Canada IT Project Manager and Generalist (Remote - Canada)

Jobgether; Canada; Remote; Full time

Job summary

Jobgether seeks an IT Project Manager to join a growing remote-first startup. In this dynamic position, you will play a pivotal role in managing IT projects and providing helpdesk support. Ideal candidates will have a solid foundation in IT and project management, with opportunities for rapid career growth in a collaborative environment. Flexibility in working hours and an inclusive culture are hallmarks of this role.

Benefits

Performance-based bonuses

Flexible working hours

100% remote work

Health insurance reimbursement

Professional development support

Simple IRA with employer matching

Flexible PTO policy starting at 20 days

Opportunity for quick growth

Qualifications

• Experience managing IT projects and providing support.
• Ability to work independently in a remote setting.
• Available 2 hours overlapping 9–11am Eastern Time.

Responsibilities

• Provide IT support and manage access across software platforms.
• Lead internal IT projects and enhance cybersecurity practices.
• Identify and implement improvements for user experience.

Skills

Analytical Thinking

Problem-solving

Organization

Project Management

Communication

Education

3+ years of experience in IT or project management

Certifications related to InfoSec (e.g., CEH, Security+)

Job description

This position is posted by Jobgether on behalf of BooksTime. We are currently looking for a Canada IT Project Manager and Generalist in Canada.

This is an exciting opportunity to join a fast-growing remote-first startup making a real impact in the accounting and education sectors. In this versatile role, you’ll contribute to vital IT projects, provide helpdesk support, and improve cybersecurity processes across a distributed global team. With the chance to wear many hats and grow quickly into areas of leadership or specialization, this role is ideal for early- to mid-career professionals who thrive in fast-paced environments and love solving complex problems. Flexible hours, remote work, and a values-driven culture await.

Accountabilities

• Provide IT support by responding to internal helpdesk tickets and managing staff access across 20+ software platforms.
• Oversee onboarding/offboarding IT processes, maintaining system integrity and user management protocols.
• Lead or contribute to internal IT projects focused on automation, infrastructure improvements, and cost efficiency.
• Support and enhance cybersecurity systems and practices, including threat monitoring, compliance, and staff training.
• Identify opportunities for improving user experience across IT systems and proactively recommend or implement solutions.
• Depending on experience level, may supervise junior IT team members and lead larger, cross-functional initiatives.

• Strong analytical and problem-solving mindset, with a passion for figuring out new tools and systems independently.
• Excellent organization and project management skills, able to balance priorities and meet deadlines across multiple initiatives.
• Strong verbal and written communication skills; capable of supporting non-technical colleagues with clear, professional guidance.
• Comfortable working remotely with minimal supervision, especially during evolving projects or undefined challenges.
• Availability for at least 2 hours overlapping 9–11am Eastern Time daily.
• Ability to adapt to changing responsibilities as the company’s IT and security needs evolve.

Preferred (but not required):

• 3+ years of experience in IT, software development, or project/product management.
• Familiarity with CRM systems, cybersecurity protocols, and information security compliance.
• Certifications like CEH, GSEC, Security+, CISA, CISSP, or others related to InfoSec.
• Current or past security clearance (strongly preferred).

• Competitive salary based on experience and seniority:
• $20–$30 CAD/hour for early-career candidates
• Higher rates for experienced professionals or those taking on supervisory duties
• Performance-based bonuses
• Flexible working hours
• 100% remote work (work from anywhere in Canada)
• Health insurance reimbursement (QSEHRA plan)
• Professional development support, including access to cybersecurity certification courses
• Simple IRA with employer matching (after 2 years)
• Flexible PTO policy starting at 20 days for full-time staff
• Opportunity to grow quickly within a mission-driven startup

Jobgether is a Talent Matching Platform that partners with companies worldwide to efficiently connect top talent with the right opportunities through AI-driven job matching.

When you apply, your profile goes through our AI-powered screening process designed to identify top talent efficiently and fairly.
Our AI evaluates your CV and LinkedIn profile thoroughly, analyzing your skills, experience and achievements.
It compares your profile to the job’s core requirements and past success factors to determine your match score.
Based on this analysis, we automatically shortlist the 3 candidates with the highest match to the role.
When necessary, our human team may perform an additional manual review to ensure no strong profile is missed.

The process is transparent, skills-based, and free of bias — focusing solely on your fit for the role.
Once the shortlist is completed, we share it directly with the company that owns the job opening. The final decision and next steps (such as interviews or additional assessments) are then made by their internal hiring team.

Thank you for your interest!

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