A leading technology firm in Toronto is seeking a Senior Technical Product Manager to drive the technical product strategy on their core platform. You will integrate complex technical systems with business outcomes while collaborating with engineering and data teams. The ideal candidate should have 5+ years of experience in product management, a deep understanding of technical systems, and a strong ability to utilize AI tools. This role offers a high-energy, collaborative environment and various benefits, including equity and vacation. #J-18808-Ljbffr
About Us
We exist to modernize the way that vendors and property managers work together. We do this by building a complete vendor lifecycle management solution, purpose-built for the world of commercial real estate. Today, over 10,000 buildings and 70,000 vendors rely on VendorPM for credentialing, tendering, and contract management. We drive serious efficiency and cost savings for property managers, while unlocking growth opportunities for vendors across North America.
We’re one of Toronto’s fastest-growing startups, a certified “Great Place to Work,” and recognized in 2023, 2024 and 2025 as one of the Best Workplaces in Canada. Backed by world-class SaaS and PropTech —investors-Bessemer Venture Partners, the former CEO of Twitter, Prudence VC, and Navitas Capital— we’re just getting started.
Our team is scrappy, resourceful, and laser-focused on impact. If you’re someone who thrives in fast-moving environments, loves turning ideas into action, and wants to grow alongside the business you’re helping build, we want to hear from you.
The Role
The Senior Technical Product Manager will help drive and execute on the technical product strategy for VendorPM's core platform and AI‑powered vendor solutions. You'll own the intersection of complex technical systems and business outcomes, working across engineering, data, and sales teams to ship features that modernize how property managers work with vendors.
This is not a role for someone who wants to write requirements and hand them off. You'll dig into database schemas, debug API integrations, and partner directly with engineers to solve hard problems. You'll bring structure to ambiguity, turning strategic priorities into executable plans while maintaining the flexibility to pivot when you learn something new.
We're building technical products in a regulated, relationship-driven industry. You'll need genuine curiosity about how AI models/LLMs, data pipelines, and vendor compliance systems actually work—not just what they do. We also expect you to actively use AI tools in your own workflow. If you're not already experimenting with Cursor, Claude, or similar tools to accelerate your work, this probably isn't the right fit.
What you’ll be doing
Technical Strategy & Systems Thinking
Own product areas spanning vendor data infrastructure, AI‑powered pricing/benchmarking, and compliance management systems
Define technical requirements that account for data dependencies, integration constraints, and architectural trade-offs
Translate business objectives into technical roadmaps with clear dependencies and milestones
Execution & Cross-Functional Delivery
Drive features from discovery through launch, partnering with engineering to scope work accurately and identify technical risks early
Build and maintain evaluation frameworks for AI features—you'll define what "good" looks like and how we measure it
Own cross‑functional coordination across engineering, design, data, and GTM for your product areas
Establish and improve product development processes that enable accountability without bureaucracy
Create visibility into progress through documentation, roadmap management, and stakeholder communication
Work directly with external partners and data sources, navigating integration complexity and compliance requirements
AI-Driven Product Process
Evolve how we build products using AI tools—from discovery and documentation to prototyping and validation
Experiment with and operationalize LLM-based workflows, MCP integrations, and AI coding assistants (Cursor, Lovable, etc.) to accelerate the product development lifecycle
Define when AI‑assisted approaches add value versus when they don't, building team intuition through experimentation
Stay current on emerging AI tooling and bring relevant innovations back to the team
What You'll Work On
You’ll own product areas that lay the foundation for agentic procurement—a future where AI handles routine vendor management tasks end‑to‑end while property managers focus on relationships and exceptions.
Near-Term Roadmap
Vendor data infrastructure and schema design, AI‑powered pricing and benchmarking, vendor search and matching algorithms, compliance management systems, and role‑based access control.
Data & Systems
You’ll help establish how data flows into, through, and out of the platform—cleaning up pipelines, building reporting infrastructure, and extending data access to teams that need it. This includes standing up BI dashboards for Sales, enabling self‑serve analytics for internal stakeholders, and ensuring data quality supports both product decisions and customer‑facing features.
Agentic Procurement
Designing AI systems and agents to alleviate customer pain points, helping drive data architecture that enables reliable AI decision‑making, and defining human‑in‑the‑loop patterns that balance automation with appropriate oversight.
What We Value
Intensity & Rigor
You operate at high energy with meticulous attention to detail. You think through edge cases before they become production issues. Your PRDs are tight, your tickets are unambiguous, and your stakeholder updates are crisp. You hold yourself to a high standard and it shows in the quality of your work.
Default to Curiosity
You're excited by tough problems, not intimidated by them. When you hit a wall, your instinct is "yes, and" rather than "no, because." You ask questions until you understand how systems actually work—not just what they're supposed to do. You're solution‑focused and energized by the puzzle of making complex things simple.
Extreme Ownership
Problems are yours to solve, full stop. You don't wait for permission or point fingers when things break. If something is blocking progress, you find a way around it. If a decision needs to be made, you make it and own the outcome. If you learn new information, you course‑correct quickly.
What we are looking for
5+ years in product management, with at least 2 years in technically complex environments (APIs, data systems, AI/ML features)
Demonstrated ability to dive into technical details - you've read API docs, written SQL queries, or debugged integration issues alongside engineers
Track record of shipping AI‑powered or data‑intensive products, with experience defining success metrics and evaluation approaches
Deep knowledge of Jira: You've configured workflows, managed complex backlogs, built dashboards, and used advanced features (automation rules, custom fields, JQL) to create visibility and drive execution
Active experimentation with AI development tools: You use LLMs in your daily workflow and have hands‑on experience with tools like Cursor, Claude, ChatGPT, Lovable, or similar - you understand their capabilities and limitations
Fluency in databases and BI tools: You're comfortable writing queries, building dashboards, and setting up reports in tools like Metabase, Sigma, Heap, Looker, or similar—you don't wait for a data team to answer your questions
Strong documentation discipline: Experience writing comprehensive PRDs, technical specs, and process documentation in Notion, Confluence, or similar systems—you believe good documentation is a competitive advantage
Strong systems thinking: you naturally see dependencies, feedback loops, and second‑order effects
Proven ability to collaborate across engineering, design, data, and business stakeholders
Comfort with ambiguity and rapid iteration—you make decisions with incomplete information and adjust as you learn
What’s In It For You
In‑Person, High‑Energy Environment: Our downtown Toronto office is a hub of collaboration, focus, and innovation. We are a hybrid company because we believe the best work happens when brilliant minds come together.
Join a team of high‑caliber, like‑minded professionals who take pride in their work and push each other to achieve the seemingly impossible.
We are relentless in our pursuit of success. If you thrive in an environment where hard work, determination, and deep domain expertise are celebrated, you’ll love it here.
3 weeks vacation, 8 wellness days to recharge, Benefits, Equity, Employer top‑up for maternity and parental leave, company and team socials
We are growing fast, and this is your chance to grow with us. The work you do here will have real impact on the industry and your career trajectory.
Bonus if you have
Experience in PropTech, construction, and/or B2B marketplaces
Background in vendor management, compliance systems, or multi‑sided platforms
Familiarity with LLM‑based products, RAG systems, or context engineering
Familiarity/recent experience driving AI evaluations in partnership with data/engineering teams
Hands‑on experience with rapid prototyping tools (Lovable, v0, Bolt) for validation
Experience with enterprise sales cycles and complex customer environments
Startup experience, particularly in companies navigating product‑market fit
Interview Process
We want to be a surprising and exciting place, but we also want you to know what to expect on your journey, starting with the interview process:
Interview Process Step 1: Google Meets exploratory call with HR.
Interview Process Step 2: Interview with Co‑Founder, COO
Interview Process Step 3: Assignment
Interview Process Step 4: Presentation to Panel – Co‑Founder, COO & other stakeholders
Notes
This posting is for a current opening
Artificial intelligence (AI) is not used at any stage of the hiring process for this role. All applications are reviewed, assessed, and selected by real people. We are committed to a fair and transparent hiring process.
We are committed to providing an inclusive, accessible environment where all employees and clients feel valued, respected and supported. We aim to build a workforce that reflects the diversity of our communities, and to create an environment where every employee has the opportunity to reach their potential.
#J-18808-Ljbffr
The Role
The Vice President of Engineering will partner with the founders and product leadership to build the engineering organization that takes VendorPM to its next stage of growth. You'll report directly to the COO and own technical architecture, engineering culture, and delivery execution.
We've moved fast and hit our growth stride with signed enterprise customers, and built a platform that 10,000+ buildings and 70,000 vendors depend on daily. That speed created a strong foundation—and also the kind of technical and process debt you'd expect from a company that prioritized shipping over polish. Now we need a leader who can build the engineering maturity and discipline to support the next phase: larger customers, more complex requirements, and a product vision centered on agentic procurement.
This is a hands‑on leadership role. You'll update code standards, make architectural decisions you can defend technically, and work directly with engineers to solve hard problems. But you'll also shape the longer‑term vision—building toward AI systems that handle routine vendor management tasks end‑to‑end while making nuanced judgment calls about when to pay down debt, when to refactor, and when to ship.
You’ll join a company with strong product leadership, a clear strategic direction, and founders who are deeply involved in the business. What we need is an engineering leader who can match that clarity on the technical side—someone who can build a culture of ownership, quality, and velocity that scales with us.
We expect you to be hands‑on with AI tooling. If you're not already using Cursor, Claude, or similar tools to accelerate your own work and thinking about how AI changes engineering team productivity, this isn't the right fit.
What we are looking for
Deep experience (10‑15 years) building or significantly improving an engineering organization—you've shaped culture and process, not just inherited a working machine
Deep technical fluency with modern web architectures—you've built and scaled systems on AWS/GCP with Node.js/TypeScript, GraphQL, React, and PostgreSQL
Track record of improving engineering delivery predictability and quality while maintaining team morale and velocity
Hands‑on leadership style—you stay close to the code and can contribute technically when needed
Experience integrating AI/ML capabilities into production systems
Comfort with ambiguity and competing priorities: you've worked in startups or growth‑stage companies where judgment matters more than playbooks
Strong opinions on engineering culture and process, informed by experience with what actually works
What you’ll be doing
Technical Leadership
Own architectural decisions across our platform—you’ll need to understand our NestJS/PostgreSQL/Apollo GraphQL/React stack deeply enough to guide its evolution and make build‑vs‑buy decisions
Drive the technical strategy for AI integration, including evaluating when to extend our TypeScript stack versus introducing Python or other languages better suited for AI/ML and data‑intensive workloads
Make nuanced tradeoffs between paying down technical debt and shipping features—and build team judgment for making these calls well
Building Engineering Culture
Lead a team of ~10 engineers and set the bar for what great engineering looks like at VendorPM—we believe strong engineering culture is built through in‑person collaboration, whiteboarding sessions, and solving hard problems together
Shift team structure and processes toward true full‑stack ownership, moving away from rigid frontend/backend distinctions that create handoff friction and limit engineer growth
Build processes that create accountability and visibility without bureaucracy—sprint planning, estimation, and delivery tracking that enable engineers to own outcomes, not just tasks
AI‑Forward Development & QA Practice
Establish practices for AI‑assisted development across the engineering team—we expect engineers to leverage tools like Cursor, Claude, and Copilot to accelerate their work
Build QA and testing approaches that account for AI‑generated code: review practices, test coverage expectations, and quality gates that maintain standards while capturing productivity gains
Evaluate and integrate AI tooling into CI/CD, code review, and documentation workflows where it adds genuine value
Delivery & Execution
Own engineering delivery against product roadmap commitments with realistic estimation and clear communication when plans change
Partner with Product on technical discovery to identify architectural prerequisites and risks before work enters sprints
Build the muscle for shipping reliably—we want a team that hits its commitments and knows how to scope appropriately
What You’ll Work On
Near‑Term (Q1‑Q2 2026)
Compliance system evolution: Our compliance domain is central to the product and needs architectural improvement to support building‑specific requirements and clearer data models
Role‑based access control (RBAC): Solution is designed and ready for execution—needs engineering leadership to ship well
Vendor data model improvements: Evolve our vendor data model to support the complexity of how enterprise PMCs categorize and manage vendors
Engineering process foundations: Implement sprint planning, backlog management, and delivery practices that create predictable output
Medium‑Term
AI infrastructure: Extend our AI assistant capabilities, improve document parsing accuracy, and build the foundation for agentic procurement features
Integration platform: Build robust patterns for ERP integrations (Yardi, MRI) that scale across customers
Platform scalability: Address performance and architecture needs as we grow into larger enterprise deployments
The Bigger Picture
You’ll help build toward agentic procurement—a future where AI handles routine vendor management tasks end‑to‑end while property managers focus on relationships and exceptions. That vision requires thoughtful architectural decisions today, and an engineering organization capable of building sophisticated AI‑powered features reliably.
What We Value
Intensity & Rigor
You operate at high energy with meticulous attention to detail. You think through edge cases before they become production issues. Your architectural decisions are defensible, your code reviews are thorough, and your team communications are crisp. You hold yourself to a high standard and it shows in the quality of what your team ships.
Default to Curiosity
You’re excited by tough problems, not intimidated by them. When you hit a wall, your instinct is \"yes, and\" rather than \"no, because\". You dig into systems until you understand how they actually work—not just what they’re supposed to do. You’re energized by the puzzle of making complex things simple and you build teams that think the same way.
Extreme Ownership
Problems are yours to solve, full stop. You don’t wait for permission or point fingers when things break. If something is blocking progress, you find a way around it. If a decision needs to be made, you make it and own the outcome. If you learn new information, you course‑correct quickly—and you build a team culture where everyone operates the same way.
Bonus If You Have
Experience in PropTech, real estate, or B2B marketplaces
Background with compliance systems, credentialing, or multi‑sided platforms
Hands‑on experience with LLM‑based features, RAG systems, or AI agents in production
Experience building hybrid TypeScript/Python architectures for AI‑intensive applications
Experience preparing engineering organizations for significant scale or exit
What's In It For You
Equity – Meaningful ownership in what you help build
Comprehensive health benefits, including dental, vision, and life insurance
In‑Person, High‑Energy Environment: Our downtown Toronto office is where the work happens. We’re an in‑person company because we believe the best engineering culture is built through real‑time collaboration—whiteboarding, pair programming, and solving hard problems together.
4 weeks vacation + wellness days
Employer top‑up for maternity and parental leave
Regular team events and a close‑knit culture
Interview Process
We want to be a surprising and exciting place. But we also want you to know what to expect on your journey, starting with the interview process. Here’s what getting to know us will look like:
Interview process step 1: Google Meets call with Recruiter
Interview process step 2: Interview with the Hiring Manager
Interview process step 3: Technical Interview with Product Consultant
Interview process step 4: Take home assignment
Interview process step 5: In office meet the team
Notes
This posting is for a current opening
Artificial intelligence (AI) is not used at any stage of the hiring process for this role. All applications are reviewed, assessed, and selected by real people. We are committed to a fair and transparent hiring process.
We are committed to providing an inclusive, accessible environment where all employees and clients feel valued, respected and supported. We aim to build a workforce that reflects the diversity of our communities, and to create an environment where every employee has the opportunity to reach their potential.
#J-18808-Ljbffr
A growing technology company based in Toronto is seeking a Vice President of Engineering to lead the engineering organization. You will be responsible for architectural decisions, improving delivery predictability, and building a strong engineering culture focused on AI integration. The ideal candidate will have 10-15 years of experience and a collaborative leadership style. This role offers competitive equity and benefits, including comprehensive health insurance and generous vacation time. #J-18808-Ljbffr
A leading technology firm in Toronto is seeking a Senior Technical Product Manager to drive the technical product strategy on their core platform. You will integrate complex technical systems with business outcomes while collaborating with engineering and data teams. The ideal candidate should have 5+ years of experience in product management, a deep understanding of technical systems, and a strong ability to utilize AI tools. This role offers a high-energy, collaborative environment and various benefits, including equity and vacation. #J-18808-Ljbffr
About Us
We exist to modernize the way that vendors and property managers work together. We do this by building a complete vendor lifecycle management solution, purpose-built for the world of commercial real estate. Today, over 10,000 buildings and 70,000 vendors rely on VendorPM for credentialing, tendering, and contract management. We drive serious efficiency and cost savings for property managers, while unlocking growth opportunities for vendors across North America.
We’re one of Toronto’s fastest‑growing startups, a certified “Great Place to Work,” and recognized in 2023, 2024 and 2025 as one of the Best Workplaces in Canada. Backed by world‑class SaaS and PropTech investors – Bessemer Venture Partners, the former CEO of Twitter, Prudence VC, and Navitas Capital – we’re just getting started.
Our team is scrappy, resourceful, and laser‑focused on impact. If you’re someone who thrives in fast‑moving environments, loves turning ideas into action, and wants to grow alongside the business you’re helping build – we want to hear from you.
Role
As a Staff Engineer at VendorPM, you’ll be a senior individual contributor (70‑80%) with technical leadership responsibilities (20‑30%). This is a hands‑on engineering role where you’ll design, build, and scale backend systems that power our marketplace. At the same time, you’ll help shape the technical direction of the platform – from defining our architecture roadmap to introducing AI‑enabled development practices and improving our engineering processes.
You will report directly to the VP of Engineering and play a key role in building the future of technology at VendorPM. We’re looking for someone who thrives in autonomous, self‑sufficient teams and gets excited about solving real‑world problems.
What you’ll be doing
Individual Contribution (70–80%)
Able to effectively use AI‑enabled tooling in day‑to‑day IC tasks.
Design, develop, and maintain project features and services using Node.js, TypeScript and similar programming languages with performance and scale as the core of system design thinking.
Expertise and understanding of REST, GQL, PostgreSQL (RDS), AWS, ECS, CI/CD, and security practices.
Contribute directly to core feature development, performance improvements, and refactoring initiatives.
Ensure the platform meets high standards of security, scalability, and reliability.
Technical Leadership (20–30%)
Own and evolve the technical vision for our platform – from current architecture to future re‑architecture proposals, balancing ROI, risk, and strategic value with the ongoing Product Roadmap.
Structure and organize our codebase and service modules, defining clear ownership boundaries within teams.
Review and approve project‑based technical solution documents/designs, ensuring they meet performance and scalability goals.
Contribute to process improvements – from release management, code review, and deployment pipelines to AI‑enabled coding practices.
What we are looking for
7+ years of professional software development experience, with strong focus on backend systems using Node.js.
Deep expertise in Node.js and TypeScript, including asynchronous programming and event‑loop fundamentals.
Strong foundation in system design, API architecture, and scalable service development.
Proven experience with PostgreSQL and query optimization.
Hands‑on experience with AWS (RDS, Lambda, ECS/Fargate, CI/CD pipelines).
Familiarity with NestJS, Express, and GraphQL.
Demonstrated experience modernizing or re‑architecting legacy systems.
Track record of influencing engineering culture and raising quality standards.
Comfortable connecting technical decisions to business outcomes and ROI.
Excellent collaborator and communicator, able to align technical and product priorities.
What’s In It For You
In‑Person, high‑energy environment: Our downtown Toronto office is a hub of collaboration, focus, and innovation. We are a hybrid company because we believe the best work happens when brilliant minds come together.
Join a team of high‑caliber, like‑minded professionals who take pride in their work and push each other to achieve the seemingly impossible.
We are relentless in our pursuit of success. If you thrive in an environment where hard work, determination, and deep domain expertise are celebrated, you’ll love it here.
3 weeks vacation, 8 wellness days to recharge, benefits, equity, employer top‑up for maternity and parental leave, company and team socials.
We are growing fast, and this is your chance to grow with us. The work you do here will have real impact on the industry and your career trajectory.
EEO Statement
This posting is for a current opening.
Artificial intelligence (AI) is not used at any stage of the hiring process for this role. All applications are reviewed, assessed, and selected by real people. We are committed to a fair and transparent hiring process.
We are committed to providing an inclusive, accessible environment where all employees and clients feel valued, respected and supported. We aim to build a workforce that reflects the diversity of our communities, and to create an environment where every employee has the opportunity to reach their potential.
#J-18808-Ljbffr
Execute the product strategy for a leading vendor management platform. Utilize AI tools to enhance vendor interactions and compliance management.
As a Senior Technical Product Manager, you will focus on developing innovative solutions that streamline vendor management in the commercial real estate sector. This role blends technical and business skills, allowing you to dive deep into API interactions and data flows while driving product features from conception through launch. Your input will significantly influence vendor efficiencies and compliance operations across the platform.
Key Responsibilities:
• Manage AI-driven product features and compliance systems
• Collaborate with engineering to define project scope and timelines
• Monitor progress and communicate insights to stakeholders
• Improve product development processes for accountability
• Develop frameworks for effective product evaluation
Requirements:
• 5+ years of product management experience with technical focus
• Proven ability in managing APIs and data systems
• Experience with AI development tools for operational workflows
• Deep knowledge of Jira for backlog management
• Strong analytical skills with a solid documentation background
Drive meaningful enhancements in vendor compliance and management through innovative AI-driven solutions.
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Drive engineering strategy and culture as VP of Engineering. Elevate processes, integrate AI capabilities, and lead teams in a hands-on technical environment.
This influential position works directly with founders to build an effective engineering organization. With 10-15 years of experience, you’ll focus on addressing both technical and process challenges while boosting team engagement and output. Your experience with modern web architectures will be pivotal in fulfilling complex requirements in a growth-stage company.
Key Responsibilities:
• Own technical architecture and decision-making
• Integrate AI tools into engineering workflows
• Cultivate a high-performing engineering culture
• Oversee delivery aligned with product goals
• Partner with Product on risk evaluation and architecture
Requirements:
• 10-15 years building engineering organizations
• Deep knowledge of AWS/GCP and modern tech stacks
• Experience boosting delivery quality and speed
• Hands-on approach and collaborative mindset
• Comfort with evolving engineering challenges
Lead your teams towards successful implementation of strategies and technological advancements that elevate the entire organization.
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Become a Technical Leader in backend development, focusing on Node.js and TypeScript to enhance a leading vendor management platform. Influence the technical direction while solving real-world challenges.
As a Staff Engineer, you will balance hands-on development and strategic technical leadership. Your core duties will involve designing scalable backend systems, integrating AI tooling, and refining engineering processes. You’ll collaborate with the VP of Engineering to shape the architectural roadmap and improve service delivery.
Key Responsibilities:
• Lead backend system design and maintenance
• Drive core feature development and performance improvements
• Refine and update the technical vision of the platform
• Ensure security and scalability in system design
• Oversee project review and process enhancements
Requirements:
• 7+ years of backend software development
• Proficient in Node.js and TypeScript programming
• Strong capability in API design and architecture
• Experienced with PostgreSQL and AWS services
• Excellent at aligning technical and product goals
Join a passionate team and be a part of impactful engineering practices designed for growth and innovation.
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