IT Analyst

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 [email protected]. 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.