Job Description
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!
We are looking for a Lead Creative, Brand & Experience to lead and evolve our creative function at the intersection of brand, data, and AI-driven innovation. This is a role for a bold creative leader who doesn’t just deliver assets but shapes how the brand shows up, stands out, and scales. We are looking for someone who understands that creativity today is both art and intelligence, where insights, performance data, and AI tools modernize how we create.
❗This is an existing vacancy.
❗ This is a full-time, permanent position.
📍 This is a hybrid role, requiring the successful candidate to work three days a week at our Toronto office (351 King St E, Toronto, ON).
What you will be doing:
Creative Leadership & Execution
- Lead the development and delivery of high-quality creative across digital, campaigns, events, and brand initiatives
- Ensure all creative outputs align with brand standards, messaging, and strategic objectives
- Translate complex business and product concepts into compelling visual and narrative experiences
- Act as a brand guardian and innovator, ensuring consistency while continuously evolving how we show up
AI-Driven Creative Innovation
- Integrate AI tools into the creative workflow (generative design, content automation, ideation)
- Identify opportunities to improve speed, scale, and personalization through AI
- Stay ahead of emerging technologies and bring forward new ways of working
Data-Informed Creative Strategy
- Leverage performance data, audience insights, and analytics to inform creative direction
- Partner with the broader marketing organization to optimize creative effectiveness
- Establish feedback loops to continuously improve creative based on results
Team & Workflow Management
- Lead, mentor, and inspire a team of designers, producers, and external partners
- Build a high-performing creative function that balances craft, speed, and scalability
- Oversee intake, prioritization, and resource allocation across multiple stakeholders
- Implement modern workflows that enable agility without compromising quality
Cross-Functional Collaboration
- Partner closely with product marketing, brand, demand generation, and events teams
- Act as a strategic advisor, not just an execution partner, in campaign and content planning
- Ensure creative is integrated early in the go-to-market process
Creative Operations & Systems
- Optimize tools, systems, and workflows that support creative production
- Champion scalable design systems, templates, and asset management
- Drive operational excellence across the creative function
What You Bring
- 8+ years of experience in creative services, design leadership, or creative operations
- Proven ability to lead creative teams in a fast-paced, multi-stakeholder environment
- Strong understanding of AI tools and their application in creative workflows
- Experience using data and performance insights to guide creative decisions
- A balance of strategic thinking and hands-on execution
- Excellent communication and stakeholder management skills
What Sets You Apart
- You see AI as an enabler of creativity, not a replacement
- You are as comfortable discussing creative concepts as you are performance metrics
- You bring a mindset of continuous improvement and experimentation
- You understand how to scale creativity without sacrificing quality
Salary Range:
The annual base salary for this position is between $110,000 CAD and $120,000 CAD per year.
This role is also eligible for discretionary bonus and/or commission, as well as other benefits. Actual pay within the listed range will be determined based on factors such as transferable skills, relevant experience, market conditions, and primary work location. The posted range is subject to change and may be updated periodically.
What’s in it for you:
▪️Innovation is at our core. We work with cutting-edge technology in accounting and financial reporting, constantly pushing the boundaries to create impactful software solutions.
▪️We are committed to a collaborative culture, where your ideas are valued, and knowledge sharing is encouraged within a supportive, inclusive team.
▪️Work-life balance is important to us. We offer flexible work options, remote opportunities, and generous time-off policies to ensure a healthy work-life balance.
▪️We offer competitive compensation, including a competitive salary and comprehensive benefits such as health insurance and retirement plans.
▪️We are driven by impactful work. Your contributions directly affect how our clients manage financial processes and drive their success.
▪️Recognition and rewards matter to us. We celebrate hard work through recognition programs, performance bonuses, and opportunities for career growth.
▪️We embrace global opportunities. Work on international projects and collaborate with a diverse, global team.
About Caseware:
Caseware’s cutting-edge software products are meticulously designed for accounting firms, corporations, and governments. Our teams are continually collaborating, innovating, and building upon our existing suite of products. With a customer-focused mindset, we are building technology that is shaping what the future of audits, financial reporting, and financial data analytics will look like.
With a recent strategic investment from Hg Capital in 2020, Caseware is now in its next major growth phase as we double down on the people and products that have made Caseware so successful to date.
One of Caseware’s core values is Many Voices, One Team and with that in mind, we’re dedicated to building teams as diverse as our customers in an equitable and inclusive way. We welcome and encourage candidates of all backgrounds to apply. Should you require accommodations or have any questions at any point during the application or interview process, please e-mail our People Operations team at [email protected].
AI Usage:
The recruitment process may use AI assisted tools but not for candidate screening or assessment. All final hiring decisions are made by humans to ensure fairness, transparency, and oversight.
Background Check:
Any candidates successful in obtaining an offer for a position will need to successfully complete a background check through Certn.co which typically includes an Identity Verification and Criminal Record Check. Executives and Senior Managers will undergo a Soft Credit Check as well. Candidates residing in the Netherlands and Germany are excluded from undergoing background checks via Certn.co
Security and Fraud:
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.
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
