About The Role

Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36,000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles!

What you will be doing

Know the User Before Anyone Else Does

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Dig into who a new capability is really for — which users, which behaviors, which unmet need — before the roadmap hardens around a guess
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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

Shape How We Talk About It

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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
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Make it concrete enough that sales, support, and leadership all end up telling the same story, without needing a script

Price It Like You Mean It

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Work through the monetization question early: what's this worth, to whom, and how should it be packaged or priced
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Bring real analysis to that conversation — usage patterns, willingness-to-pay signals, comparable value — instead of “what feels right”

Run the Beta That Tells the Truth

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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
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Turn beta feedback into a real go/no-go call, backed by data, not enthusiasm

Launch It, Then Actually Watch What Happens

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Own the launch and the metrics that tell you whether it's working — adoption, retention, revenue impact, whatever matters for this bet
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Build the reporting that makes this visible to leadership without anyone having to ask

Close the Loop

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Turn user feedback and post-launch data into a clear, prioritized set of changes for the product team — not just a pile of quotes
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Make sure what you learn on this launch makes the next one sharper

What you will bring

Table stakes
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3–5 years of experience touching at least part of this arc already: user research, positioning, pricing, beta programs, or launches
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Strong analytical foundation — comfortable with SQL/Excel or equivalent, and genuinely good at turning data into a decision, not just a chart
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Excellent storytelling instincts — can turn “here's what the data shows” into a narrative people remember and repeat
What actually differentiates candidates
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Comfort owning the whole arc — from “who is this for” to “did it actually work” — instead of one slice of it
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A genuine dual fluency: rigorous enough that people trust your numbers, persuasive enough that people remember your story
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A bias to ship, test, and learn quickly, rather than wait for a certainty that never quite arrives
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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