Senior Technical Project Manager

Toronto, ONSenior7+ years

Managing pricing and rebates shouldn’t be a hassle. Enable’s intelligent platform is built for the speed of today’s market, eliminating disconnects between pricing strategy and rebate execution. We help companies to increase profitability and simplify the complex with accurate, AI-powered insights, real-time performance monitoring, agreement optimization, and simplified rebate management.

After securing $291M in Series A-D funding and acquiring Flintfox in 2025, Enable is positioned for continued, significant growth. Since the launch of our flagship product in 2016, we have been rapidly scaling our client base, product offerings, and built a team of top-tier professionals committed to reshaping the industry.

Want a glimpse into life at Enable? Visit our Life at Enable page to learn how you can be part of our journey.

About Enable Edge

Enable Edge is the AI-native rebate optimization and pricing intelligence platform built for manufacturers, distributors, and retailers. At its core is a machine learning and generative AI engine; but Edge is a full product: backend infrastructure, customer-facing interfaces, design systems, and product logic all working together to deliver decisions that would otherwise take weeks of manual analysis.

We move fast. The problems are hard. The stakes are real. And we're looking for someone to own the operational heartbeat of the entire program.

The Role

This is not a coordinator role. This is not a support function. This is the person who makes the entire Edge program run.

As Senior Technical Program Manager, you will own end-to-end delivery across every discipline that touches Edge: AI/ML engineering, backend, frontend, design, data, DevOps, and product. The AI team sits at the center of what Edge is building, but this role spans the full program. You're the connective tissue between every team, and you're accountable for the whole picture moving forward; not just your slice of it.

You'll work directly with the Edge lead and senior leadership. You'll be expected to bring your own point of view, ask hard questions, and drive the program — not just observe it.

What You'll Own

Program delivery — Maintain a clear, current view of everything in flight across all Edge teams: timelines, milestones, dependencies, and open decisions. If something is off track, you know before anyone else does — and you're already doing something about it.

Accountability and follow-through — Chase down open actions. Hold people to their commitments — across engineering, product, design, and beyond. You're not passive about slippage; you name it, escalate it when needed, and drive it to resolution.

Cross-functional coordination — Connect the dots across every team contributing to Edge. Manage the flow of information so no team is blocked waiting on another, and no dependency is invisible.

Dependency mapping — Identify and actively track cross-team and cross-system dependencies before they become blockers. Build the habit of surfacing risks early.

Stakeholder communication — Translate progress into clear, honest, business-relevant updates for leadership and partners. No spin — just signal.

Process without bureaucracy — Build just enough structure to keep the program moving. Kill anything that slows teams down without adding value.

AI project fluency — Understand the unique delivery challenges of ML and AI work: experiment cycles, model iterations, data dependencies, infrastructure constraints. Adapt planning and expectations accordingly, while keeping all other teams in sync with that reality.

AI-augmented delivery — Actively use AI tools to improve how the program itself is run — planning, automation, risk identification, and decision-making. You're not just managing an AI product; you're expected to bring AI into how you work.

Domain awareness — Develop a working understanding of the rebate optimization and commercial agreement space. Program decisions should be informed by market context and customer needs, not just internal priorities.

What We're Looking For

Experience:

7+ years of program or project management experience, with clear progression in scope and complexity

Proven track record managing cross-functional programs — not just a single team or workstream, but multiple disciplines delivering toward a shared outcome

Strong working knowledge of agile methodologies and SaaS product development lifecycles

Hands-on experience delivering AI projects — traditional ML pipelines, LLM-based products, or both. You don't need to write the models, but you need to understand how they're built, how they're different from standard software delivery, and where they tend to break

A background in software development or computer science is a strong plus — someone who has written code, even earlier in their career, will have a meaningful edge in this role. The ability to look at a technical task and form an independent, credible estimate of its complexity and timeline is essential

Proficiency with modern program and project management tooling — Jira, Asana, Monday.com, or equivalent

Startup experience is required — you know what it means to operate without a playbook, make calls with incomplete information, and ship under pressure

SaaS product environment is a strong plus — ideally B2B

Character:

You chase. Open actions don't age on your watch — you follow up, escalate, and close the loop. People know that if they've committed to something, you'll be back

You hold people accountable — not just your direct reports, but peers, partners, and stakeholders across every level. You do it directly and without drama

You operate with high ownership. You don't wait to be told something is a problem; you already know and you're already working on it

You're direct. You say what you see, especially when it's uncomfortable. Vague updates and diplomatic non-answers are not your style

You lead, you don't just facilitate. You have opinions, you push back when something doesn't make sense, and you drive alignment rather than waiting for it to emerge

You're commercially minded; you connect delivery to outcomes, not just completed milestones

Education:

A degree in business, technology, computer science, engineering or a related field — or equivalent experience that demonstrates the same depth

PMP, PgMP, or equivalent certification is a plus

Total Rewards:

At Enable, we’re committed to your professional development and growth. Starting pay is determined by factors like location, skills, experience, market conditions, and internal parity.

Salary/TCC is just one component of Enable’s total rewards package. Enable is committed to investing in the holistic health and wellbeing of all Enablees and their families. Our benefits and perks include, but are not limited to:

Paid Time Off: Take the time you need to relax and recharge

Wellness Benefit: Quarterly incentive dedicated to improving your health and well-being

Comprehensive Insurance: Health and life coverage for you and your family

Retirement Plan: Build your future with our retirement savings plan

Lucrative Bonus Plan: Enjoy a rewarding bonus structure subject to company or individual performance

Equity Program: Benefit from our equity program with additional options tied to tenure and performance

Career Growth: Explore new opportunities with our internal mobility program

Additional Perks:  

Training: Access a range of workshops and courses designed to boost your professional growth and take your career to new heights 

Pets: Bring your pets to our welcoming, pet-friendly offices

According to LinkedIn's Gender Insights Report, women apply for 20% fewer jobs than men, despite similar job search behaviors. At Enable, we’re committed to closing this gap by encouraging women and underrepresented groups to apply, even if they don’t meet all qualifications.

Enable is an equal opportunity employer, fostering an inclusive, accessible workplace that values diversity. We provide fair, discrimination-free employment, ensuring a harassment-free environment with equitable treatment.

We welcome applications from all backgrounds. If you need reasonable adjustments during recruitment or in the role, please let us know.

This job posting is for a current, existing vacancy.

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