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Dobs AI

Executive Assistant to CEO (with Operations focus)

Administrative Assistance
$2000/mo
remote
Full-time/Contractor
2 Jan 2026

About the job

We’re looking for a smart, reliable Executive Assistant to the CEO (with Operations focus) to work directly with the founder of Dobs AI — an AI startup in Silicon Valley helping enterprise CFOs and procurement teams unlock savings in their supplier contracts.

This is a hands-on role combining classic executive support with operational work: CRM management, outreach, light finance/expense support, research, travel and logistics, and day-to-day coordination. You’ll help keep the CEO’s work and personal life organized so the company can move faster.

The role is remote full-time, but you must be able to work at least until 12pm PST every working day.

Monthly compensation starts at $2,000 with potential to grow up to $2,500 based on performance and increased responsibility.

Excellent written and spoken English and Russian requared

Key responsibilities

Key Responsibilities – Business

  • Maintain and update the CRM (contacts, deals, notes, follow-ups) and support outbound outreach (emails, LinkedIn, simple sequences).
  • Track and categorize expenses; help with basic accounting tasks and keeping records organized.
  • Conduct online research on companies, markets, tools, and vendors; summarize findings clearly.
  • Book and coordinate travel (flights, hotels, transfers), meetings, and events for the CEO.
  • Prepare and review agreements and documents for signing; coordinate signatures and proper filing.
  • Work with spreadsheets (Google Sheets/Excel) to organize data and run basic analyses (filters, pivot tables, charts, simple formulas).
  • Prepare simple reports and dashboards (e.g., outreach performance, spend analysis, task status).
  • Coordinate with other team members, freelancers, and partners to ensure tasks are executed on time.

Key Responsibilities – Personal

  • Handle personal bookings (restaurants, appointments, deliveries, etc.) for the CEO.
  • Do research for personal matters (schools, services, gifts, housing, logistics).
  • Communicate with personal service providers (landlords, contractors, doctors’ offices, etc.).
  • Help organize the CEO’s calendar across business and personal events.
  • Manage inbox prioritization and reminders for important dates and commitments.

Skills & Qualifications

  • 2–3+ years of experience as an Executive Assistant, Operations Manager, Admin/Office Manager, or similar role.
  • Strong experience with Google Workspace (Docs, Sheets, Calendar, Gmail) or Microsoft Office equivalents.
  • Confident working with spreadsheets: sorting/filtering data, using formulas (SUM, VLOOKUP, INDEX/MATCH, IF), building simple pivot tables and charts.
  • Experience with CRM systems (HubSpot, Salesforce, Pipedrive, or similar).
  • Excellent written and spoken English and Russian; able to draft clear emails and messages.
  • Strong organizational skills, attention to detail, and ability to manage multiple tasks at once.
  • Comfortable working with both business and personal tasks.
  • Able to work remotely full-time and be consistently available until at least 12pm PST.

Benefits

  • Work directly with the CEO of an innovative AI startup in Silicon Valley.
  • A front-row seat to how a modern B2B AI startup is built and scaled.
  • Real ownership: you’ll be trusted with critical business and personal tasks.
  • Opportunity to grow into a Head of Operations / Chief of Staff–type role over time.
  • Remote work with flexible hours, as long as you overlap until 12pm PST.
  • Stable monthly compensation of $2,000 with potential to grow up to $2,500 based on performance.
Logotype of Dobs AI
Dobs AI
At Dobs.AI, we help enterprise CFOs and procurement teams use AI to unlock immediate savings in existing supplier contracts. Our technology automatically extracts contract terms and matches them to invoices and purchase orders to recover overpayments, unlock hidden savings, and prevent financial loss. Recover 2-4% of external spend in as little as 90 days by identifying overpayments to suppliers. The entire process is powered by our proprietary engine built to enterprise-level security standards. --- ### The Kind of People We’re Looking For We’re not optimizing for perfect resumes — we’re looking for people who like to learn fast, build real things, and work closely with others. You’ll probably enjoy working with us if you: - **Learn quickly and stay curious** – you like exploring new tools, ideas, and ways of working, especially around AI. - **Care about impact, not just tasks** – you want to see your work in front of users and tied to real outcomes. - **Are comfortable with ambiguity** – you don’t need a 20‑page spec to start; you help create clarity instead of waiting for it. - **Take ownership** – you’re happy to own a problem end‑to‑end, ask questions, and push things over the finish line. - **Communicate openly and respectfully** – you give and receive feedback well, and you’re okay with async/remote communication. - **Bias toward action** – you prefer shipping a solid v1 and iterating, rather than waiting for “perfect”. - **Enjoy collaboration** – you like pairing with engineers, product folks, and users to find the best solutions.
Location
San Francisco, San Francisco
Founded year
2024
Team size
10
Website
www.dobs.ai
Complete these steps to submit your application.
  1. Application form
  2. Text quizRequired
  • Answer 6 written HR questions
  • Unlimited time to answer
  • Quiet environment recommended