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Added 23 days ago
AI
Senior Quality Engineer – Test Automation, AI Testing & Java/Python
Astra-North Infoteck Inc. ~ Conquering today’s challenges, achieving tomorrow’s vision!
Toronto, ON
- Full-time
Quality Engineer – Test Automation, Java/Python & GenAI
Added 22 days ago
KR
Senior BI ETL Developer
KTek Resourcing
Canada
- Contract
…touchpoints. Additional technologies may include Power BI, Python, PowerShell, REST APIs, SFTP, event-driven integration, and metadata or data quality…
Added 22 days ago
KR
Senior Java Software Engineer
KTek Resourcing
Montreal, QC
- Contract
Experience with Python, Spring Boot, and REST API development
Added 22 days ago
A
NPU Diagnostics Software Engineer
AMD
Markham, ON
- $106,400 to $159,600 USD / year
- Full-time
You are a motivated, hands-on engineer who enjoys working close to hardware and solving complex technical problems. You thrive in a collaborative environment, take ownership of your work,…
Added 22 days ago
Information Security Engineer
Take-Two Interactive Software, Inc.
Toronto, ON
…securely develop triple-A game content. The Information Security Engineer will analyze and implement security systems across the Take-Two technology stack. You will collaborate with…
Added 23 days ago
IF
Principal, Software Engineering – InsurTech Finance Core Systems
Intact FC
Toronto, ON · Montreal, QC
- Full-time
We are looking for a Principal Engineer to provide hands-on technical leadership across Intact’s InsurTech Finance Core Systems.
Added 23 days ago
D
Senior Software Engineer (Developer Experience)
DealMaker
Remote, Canada
- Full-time
- Remote
…tooling, harnesses, and environments that make every other engineer faster and more confident in their…
Added 1 month ago
FG
Machine Learning Engineer, Associate Director
Fitch Group, Inc.
Toronto, ON
- Full-time
Machine Learning Engineer, Associate Director – AI Innovation Teams
Added 23 days ago
PX
Staff Machine Learning Engineer – AI & Agentic Systems
Project X Ltd.
Toronto, ON
- Full-time
Advanced Python development with strong production software-engineering practices (testing, CI/CD, Git)
Added 22 days ago
JG
AI Engineer with Python - 8+ Years
J2B Global LLC
Mississauga, ON
- Full-time
Design, build, and deploy Python-based AI/LLM applications using FastAPI/Flask. Develop REST APIs and scalable enterprise solutions. Build AI-powered data analytics and self-service…
Added 22 days ago
Staff/ Sr. Staff HW Test Automation Engineer
Lightmatter
Toronto, ON
As a Hardware Test Automation Engineer you'll have the opportunity to work across some combination of: an internal test software framework (Java/Python-based), industry-standard ATE test…
Added 22 days ago
L
Staff/ Sr. Staff HW Test Automation Engineer
Lightmatter
Toronto, ON
- Full-time
As a Hardware Test Automation Engineer you'll have the opportunity to work across some combination of: an internal test software framework (Java/Python-based), industry-standard ATE test…
Added 22 days ago
A
Forward Deployed Engineer
Arcadia
Toronto, ON
- $120,000 to $150,000 CAD / year
- Full-time
We are working with a fast-growing AI software company, and they are looking to hire a Forward Deployed Engineer in Toronto to help bring AI into real-world healthcare environments. It's AI…
Added 22 days ago
L
Staff/ Sr. Staff HW Test Automation Engineer
Lightmatter
Toronto, ON
- Full-time
As a Hardware Test Automation Engineer you'll have the opportunity to work across some combination of: an internal test software framework (Java/Python-based), industry-standard ATE test…
Added 23 days ago
PX
Staff Machine Learning Engineer – AI & Agentic Systems
Project X
Toronto, ON
- Full-time
Advanced Python development with strong production software-engineering practices (testing, CI/CD, Git)
Added 22 days ago
CT
Martech Platform Engineer - 12- Months Contract
Canadian Tire Corporation
Toronto, ON
- Full-time
…Optimizer (AJO), and Customer Journey Analytics (CJA) Platform Engineer to design, build, and support customer data and activation solutions across the Adobe Experience Cloud…
Added 22 days ago
FE
Senior RPA Automation Engineer
Future Electronics
Kirkland, QC
- Full-time
…business processes across the organization. As a Senior Automation Engineer, you will lead the full lifecycle of automation initiatives - from process discovery and solution design to…
Added 22 days ago
RL
Optical Engineer I
Rocket Lab
Toronto, ON
- Full-time
Based out of Rocket Lab's site Sinclair Interplanetary in Toronto, Ontario, Canada, the Optical Engineer I reports to the optical lead and is responsible for supporting development and…
Added 23 days ago
CT
Martech Platform Engineer - 12- Months Contract
Canadian Tire Corporation
Toronto, ON
- Full-time
…Optimizer (AJO), and Customer Journey Analytics (CJA) Platform Engineer to design, build, and support customer data and activation solutions across the Adobe Experience Cloud…
Added 22 days ago
S
Principal Site Reliability Engineer
Saviynt
Vancouver, BC
- $260,000 to $275,000 CAD / year
- Full-time
Strong programming skills in Go (Golang) and Python, with experience building robust, maintainable backend services and automation
Added 22 days ago
LD
Systems Engineer II
Leonardo DRS
Ottawa, ON · Kanata, ON
- Full-time
Reporting directly to the Manager, Systems Engineering, the Systems Engineer is responsible for the design, development, integration, verification, and validation of complex communications…
Added 22 days ago
LD
Systems Engineer
Leonardo DRS
Ottawa, ON · Kanata, ON
- Full-time
Reporting directly to the Manager, Systems Engineering, the Systems Engineer is responsible for the design, development, integration, verification, and validation of complex communications…
Added 22 days ago
N
Staff Engineer - Inference /AI
Nutanix
Vancouver, BC
- $171,000 to $257,000 CAD / year
- Full-time
Production experience developing backend systems using Go, Python, C++, or Rust.
Added 22 days ago
P
Drilling Optimization Engineer (EIT)
Pason
Calgary, AB
- Full-time
The Drilling Optimization Engineer in Training (EIT) will work with a diverse set of stakeholders at Pason, including senior Engineers, Account Managers, R&D, product managers, and our…
Added 23 days ago
Systems Engineer II
Leonardo DRS, Inc.
Ottawa, ON · Kanata, ON
Reporting directly to the Manager, Systems Engineering, the Systems Engineer is responsible for the design, development, integration, verification, and validation of complex communications…

DealMaker

Senior Software Engineer (Developer Experience)

Remote, Canada

Remote

Full-time

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Job details

Job type: Full-time
Workplace: Remote
Posting language: English
Posted: Sep 14, 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

DealMaker is building the infrastructure behind online capital raising. Our engineering org is investing heavily in AI across the development lifecycle, from how code moves through review to how developers get a working environment. This role owns a meaningful slice of that investment: the tooling, harnesses, and environments that make every other engineer faster and more confident in their changes

What You'll Do

AI in the engineering lifecycle

Automate the PR-to-merge path: define what "good" looks like and use AI to remove manual steps.
Improve the quality of AI-generated QA plans and measure how well they actually cover our changes.
Build evaluation coverage for AI-powered product features so a prompt or tool change can't ship without passing a graded test set.
Track what each AI workflow costs and which model or tool it should be using.
Maintain our internal AI workflow library: retire overlap, cut what's unused, improve what stays.

Testing risky paths

Build test harnesses for scenarios that are hard to set up manually, like email delivery or investor checkout.
Cut test wall-clock time by running only the tests a change actually affects, and report the time saved.

Developer and agent environments

Deliver isolated local environments (macOS and Linux) so a developer can run two changes at once without collision.
Cut cloud coding-agent startup from minutes to seconds; make targeted test runs and linting reliable in those environments.
Work out how credentials and network access get provisioned for agent environments, including where a vendor can't yet do it securely.

Measuring developer experience

Define the small set of numbers we manage to (e.g., time-to-first-shipped-change for new hires, local environment reliability, CI duration, flaky-test count), instrument them, and report monthly.

What Skills You Need

Strong hands-on engineering background with CI/CD, developer tooling, or testing infrastructure, you've built and shipped this kind of thing, not just used it.
Self-starter who drives initiatives on their own. This is a small team, so you'll set your own roadmap and work directly with engineers across the org to get buy-in.
Practical experience using AI tools inside a real engineering workflow (coding agents, AI-assisted QA/eval, prompt-driven automation), with concrete examples of what worked and what didn't.
Comfort defining a metric, instrumenting it, and using it to drive a decision.
Judgment for cost/quality tradeoffs on tools and models, this role reviews and changes what the team spends on AI, not just what it uses.
Bias to build the smallest thing that removes the manual step, not the most complete framework.

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.

Apply About employer

More about this job

Responsibilities

You will build and maintain the infrastructure, tooling, and AI-driven workflows that enhance developer productivity and environment reliability. This includes automating the PR-to-merge path, developing test harnesses for complex scenarios, and instrumenting key developer experience metrics.

Requirements

The ideal candidate has a strong hands-on background in CI/CD, developer tooling, or testing infrastructure with practical experience using AI tools in engineering workflows. You must be a self-starter capable of defining roadmaps and making cost-effective decisions regarding tool and model selection.

Skills

CI/CD
Developer tooling
Testing infrastructure
AI workflow automation
Python
Software engineering
Test harness development
System architecture
Metrics instrumentation
Cloud environments
macOS
Linux
Prompt engineering
QA automation

Benefits

Competitive compensation
Equity
Medical insurance
Vision insurance
Dental insurance
Annual learning support

Visa sponsorship

Not detected in the job text

Keywords

Fintech
Capital markets
CI/CD
Developer experience
AI
Automation
Test harness
QA plans
Cloud coding
Infrastructure
Tooling
Metrics
Engineering lifecycle
Prompt-driven automation
Software development
DevOps
System reliability
Tech startup

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