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Social Discovery Group

Head of Personal Assistant

Reposted 18 Days Ago
In-Office or Remote
Hiring Remotely in Canada
Senior level
In-Office or Remote
Hiring Remotely in Canada
Senior level
Manage calendar, travel, and documents for the founder while coordinating a team of 4. Oversee budgeting, personal assets, and operational tasks, ensuring high confidentiality and service levels.
The summary above was generated by AI

Social Discovery Group (SDG) is a group of social discovery companies. SDG solves the problems of loneliness, isolation, and disconnection - transforming virtual intimacy into the new normal. SDG’s products redefine the way people interact and connect with one another.

Our portfolio includes social entertainment platforms designed to connect people online across different cultures and regions of the world.

We bring together a team of like-minded people and IT professionals who specialize in creating and developing globally impactful social discovery products. Our international team of digital nomads works remotely from all over the world.

We’re proud to be a two-time “Great Place to Work” winner (USA & Japan, 2024–2025) and a Top-5 Company for Work-From-Anywhere Jobs (FlexJobs, 2025).

We’re hiring a Head of Executive / Personal Assistant to support the founder and family end-to-end.

You will manage calendar, travel, documents, vendors, budget, and personal tasks, while coordinating a team of 4 and driving operational and project work.

Ideal for candidates with experience supporting business owners or UHNW individuals, strong multitasking and decision-making skills, and a high level of service and confidentiality.

Your main tasks will be:

  • Plan and prioritize to support founder’s goals
  • Manage team operations and improve processes
  • Coordinate personal assets (yacht, helicopter, vehicles)
  • Track activities, reporting, and plan vs. actual performance
  • Organise secretariat workflow and control task execution
  • Hire and manage contractors and support staff
  • Oversee asset maintenance, insurance, and related operations
  • Manage documents: deadlines, renewals, submissions
  • Own calendar: schedule meetings, prepare materials
  • Run meetings: notes, follow-ups, execution tracking
  • Handle budgeting, expenses, and financial reporting
  • Organize travel (business, family, guests) incl. visas
  • Coordinate relocations and logistics
  • Support healthcare coordination
  • Handle personal tasks and administrative matters

We expect from you:

  • Advanced calendar and meeting management
  • Strong travel coordination (flights, trains, hotels, transfers, multi-stop itineraries)
  • Vendor and contractor management
  • Budget tracking and expense reporting
  • Document tracking and administrative control
  • Strong written and verbal business communication
  • Proficiency in Excel / Google Sheets / Notion / task trackers / calendar tools
  • Ability to build systems, trackers, checklists, and reporting from scratch
  • English & Russian: professional working proficiency or higher (required)
  • Experience handling confidential and sensitive information
  • Strong prioritization and operational planning skills

What do we offer:

  • REMOTE OPPORTUNITY to work full-time;
  • The initial pay level or pay range for this role will be shared with candidates during the recruitment process and before the commencement of employment;
  • Vacation 28 calendar days per year;
  • 7 wellness days per year (time off) that can be used to deal with household issues, to lie down and recover without taking sick leave;
  • Bonuses up to $5000 for recommending successful applicants for positions in the company;
  • 50% payment for professional training, international conferences, and meetings;
  • Corporate discount for English lessons;
  • Health benefits. According to the paychecks, if you are not eligible for corporate medical insurance, the company will compensate you with up to $ 1,000 gross per year per employee. This can be spent on self-purchase of health insurance or on doctor’s fees for yourself and close relatives (spouse, children);
  • Workplace organization. The company provides all employees with an equipped workplace and all the necessary equipment (table, armchair, wifi, etc.) in our offices or co-working locations. In the other locations, the company provides reimbursement of workplace costs up to $ 1000 gross once every 3 years, according to the paychecks. This money can be spent on the rent of the co-working room, on equipping the working place at home (desk, chair, Internet, etc.) during those 3 years;
  • Internal gamified gratitude system: receive bonuses from colleagues and exchange them for our merchandise, team building activities, massage certificates, etc. 

Sounds good? Join us now! 

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