Sr. Product Manager

Lendesk

$102K — $154K *
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of experience as a product manager in B2B SaaS
  • Comfortable with ambiguity and skilled at creating clear paths forward
  • Strong analytical skills to interpret product data for growth-oriented decisions
  • Understanding of fintech regulatory and compliance responsibilities
  • Ability to build trust across diverse functional teams
  • Experience thriving in a remote work environment

Responsibilities

  • Own the strategy and roadmap for your product area from discovery to delivery
  • Build a signal system synthesizing customer and market insights
  • Lead cross-functional teams to maintain alignment throughout the product lifecycle
  • Partner with sales and marketing to execute go-to-market strategies
  • Define and measure growth analytics for your area
  • Develop expertise in the Canadian mortgage industry
  • Contribute to the product team’s methods for leveraging AI

Benefits

  • Comprehensive benefit plan including dental, medical, and vision
  • Remote-first work culture from anywhere in Canada
  • Budget to enhance home office setup
  • Flexible work hours
  • Access to the latest hardware and software tools
  • Funding for continuous development and training
  • Stock purchase program in the parent company
Full Job Description
The Role

We're looking for a Senior Product Manager to own a meaningful area of our product. You'll work within a small, focused team - close to the problem, close to the customer, and close to the decisions that matter. The scope of what you own will be shaped by where the business needs are highest and where your strengths are best applied.

This isn't a role for someone who needs a well-defined playbook handed to them. It's for someone who asks better questions, listens carefully to customers and colleagues, and uses what they learn to build something worth using.

It's also an exciting time to be in product at Lendesk. You'll use AI in your day-to-day workflow and have a genuine opportunity to design and deliver AI-powered solutions for the mortgage industry - a space where that kind of thinking is still early and the upside is real.

What You'll Do
  • Own the strategy and roadmap for your product area: from discovery through delivery and iteration
  • Build and maintain a signal system that brings together customer interviews, analytics, sales insights, and industry research, then turn those signals into clear, actionable recommendations
  • Lead a cross-functional team through discovery, delivery, and iteration - keeping engineering, design, and business stakeholders aligned without losing momentum
  • Partner with sales, marketing, and operations to plan and execute go-to-market motions for new features and releases
  • Develop and own growth analytics for your area: define what success looks like, measure it rigorously, and use it to drive decisions
  • Build genuine expertise in the Canadian mortgage industry - the workflows, the regulations, the competitive dynamics, and the people
  • Contribute to how the product team develops its craft - including how we leverage AI to work smarter


What We're Looking For

This role is probably a strong fit if you:

Are genuinely curious. Not just about the product, but about the industry, the customer, and the problem underneath the problem. You ask questions other people stop asking once they think they know the answer.

Lead with empathy
but balance it with business judgment. You deeply understand the people who use your product and you advocate hard for them. You also know when the right call for the business and the right call for the customer aren't the same thing. You can hold both.

You also bring:
  • 5+ years of experience as a product manager in B2B SaaS, with meaningful time in environments where you had to create direction rather than receive it
  • Genuine comfort with ambiguity; not just tolerance for it, but the ability to turn a messy problem into a clear path forward
  • Strong analytics instincts: you know how to instrument a product, interpret what the data is telling you, and make growth-oriented decisions from it
  • An understanding that in fintech, regulatory and compliance work isn't a side task - it's part of the job, and you take it seriously
  • The ability to earn trust across functions (with engineers, executives, salespeople, and customers) through clear thinking and direct communication
  • Proven ability to thrive in a fully remote environment - you're self-directed, communicate proactively, and don't need an office to do your best work

Nice to Have
  • Experience in mortgage, real estate, or an adjacent regulated industry
  • Familiarity with AI tools in a product or workflow context
  • A business degree (BA or MBA) - though we care more about how you think than where you studied


What We Offer:
  • Competitive salaries
  • Comprehensive benefit plan including dental, medical and vision
  • Remote first, work from where you are in Canada
  • Budget to improve your home office set-up
  • Flexible work hours
  • The latest in hardware and software tools
  • Budget for continuous development and training
  • Stock purchase program in our parent company ("NYSE:RKT")


You must be a current Canadian resident to be considered for this role. A candidate selected for this position must pass a criminal background check.

Lendesk is committed to offering competitive salaries to all our team members. This role has a salary range of $102,500 - $154,000 CAD. For experienced candidates, we typically hire at or near the midpoint of the salary band to ensure there's room for continued growth and development. Compensation is determined based on the skills, experience, and qualifications you bring to the team, as well as the impact you will have on the business and the growth you'll achieve in the role. Throughout your time at Lendesk we'll continue to have conversations about your career development and you'll have the opportunity to build an amazing career with us.

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