Executive Assistant and Human Resources Trainee

Haloo; Canada; Remote; CAD 40,000 - 75,000; Full time

Job summary

An innovative legal tech startup is seeking a dynamic Executive Assistant and HR Trainee to support the CEO and enhance team operations. This remote role offers the chance to thrive in a fast-paced environment while managing executive schedules, coordinating hiring logistics, and nurturing company culture. Join a mission-driven team that values flexibility, meaningful work, and personal growth. If you're organized, tech-savvy, and ready to make a significant impact, this is the perfect opportunity for you!

Benefits

Health benefits

Paid time off

Inclusive culture

Flexible work environment

Qualifications

• 2+ years in an Executive Assistant or HR role.
• Superb communication skills and high emotional intelligence.
• Thrives in a remote, fast-paced startup environment.

Responsibilities

• Manage CEO’s calendar and schedule meetings.
• Support hiring logistics and onboarding new hires.
• Assist with communications and presentations.

Skills

Executive Assistant experience

HR coordination

Communication skills

Organization skills

Tech-savvy

Tools

Google Workspace

Slack

Notion

Job description

Executive Assistant and Human Resources Trainee

Executive Assistant and Human Resources Trainee

Direct message the job poster from Haloo

Executive Assistant and Human Resources Trainee

Location: Remote (Must be based in the GTA)

Type: Full-time

Important Note: This is a partially grant funded position. Potential candidates must be First Nations, Inuit or Metis and reside within the GTA. Candidates must be registered or eligible to register with Miziwe Biik Aboriginal Employment and Training. Haloo thanks Miziwe Biik and Service Canada for the opportunity to recieve this grant.

About Haloo

Haloo is the future of trademark search and protection. We’re venture-backed, growing fast, and building the team that will define the future of legal tech. That’s where you come in.

What You’ll Do

Executive Support (70%)

-Manage CEO’s calendar, priorities, and inbox with discretion and speed

-Schedule internal and external meetings (including board, investor, and client calls)

-Prepare briefing notes, track follow-ups, and ensure nothing falls through the cracks

-Assist with communications, presentations, and light research

-Be a second brain—anticipate needs, flag bottlenecks, and create space for deep work

HR Coordination (30%)

-Support hiring logistics, including scheduling interviews and onboarding new hires

-Maintain team records and assist with benefits, policies, and time-off tracking

-Help nurture culture: birthday shoutouts, team gifts, offsite coordination

-Keep people ops running smoothly with a founder’s level of care and confidentiality

What We’re Looking For

-2+ years in an Executive Assistant, Chief of Staff, HR, or people ops role

-Superb communication skills, sound judgment, and high EQ

-Ridiculously organized—you bring order to chaos

-Thrives in a remote, fast-paced, startup environment

-Tech-savvy with tools like Google Workspace, Slack, Notion, and HR platforms

-Trustworthy, positive, resourceful—and able to read the room

Why You’ll Love It Here

-High-trust role with access to meaningful work and people

-Remote-first team that values flexibility and focus

-Opportunity to grow with a fast-scaling startup

-Health benefits, paid time off, and an inclusive culture that actually walks the talk

-You’ll work directly with a mission-driven founder and leadership team that loves operations people

TO APPLY: Please apply on LinkedIn or send a resume to us directly at [e-mail].

PLEASE ENSURE that you meet the following requirements prior to sending us a resume:

Potential candidates must be First Nations, Inuit or Metis and reside within the GTA.

Seniority level

• Seniority level

  Internship

Employment type

• Employment type

  Full-time

Job function

• Job function

  Administrative

• Industries

  Technology, Information and Internet

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