Head of Personal Assistant

About Social Discovery Group

Social Discovery Group (SDG) is a conglomerate of social discovery companies dedicated to addressing loneliness, isolation, and disconnection by creating new norms for virtual intimacy. Their products facilitate online social connections across diverse cultures and regions globally. The international team consists of digital nomads working remotely worldwide, earning recognition such as two-time "Great Place to Work" awards (USA & Japan, 2024–2025) and a Top-5 Work-From-Anywhere employer (FlexJobs, 2025).

Role Overview

We are seeking a Head of Executive / Personal Assistant to provide comprehensive support to the founder and their family. This role involves managing calendars, travel plans, important documents, vendors, budgets, and personal responsibilities, alongside leading a team of four and overseeing operational and project-related tasks.

Core Responsibilities

• Support the founder’s objectives by effective planning and prioritization
• Manage and enhance team operations and workflow
• Coordinate management of personal assets including yacht, helicopter, and vehicles
• Track activities, produce reports, and compare plans versus actual outcomes
• Organize secretariat tasks and monitor execution of duties
• Recruit and supervise contractors and support personnel
• Oversee maintenance, insurance, and operations of assets
• Manage document deadlines, renewals, and submissions
• Handle calendar scheduling, meeting preparation, and material organization
• Lead meetings with note-taking, follow-ups, and action tracking
• Manage budgets, expenses, and financial reports
• Arrange travel plans for business, family, and guests including visa procurement
• Coordinate relocations and logistical arrangements
• Support healthcare scheduling and management
• Carry out various personal and administrative tasks

Qualifications and Skills

• Expertise in calendar and meeting management
• Proven ability in complex travel coordination including multi-stop itineraries
• Experience managing vendors and contractors
• Competency in budget monitoring and expense documentation
• Strong organizational skills for document management and administrative oversight
• Excellent written and verbal communication in business contexts
• Proficient with Excel, Google Sheets, Notion, task tracking, and calendar software
• Capability to develop custom systems, trackers, checklists, and reporting tools
• Professional-level fluency in English and Russian (mandatory)
• Discretion in handling confidential and sensitive information
• Strong prioritization skills and operational planning expertise

Benefits and Perks

• Fully remote full-time position
• Compensation details shared during recruitment prior to employment
• 28 calendar days of annual vacation
• 7 wellness days per year usable for personal recovery or household matters without sick leave
• Referral bonuses up to $5,000 for successful hiring recommendations
• 50% sponsorship for professional development including training and international conferences
• Corporate discounts for English language courses
• Health benefits with up to $1,000 gross annual compensation for self-purchased insurance or medical expenses if ineligible for corporate coverage
• Workplace equipment provision or reimbursement up to $1,000 gross once every three years for home/coworking office setup
• Internal reward system allowing employees to exchange earned bonuses for merchandise and wellness activities