Strong written communication skills, with the ability to represent a business credibly and professionally to clients.
• Sound judgment under ambiguity, including a clear sense of what to handle independently versus escalate.
• Demonstrated ability to take initiative and own outcomes without step-by-step instructions.
• Comfort working autonomously in a fast-moving, founder-led environment.
• Reliable daily availability with meaningful overlap with U.S. Pacific Time.

Preferred Qualifications

• Experience supporting a founder, executive, or small business owner across inbox and client communications.
• Background in property management, real estate, hospitality, or a related client-facing field.
• Familiarity with the short-term rental (STR) or Airbnb space — a strong plus.
• Hands-on experience with GoHighLevel or similar.
• Experience owning client or customer communications on sensitive or escalated topics.

Ideal Candidate Profile

• A strong writer who can adopt the Founder's voice and communicate with property owners with clarity and confidence.
• Judgment-driven — you know when to act and when to flag.
• Genuinely curious about the business — you want to understand our services, clients, and commitments.
• Proactive and ownership-minded — you close loops and follow up without being asked.
• Calm under friction — escalated client issues don't rattle you.
• Reliable and self-directed — you thrive in an autonomy-first culture.

Benefits

• Work directly with the Founder of a growing, well-regarded company in the furnished-rental space.
• Genuine autonomy and room to grow as the business expands into new markets.
• Opportunity to be trusted as a true extension of the business, not just an assistant.