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Added 18 mins ago
G
Head of Tax & Asset Compliance
Geotab
Toronto, ON
- Full-time
Culture & Capacity Management: Foster a high-trust, high-accountability team culture focused on customer obsession and rapid iteration while managing team capacity across discovery and…
Added 18 mins ago
G
Head of Tax & Asset Compliance
Geotab
Waterloo, ON
- Full-time
Culture & Capacity Management: Foster a high-trust, high-accountability team culture focused on customer obsession and rapid iteration while managing team capacity across discovery and…
Added 18 mins ago
E
Director of Care - Full time - York
Extendicare
Sudbury, ON · LTC - York (York St.)
- Full-time
…experience. Engagement with residents and families to develop a trust relationship is key to resident satisfaction and achieving our mission…
Added 48 mins ago
C
Senior Product Owner- Digital Banking
CGI
Halifax, NS
- Full-time
We are seeking an experienced and visionary Senior Product Owner to lead and shape the future of our Digital Banking Application tailored specifically for Canadian Credit Unions. This role…
Added 1 hour ago
Technical Account Manager (TAM)
Web Hosting Canada (WHC)
Montreal, QC
Lead customer onboarding, service reviews, and quarterly business reviews with clear, actionable recommendations related to performance, security, reliability, and lifecycle planning.
Added 1 hour ago
BT
Senior Manager Level 3
Baker Tilly Canada
Owen Sound, ON
- Full-time
…and local roots, we combine the scale of a network with the trust of strong relationships. From audit and tax to consulting and specialist advisory services, we help clients navigate…
Added 1 hour ago
IH
Payroll Specialist
Impact HR
AB · Edmonton, AB
- Full-time
…with systems and data. You enjoy being the person colleagues trust with their payroll, benefits and HR questions, and you handle sensitive information with…
Added 1 hour ago
BT
Audit & Accounting Manager
Baker Tilly Canada
Vancouver, BC
- Full-time
…and local roots, we combine the scale of a network with the trust of strong relationships. From audit and tax to consulting and specialist advisory services, we help clients navigate…
Added 1 hour ago
S
Mechanical Program Manager
SCIEX
Vaughan, ON
- $110,000 to $123,000 CAD / year
- Full-time
…life science experts around the world get to answers they can…
Added 1 hour ago
B
Senior Manager, Transaction Tax Services
BDO
Calgary, AB
- Full-time
…exceptional service, helping clients with advice and insight they can trust. In turn, we offer an award-winning environment that fosters a people-first culture with a high priority on your…
Added 1 hour ago
B
Manager, Transaction Tax Services
BDO
Calgary, AB
- Full-time
…exceptional service, helping clients with advice and insight they can trust. In turn, we offer an award-winning environment that fosters a people-first culture with a high priority on your…
Added 1 hour ago
X
Sales Development Representative (Hybrid) (Toronto)
Xe.com
Toronto, ON
- Full-time
…and take ownership of their work. We don’t micromanage. We trust each other to make good calls, take responsibility, and move fast when it counts. And we care about community. Not in a…
Added 1 hour ago
O
Sr. Manager Corporate Development
OpenText
Toronto, ON
- Full-time
Strategic Program Leadership: Lead teams in tackling critical, strategic initiatives through analytical problem solving, effective project management, cross-functional collaboration, and…
Added 1 hour ago
O
Senior Cloud Service Manager- Financial Services
OpenText
Richmond Hill, ON
- Full-time
…experience from onboarding through steady-state operations. You will lead cross-functional teams to ensure service excellence, operational performance, and customer satisfaction while…
Added 1 hour ago
IH
Estimator
Impact HR
Calgary, AB
- Full-time
…Mechanical is looking for a Piping Estimator ready to take the lead on tendering in Calgary, and to grow alongside a company where your work is seen and…
Added 2 hours ago
BC
Manager, After Hours Operations
Brant Community Healthcare System
Brantford, ON
- Full-time
At BCHS, we are driven by a bold vision: To Lead Beyond Care. As a two-site community hospital system in Brantford and Paris, Ontario, we serve with purpose, passion, and a deep commitment…
Added 2 hours ago
BA
Manager, Payment Operations
Borderless AI
Toronto, ON
- Full-time
Borderless AI is looking for a highly organized, detail-oriented Manager, Payment Operations, to help lead our day-to-day payment operations as we scale. You'll manage cross-functional…
Added 2 hours ago
R
Founding Engineer, Build and Deployment
Rainharbor
Toronto, ON
- Full-time
Lead. Grow into the company's technical authority alongside the founders: the voice our clients' technical teams trust, a trusted partner to the founders on the decisions that shape the…
Added 2 hours ago
OT
Sr. Systems Analyst
Open Text Corporation
Mississauga, ON · Waterloo, ON
- Other
Lead the investigation and resolution of complex technical issues, perform root-cause analysis, and coordinate troubleshooting efforts across internal teams, vendors, and stakeholders.
Added 2 hours ago
TC
Residence Worker with Overnight Awake Scheduling, Part-Time
Taproot Community Support Services
Nanaimo, BC
- Part-time
At Taproot Community Support Services, we’re a 100 percent employee-owned organization through an Employee Ownership Trust (EOT). Every employee is an owner from their first day, with a…
Added 2 hours ago
LC
Produce Assistant Department Manager Part Time Day
Loblaw Companies Limited
Calgary, AB
- Part-time
Come make your difference in communities across Canada, where authenticity, trust and making connections is valued – as we shape the future of Canadian retail, together. Our unique position…
Added 3 hours ago
E
Director of Care (DOC) - Full Time (FT) - Vulcan
Extendicare
Vulcan, AB
- Full-time
…experience. Engagement with residents and families to develop a trust relationship is key to resident satisfaction and achieving our mission to provide people with the care they need,…
Added 3 hours ago
TC
Program Coordinator 2, Full-Time
Taproot Community Support Services
Vancouver, BC
- Full-time
At Taproot Community Support Services, we’re a 100 percent employee-owned organization through an Employee Ownership Trust (EOT). Every employee is an owner from their first day, with a…
Added 3 hours ago
H
Controller
Hays
Markham, ON
- $110,000 to $125,000 CAD / year
- Full-time
…grow, they are looking to add an experienced Controller to lead and further develop their accounting…
Added 4 hours ago
TB
Senior Retail Sales Associate
Tailored Brands
Nanaimo, BC
- Full-time
· Engage as a member of a high-performing team through trust, commitment, and a focus on results.

Rainharbor

Founding Engineer, Build and Deployment

Toronto, ON, Canada

Full-time

Apply About employer

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Job details

Job type: Full-time
Apply by: May 1, 2027
Posting language: English
Posted: Nov 2, 2026

Original job description

The short version

We are building software that companies can trust with the written answers they give their customers, where a wrong answer is a broken commitment. You will be the engineer who makes sure it deserves that trust: helping shape the first release as it is built, proving it against its promises, and carrying it into our first clients' own environments. Few roles let one engineer see a product from the first checkpoint to live use, and leave their mark on both.

Why this role exists now

Our product is specified in detail, and its first full release is being built now. You come in before the build's first checkpoint, as the engineer who reads what is built, tells us whether it does what the specification promises, and then carries it into our first clients and stands behind it there. Your judgment shapes how we run the build, and every installation after it.

What we do

We build verification-first document software for United States mid-market companies in compliance-heavy industries, where a written answer to a customer is a commitment. The software runs inside each client's own cloud account. Client content stays within environments the client controls, the software sends nothing out on its own, and a named person at the client reviews every answer before it goes out. The venture is founded by two experienced operators and is in stealth.

What you will do

During the build

Work day to day with the build team: answer technical questions, keep one running log of open questions, decisions, defects and risks, and make sure every technical clarification is written down. Anything touching scope or schedule goes to a founder.
At each checkpoint, read the code, tests and architecture in our repository, and check them against the specification and against criteria written in advance. Flag what is missing or does not behave as promised.
Run our evaluation and acceptance tests at each checkpoint and report the results with evidence.
Turn every defect into a reproducible case built on synthetic data, so no client material is ever needed to fix it.
Recommend acceptance or rejection at each checkpoint. A founder decides.

With our first clients

Run a rehearsal installation in a clean environment: install, upgrade and roll back, and get the installation guide fixed wherever it is wrong.
Install at each client alongside their information technology staff, under access they grant for the session: permissions, networking, sign-in through their identity provider, and the connections the product needs.
Inside each client's environment, prepare their approved content with them and tune the system against our evaluation tool.
Draft the technical sections of the security questionnaires our buyers send us (where data lives, who can access it, encryption, backup and incident response) for a founder's sign-off.

Once clients are live

Run scheduled quality sessions with each client's team, under access they grant for the session. Explain in plain language why the system produced what it did, and propose what should change.
Diagnose problems from logs that by design contain no client content, run the regression check on every release, and guide each client through the upgrades they start.
Bring what you learn at clients back as proposals for what goes into each release.

Where this role can go

The first release is the beginning, not the job. We are building a company that finds where compliance-heavy companies spend their best people's time on written work, and builds products that do that work faster, to a standard those companies can put their name to. Our first product is one of several we plan for the same clients.

As the company grows, this role can grow with it, for the person who shows they are ready:

Find the next problem. Every installation shows you how a company really works. Spot where that work could be done better, and help shape what we build next.
Build, not only check. Take a growing hand in how each new product is designed and built, from the first architecture choices onward.
Bring the frontier in. Track what is new in AI, judge what is genuinely ready for companies that cannot afford a wrong answer, and bring the best of it into our products.
Lead. Grow into the company's technical authority alongside the founders: the voice our clients' technical teams trust, a trusted partner to the founders on the decisions that shape the company, and a leader in how our engineering grows.

None of this is promised on day one. It is the direction we hope the right person grows into, and it is why we call this a founding role. And because your stock option grant is a founding grant, you share in every product we build after the first.

Who this fits

What we need

You have held software you did not write to a specification, and you can describe a release you sent back and why.
You read application code, ideally Python, well enough to check a system you did not write against what it promises, and you can run its build and test suite yourself.
You have installed, upgraded and supported software inside environments you did not control, such as customer cloud accounts or regulated enterprise environments, and you can describe a rollback you performed. Amazon Web Services experience matters most.
You write defect reports, installation guides and questionnaire answers that a reader outside your team can follow cold, in plain language without unexplained jargon.
You are obsessed about client success, your own learning & development, and contributing to winning

Strong pluses

You have measured the output of a search or language model system with test sets and thresholds, rather than judging it by eye.
You have answered security questionnaires for a product you supported, or worked with clients in a regulated industry.
You use AI coding tools daily and check what they produce.
Fluency in English is a must, fluency in Korean is a nice-to-have

You might be a forward-deployed or solutions engineer at a company that deploys into customer cloud accounts, a senior engineer who has moved into delivery, or an independent consultant who has led builds and owned the code review and the installation guide.

How you are paid

This is built for someone who wants to own part of what they build. You receive a significant founding stock option grant, the kind usually reserved for a company's first technical person, vesting over time with acceleration at each milestone. During the build, cash is paid for each checkpoint review you complete, whatever its outcome, and at each client installation that goes live. Once our first clients are live, cash moves to a market day rate. It will not compete with a salary during the build; it is designed to compete on what you own in three years. This is an independent contract engagement to begin with, and the grant is made once our option plan is adopted, subject to board approval. We are hoping you can help grow this role into a full-time position.

How we select

A first conversation. Shortlisted candidates then read part of the specification under a non-disclosure agreement, and the second conversation includes a short practical session: we look together at a small piece of code and ask whether it keeps one of the product's promises, and we talk through what could go wrong at a first installation. Nothing in the process asks for unpaid written work.

Candidates must be legally able to provide services in the United States or Canada. We welcome applicants of every background and consider all qualified candidates without regard to any characteristic protected by law.

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More about this job

Responsibilities

Review code, tests, and architecture against the product specification at build checkpoints, run acceptance evaluations, document defects, and recommend whether releases should be accepted. Rehearse and perform client-environment installations, support configuration and content evaluation, address security questionnaires, and guide clients through quality reviews and upgrades.

Requirements

Candidates should have experience reviewing software they did not write against a specification, reading application code (ideally Python), and running build and test suites. They should also have installed, upgraded, and supported software in customer-controlled or regulated environments, preferably using AWS, and be able to communicate technical findings clearly; experience evaluating language-model outputs and handling security questionnaires is a plus.

Skills

Code Review
Software Testing
Python
Amazon Web Services
Cloud Deployment
Installation and Upgrades
Rollback Procedures
Acceptance Testing
Defect Reporting
Evaluation of Language Models
Security Questionnaires
Identity Provider Integration
Networking
Technical Documentation
Client Support
AI Coding Tools

Benefits

Stock Options

Visa sponsorship

Not detected in the job text

Keywords

Python
Amazon Web Services
Artificial Intelligence
Document Software
Verification-First Software
Code Review
Build and Deployment
Acceptance Testing
Evaluation Tests
Synthetic Data
Cloud Accounts
Client Environments
Installation Guides
Upgrades
Rollback
Identity Providers
Networking
Security Questionnaires
Encryption
Backup
Incident Response
Logs
Regression Testing
Search Systems
Language Models
Test Sets
Evaluation Thresholds
AI Coding Tools
Compliance-Heavy Industries
Regulated Enterprise Environments

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