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DealMaker

IT Analyst

Remote, Canada

Remote

$65,000 CAD / year · Full-time

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Job details

Pay: $65,000 CAD / year
Job type: Full-time
Workplace: Remote
Posting language: English
Posted: Oct 30, 2026

Original job description

DealMaker is a fast-growing fintech company revolutionizing the capital markets ecosystem with a mission to make online capital raising mainstream. We empower founders, CEOs, and operators to raise capital digitally, both from their own communities and through strategically marketed campaigns. No other platform provides an end-to-end solution like ours - and our track record speaks for itself, with over $2B raised across 1,000+ campaigns. We power the largest online capital raises for customers like EnergyX ($88M), Green Bay Packers ($65M), Miso Robotics ($72M+), Monogram Orthopaedics (Nasdaq:MGRM) and many others, with 3 IPOs in the past year alone. We are quickly expanding our horizons and are seeking talented team members to join us on our journey to transform the global capital market.

Who You Are

You will be the first point of contact for day-to-day IT at DealMaker. You will own the support ticket queue, keep our office and device infrastructure running, and grow into owning IT requests that carry security implications, helping keep us compliant and audit-ready. You report to the Director of IT & Information Security, who will coach you as you build hands-on experience across IT operations, security, and compliance.

What you'll do

Own the IT ticket queue, and act as the first point of contact for IT requests.
Troubleshoot office infrastructure and end-user issues across Mac and Windows devices
Grow into maintaining and owning IT requests with security implications
Help ensure systems meet compliance, security, and regulatory requirements, with guidance from the Director of IT & Information Security and the CTO
Bring security and compliance decisions to the Director with clear context, and learn how those calls get made
Maintain and build documentation so the work is repeatable and audit evidence is easy to find
Automate repeatable work to cut manual effort and errors

What skills you need

Early-career IT experience, such as help desk, IT support, a co-op, or an internship
Curious and eager to build skills in IT operations, security, and compliance
Comfortable troubleshooting macOS and Windows, Google Workspace, Slack and other enterprise tools
Skills or understanding of automation languages such as Python, Bash, or PowerShell
Strong written communication and the habit of documenting your work
Good judgment about when to fix something and when to escalate
Problem solver who recognizes issues on their own and takes the first steps to fix them, without waiting to be asked
Organized and dependable on recurring work that nobody chases you for
Able to work from our Toronto office

Nice to have

Exposure to a ticketing tool such as Jira Service Management
Familiarity with MDM, SSO, or identity and access management concepts
Interest in security and compliance frameworks such as SOC 2
Relevant diploma, degree, or certification (CompTIA A+, Security+, or similar)

Why this role

You will work directly with the Director of IT & Information Security and learn how IT operations, security, and compliance fit together, from the ticket queue to the audit.

Founded in 2018 by leading capital markets lawyers, DealMaker has blazed its own trail as the leading online capital-raising platform.As a tech startup, we are well-capitalized, firmly established in our market, and ready to scale. Here’s why you should want to join us:

Competitive compensation with the opportunity to earn equity - get into a growth company on the ground floor
A diverse & distributed team of doers, innovators, and experts
Shared employee benefit plan (medical, vision, & dental)
We love AI and have tools to support you build innovative solutions
Annual learning support And more!

We use automated and artificial intelligence-based tools (“Automated Employment Decision Tools”) to assist in screening, assessing, or evaluating candidates. These tools may assess job-related qualifications such as skills, experience, and work history. AI-assisted tools support our recruitment team and do not replace human judgment; all final hiring decisions are made by human reviewers.

Applicants may request information about the use of these tools or request an alternative selection process by contacting us at Talent@dealmaker.tech. For more information about how personal information is collected and used, please see our Privacy Notice.

Equal Employment Opportunity

DealMaker does not discriminate in hiring or terms and conditions of employment because of an individual’s race, ancestry, colour, place of origin, religion, gender, gender identity, national origin, citizenship, age, disability, sexual orientation, family status or marital status, or any other protected category recognized by provincial or federal laws.

Please inform us if you require any accommodation, and we will work with you to meet your accessibility needs. For any accessibility-related assistance, requests for information in accessible alternative formats or to report any accessibility problems, please share in your application.

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More about this job

Responsibilities

The IT Analyst will serve as the primary point of contact for daily IT support, managing the ticket queue and troubleshooting office infrastructure. Additionally, the role involves assisting with security and compliance tasks while building documentation and automating repeatable processes.

Requirements

Candidates should have early-career IT experience and proficiency in troubleshooting macOS and Windows environments. Strong communication skills and familiarity with automation languages like Python, Bash, or PowerShell are required.

Skills

IT support
Help desk
Troubleshooting
MacOS
Windows
Google Workspace
Slack
Python
Bash
PowerShell
Documentation
Automation
Security
Compliance
Jira Service Management

Benefits

Medical insurance
Vision insurance
Dental insurance
Equity
Annual learning support

Visa sponsorship

Not detected in the job text

Keywords

Fintech
IT Operations
Help Desk
MacOS
Windows
Google Workspace
Slack
Python
Bash
PowerShell
Jira Service Management
MDM
SSO
Identity and Access Management
SOC 2
CompTIA A+
Security+
Automation
Compliance
Information Security
Capital Markets
Infrastructure
Technical Support
Documentation

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