Senior Project Manager

About Us

Founded in Montreal in 2018, nesto is a Canadian fintech company on a mission to make property financing positive, empowering, and transparent from start to finish. We began as a digital mortgage broker and became Canada's leading direct-to-consumer online lending platform. Through Nesto Cloud, our B2B, cloud-native, end-to-end mortgage technology platform, we empower financial institutions, credit unions, and commercial real estate lenders with intelligent automation, real-time compliance, and seamless integrations across the full lending lifecycle. Together with CMLS Financial, we form the Nesto Group: more than $73 billion CAD in residential and commercial mortgages under management, 1,300+ team members, 12 offices across Canada.

Why We Are Hiring

As we partner with more financial institutions to modernize their mortgage operations through Nesto Cloud, we are adding two new Project Manager roles, growing our team from four to six. As Canada's most advanced cloud-based mortgage technology, our SaaS solution offers a best-in-class omnichannel experience. This platform consistently drives volume, boosts productivity, and lowers technology costs.

Work Location and Language Requirements

We are looking for someone in Ontario, with a preference for candidates based in the GTA.

What Success Looks Like

As a Project Manager on nesto's B2B delivery team, you'll lead large, multi-stream SaaS implementation programs for our financial-institution partners. This role combines discovery and implementation ownership, from early requirements through delivery, testing, and post-launch stabilization. You'll partner closely with product, engineering, operations, and leadership to ensure programs are delivered efficiently and all stakeholders remain aligned. In order to be successful:

• You take immediate ownership and drive progress from day one, even when faced with ambiguity.
• You proactively organize work and bring structure where processes don't exist.
• You will identify and help implement foundational product management standards and practices – as the team was established recently, we are still building the infrastructure required for a highly efficient PM organization.
• You ramp up quickly on our SaaS delivery model – enterprise SaaS delivery experience is a must.
• You demonstrate strong learning agility by absorbing large amounts of new information quickly.

What You’ll Be Doing

• Own the end-to-end delivery of enterprise client implementations, from discovery through deployment and post-launch transition.
• Facilitate discovery workshops along side our SMEs and requirements sessions to define scope, dependencies, and timelines.
• Translate business and technical requirements into actionable delivery plans using tools such as Jira and Confluence.
• Coordinate with internal teams (Product, Engineering, QA, Operations) and external vendors to drive progress and resolve blockers.
• Manage project budgets, schedules, and dependencies across multiple workstreams.
• Provide clear, consistent communication to client and internal stakeholders, including weekly status reports, risk logs, and steering committee updates.
• Track project health and proactively identify delivery risks, capacity constraints, and cross-program dependencies.
• Partner with other PMs to align workstreams across major accounts
• Contribute to the evolution of nesto’s delivery framework.

What You Bring

• 7+ years of experience in project management, with at least 3 years in SaaS environments.
• Experience or understanding of non-functional requirements (e.g. monitoring, alerting, high availability, production / cloud operations), relevant to SaaS platforms.
• Direct customer interaction experience, as you'll be responsible for driving customer meetings.
• Strong communication and stakeholder-management skills, confident interfacing with executives, clients, and technical teams.
• Comfortable managing complex, ambiguous programs with many moving parts, and able to bring structure, communication, and predictability to cross-functional teams.
• Advanced organizational skills and the ability to drive coordination across diverse teams.
• Proficiency in project management tools such as Jira, Confluence, Smartsheet, or similar.
• Knowledge of Agile or hybrid delivery models, with the ability to adapt process to context.

Nice-to-Have

• Project management credentials & methods: PMP (Project Management Professional) and Certified ScrumMaster (CSM) and/or other agile PM certifications.
• A technical background, ideally in engineering or a similar adjacent domain.
• Experience working with financial institutions, mortgage or lending technology, or regulated B2B environments.
• Experience using AI tools (Claude, Gemini, etc.) to improve or streamline your work and workflows.

This Role Might Be for You If

• You thrive in ambiguous environments and can drive clarity without a playbook.
• You enjoy building structure from scratch and take pride in leaving things more organized than you found them.
• You lead with a servant-leader mindset – you enable your team rather than manage from above.
• You're motivated by rapid learning and get energized when there's a lot to absorb quickly.
• You welcome high leadership exposure and are comfortable presenting to senior stakeholders.
• You're adaptable and can shift priorities without losing momentum.

You Shouldn’t Apply If

• You don't have proven experience in a SaaS environment, or lack an understanding of operations topics like monitoring, alerting, high availability, and production/cloud operations.
• Your experience is strictly internal. If you've only managed back-office projects or internal tool rollouts, you'll lack the client-facing experience this role requires.
• You need a predefined playbook to succeed. We're building our processes while delivering a massive initiative, so if you need established structures and "perfect" documentation to get started, you'll find our environment frustrating.
• You're coming from a large, rigid corporate environment and are looking for a slow pace or clear departmental boundaries. Our PM scope will likely feel overwhelming.

Interview Process

• Recruiter Screen (30 min): An intro call to learn about your background and give you a real picture of the role.
• Discovery Call (30 min): A conversation with the hiring manager to dig into your experience and assess mutual fit.
• Take-Home Assignment / Case Study: A chance to showcase your skills through a practical exercise relevant to the role.
• Case Study Interview (45 min): A deep dive into your submission, with time to get to know some team members and ask about the role and company.
• Final Interview (60 min): You'll meet with the recruiter and two additional stakeholders for a final conversation before a decision is made.
• Offer Stage: Pending successful background, criminal, and reference checks, you'll receive a formal offer to join the team.

What We Offer

• Comprehensive Health Coverage: Top-tier extended health, dental, and vision coverage, featuring 100% drug coverage.
• Health & Wellness Spending Account: A $1,500 combined annual flex fund for things like gym memberships or extra medical needs.
• Generous Paid Time Off: 4 weeks of vacation plus 8 personal floater days.
• Retirement Savings: Access to a group RRSP/DPSP plan featuring competitive company-matching contributions.
• Telemedicine Services: Access via Dialogue and coverage for licensed practitioner services.
• Family Support: Robust Maternity and Parental Leave Top-Up programs.

Why Join Us

The mortgage industry runs on legacy systems, slow processes, and information nobody can see. We are changing that by building better technology. nesto is a place for builders, problem-solvers, and curious minds – people who move fast, embrace innovation, and believe we're stronger together. This is the place for you if you trust your skills and want to build technology that reshapes an entire industry. An entrepreneurial culture built on trust, speed, uncomfortable ambition, being stronger together, and a relentless obsession with our clients. We also do not think building with AI belongs to engineers. Every function here is expected to automate its own repetitive work, and you will have support to do it.

Our Track Record

• Hypergrowth: Deloitte Fast 50 – 3 years in a row
• Tech community credibility: TechTO Canadian Rocketship 2025
• Industry leadership: CLA Lending Company of the Year – 4 consecutive years
• Talent magnet: CMP Top Mortgage Employer 2025

Diversity and Inclusion

At nesto, we believe that creativity and collaboration are the result of a diverse team. We are committed to fostering a culture of diversity, equity, inclusion, and belonging, and we strongly encourage women, people of color, LGBTQIA+ individuals, and individuals with disabilities to apply. We are committed to creating a workplace that is inclusive and welcoming to all.

Originally posted on Himalayas