Executive Assistant and Human Resources Trainee

Location: Remote (Must be based in the GTA)

Type: Full-time

Important Note: 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.

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 send your resume to us at hr@haloo.ai