Personal Assistant to the CEO

AboutDokainish& Company

Since2011Dokainish& Company has been providing world class professional consultancy services.

We specialize in working diligently and collaboratively with our clients to achieve long-lasting and impactful results acrossnumerousbusiness functions. Our areas of expertise include but are not limited to Project Management Quantitative Risk Analysis Organizational Change Management Project Controls Enterprise Reporting Estimating Asset Management and System Implementation for Capital Projects. We draw upon decades of project experience to deliver customized solutions to our clients most complex challenges.

We are a fast-growing organization currently seeking a Personal Assistant to the CEO.

About This Role

This role supports our CEO and founder majority ofthis role is personal support. That means managing thelogisticsof his family life running errands coordinating personal appointments and making sure that the peoplearound himare taken care of while he is focused on buildingour consultingbusiness. The corporate tasks are real tootravel coordination meeting bookings correspondence and operational support as needed.

The right person for this role finds genuine meaning in supporting someones life not just their work. They are warm discreet resourceful and completelycomfortable with not having a structured day by day.

What You Will Be Doing

Personal Support

• Manage personal and family scheduling: medical appointments childrens activities personal commitments and householdlogisticsand vendors.

• Coordinate personal travel and family trips: flights hotels itineraries tours and all associated arrangements.

• Run time-sensitive personal errands as needed;picking things up dropping things off being whereyoureneeded whenyoureneeded.

• Liaise with household vendors service providers and personal contacts onthe CEOs behalf.

• Support family needs with the same professionalism and care as any business taskthere is no hierarchy here.

• AccompanyCEOor family members to appointments or locations when presence and coordination are needed.

• Manage personal correspondence reminders and follow-ups as directed.

• Handle all personal matters with absolute confidentiality and discretion.

Executive & Operational Support-As Needed

• Book meetings appointments and client engagements on behalf of the CEO.

• Coordinate domestic and international business travel: flights visas accommodations and itineraries.

• Draft and manage professional correspondence and communications.

• Support with operational research and special projects as directed by the CEO.

• Assistwith ad hoc tasks and one-off requests across the business as needs arise.

Who We Are Looking For

The right personmeans someone who:

• Genuinely loves supporting find satisfaction in making things easier for others and you take real pride in the details.

• Has no ego about task type. Whether it is booking a board meeting or picking up dry cleaning you bring the same care and professionalism to task is a small task.

• Is warm personable and polished. You will interact withclients contacts and family. First impressions matter.

• Is discreet by nature. You will be trusted with confidential professional and personal information. You treat that trust as non-negotiable.

• Figures things out. When direction is minimal or something unexpected lands you do not waityou use good judgment find a solution and report back.

• Moves with ease between the personal and the professional. You understand that for a founder these two worlds are oneand you are comfortable operating in that reality.

• Is available and responsive. This role requires flexibility. Most days will be predictable but somewontbeand you are okay with that.
  
  
  Background & Experience

  We are open to a wide range of backgrounds. What matters far more than your title or industry is your instinct for personal service and yourtrack recordof being trusted by the people you have supported.

  You may have come from:

• A personal or family assistant role

• Hospitality concierge or lifestyle services

• Household management or estate coordination

• A nanny or family support background with broader coordination responsibilities

• An administrative or EA role where the personal supportcomponentwas a significant and valued part of the work

• Any other environment where you were the trusted person people relied on to handle thingsbig and small
  
  You do not need 10 years of corporate experience. You do need:

• A demonstrated history of being trusted with personal confidential or sensitive responsibilities

• The organizational instinct to manage multiple things at once without dropping any of them

• Comfort with technology: messaging calendars travel platforms and whatever tools the job requires

• Strong written and verbal communication in English;warm clear and professional

• A valid drivers license and access to a reliable personal vehicle. You will use it

• The ability to be in-person and on-the-go in the Toronto area full-time
  
  Requirements
  Must Have

• 2 years of experience in a personal assistant family assistant executive assistant concierge or similar high-trust support role with meaningful personal support as part of the work.

• Valid Ontario (or equivalent) G drivers license and access to a reliable personal vehicle for regular use in the Toronto area.

• Demonstrated discretion;a track recordof being trusted with personal confidential or sensitive information at work or in a personal capacity.

• Proficiencyin everyday technology: smartphone communication (WhatsApp iMessage Teams) calendar tools (Outlook) Microsoft tools proficient and online booking platforms for travel and appointments.

• Strong English communication skillswritten and verbalthat are warm clear and polished enough torepresentthe CEO with clients vendors and family contacts.

• Ability to work full-time in-person in Toronto/GTA -this is not a remote or hybrid role.

• Highly organizedflexibleand resourceful.

• Legally eligible to work in Canada without sponsorship.
  

  Nice to Have

• Prior experience supporting a founder entrepreneur or family principal whose personal and professional lives are fully integrated.

• Experience managing household vendors service providers or family schedules on an ongoing basis (not just one-off).

• Familiarity with expense tracking or simple financial record-keeping on behalf of an executive.

• Any background in hospitality luxury services estate management or a similar high-service environment.
  
  

  Why Join Us

  AtDokainish& Companyyoullbe joining a team that values excellence initiative and genuine collaboration. This is a role with real visibility;you will work directly with and for the CEO of a scaling global firm and your impact will be felt every day. We recognize and value the uniqueness of every individual on our team and foster a culture of open communication accountability trust and respect.

  If you are looking for a role where no two days are the same where your contributions matter and where you can grow alongside a company on the movewe want to hear from you.

  Notes:

  VACANCY STATUS: Thispostingis for a new position.

  AI USAGE: This organization does not use artificial intelligence to screen assess or select applicants for thisparticular openposition. All applications are personally reviewed by our Talent Acquisition Team.

  Dokainish& Company is an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to age gender racecolour religion sexual orientation gender identity national origin disability age and veteran status or any other protected status required by applicable law.

  In accordance withthe Ontario Human Rights Code Accessibility for Ontarians with Disabilities Act 2005 andDokainish& Company AODA Policy accommodation will be provided in all parts of the hiring process. Applicants need to make their needs known in advance.

  
  

Required Experience:

IC

Employment Type : Full-Time
Experience: years
Vacancy: 1