Caseware combines over 35 years of industry expertise with AI-powered technology to transform how audit and accounting professionals work. Serving organizations across 130 countries, we bring intelligent automation directly into audit and financial reporting workflows—helping professionals reduce manual work, navigate complexity, and focus on informed decisions. Join our global team and help build technology that strengthens trust in financial information.
Building something great is only half the job. The other half — deciding who it's for, proving it's worth paying for, and making sure it actually catches on — is just as hard, and just as often gotten wrong. This role owns that other half.
You'll take a product from “we think this could work” to “we know it works, and here's the number that proves it.” You'll define who it's for, sharpen how we talk about it, help price it right, run the beta that tells us the truth, launch it, watch what actually happens, and feed everything you learn straight back into what we build next. Nobody hands this role a finished plan. You build it — end to end.
❗This is a full-time, permanent position.
❗This is a new role.
📍 Location:
This is a hybrid role, requiring the successful candidate to work 3 days a week in our Toronto office located at 351 King Street East, Toronto, Ontario.
What you will be doing:
Dig into who a new capability is really for — which users, which behaviors, which unmet need — before the roadmap hardens around a guess
Turn scattered signals (usage data, sales conversations, support tickets) into a sharp, specific point of view on the target user that the whole team can rally around
Define the positioning: what this is, why it matters, and why now — the story that has to be true before anyone can sell or explain it well
Make it concrete enough that sales, support, and leadership all end up telling the same story, without needing a script
Work through the monetization question early: what's this worth, to whom, and how should it be packaged or priced
Bring real analysis to that conversation — usage patterns, willingness-to-pay signals, comparable value — instead of “what feels right”
Design and run the beta program: pick the right users, define what success actually looks like up front, and resist the urge to declare victory early
Turn beta feedback into a real go/no-go call, backed by data, not enthusiasm
Own the launch and the metrics that tell you whether it's working — adoption, retention, revenue impact, whatever matters for this bet
Build the reporting that makes this visible to leadership without anyone having to ask
Turn user feedback and post-launch data into a clear, prioritized set of changes for the product team — not just a pile of quotes
Make sure what you learn on this launch makes the next one sharper
Know the User Before Anyone Else Does
Shape How We Talk About It
Price It Like You Mean It
Run the Beta That Tells the Truth
Launch It, Then Actually Watch What Happens
Close the Loop
What you will bring:
3–5 years of experience touching at least part of this arc already: user research, positioning, pricing, beta programs, or launches
Strong analytical foundation — comfortable with SQL/Excel or equivalent, and genuinely good at turning data into a decision, not just a chart
Excellent storytelling instincts — can turn “here's what the data shows” into a narrative people remember and repeat
Comfort owning the whole arc — from “who is this for” to “did it actually work” — instead of one slice of it
A genuine dual fluency: rigorous enough that people trust your numbers, persuasive enough that people remember your story
A bias to ship, test, and learn quickly, rather than wait for a certainty that never quite arrives
Real passion for this kind of work, paired with the autonomy to run with it — you don't need someone checking in to know what's next
Background in product management, growth, or product marketing
Experience with monetization or pricing strategy
B2B SaaS or enterprise software experience
Table stakes
What actually differentiates candidates
Nice-to-have
What's in it for you:
Shape what’s next with AI: Help transform audit and accounting through AI-powered technology. Explore new ways to bring AI into our own workflows, rethink how work gets done, and turn ideas into meaningful improvements for our teams and customers.
Make an impact that matters: Contribute to solutions that help professionals navigate complexity, make informed decisions, and strengthen trust in financial information around the world.
Bring your voice. Expand your perspective: Collaborate with a diverse global team where your ideas are valued, knowledge is shared, and different perspectives lead to better outcomes.
Build a career that grows with you: Develop your skills, take on new challenges, and explore career opportunities as our business and technology evolve.
Thrive at work and beyond: Enjoy competitive compensation, comprehensive benefits, recognition programs, and performance bonuses, alongside flexible work options, remote opportunities, and generous time off.
We’re committed to building teams as diverse as our customers through equitable and inclusive hiring. We welcome candidates of all backgrounds. If you need accommodations or have questions at any stage of the application or interview process, contact our People Operations team at [email protected].
Background Check:
All successful candidates will undergo background screening, which may include identity verification, criminal record checks, and/or reference checks, as appropriate to the role and location and in accordance with applicable law.
Security and Fraud:
All employees are expected to apply security best practices and work within secure handling guidelines to perform assigned responsibilities when accessing data and business information.
Caseware takes the security of candidates seriously. All legitimate communication from us will come from email addresses ending in @caseware.com and our open positions are always listed on reputable job boards and on our website https://jobs.lever.co/caseware. We will NEVER ask for payment or financial information from you. If you receive an unsolicited job offer, proceed with extreme caution.
Caseware Toronto, Ontario, CAN Office
351 King St East, Suite 1100, Toronto, ON, Canada, M5V 1J6
