Director of Sales and Marketing

About SimplyAsk.ai

SimplyAsk.ai is a growing and innovative software company focused on helping organizations modernize their digital services and deploy practical AI solutions. Headquartered in Vancouver, Canada, SimplyAsk.ai has over 70 employees and more than a decade of experience delivering enterprise-grade software solutions to prominent clients, including Canadian telecom companies, media organizations, and local governments. Alongside our enterprise consulting services in areas like cloud modernization and data migration, we develop Symphona—our groundbreaking, no-code AI business efficiency platform. Discover more about SimplyAsk.ai and how we’re driving digital transformation at www.simplyask.ai.

About Symphona by SimplyAsk.ai

Symphona is the no-code AI business efficiency solution designed to streamline end-to-end business processes. From AI Agents to process automation, Symphona enables teams to easily deploy practical AI solutions that boost efficiency and productivity for both business and technical use cases. Learn more at www.symphona.ai.

Role Summary

We are seeking a hands-on, results-oriented Director of Sales and Marketing to lead our GTM efforts and drive customer acquisition for Symphona. As Director of Sales and Marketing, you will be the architect behind our end-to-end go-to-market and revenue-growth strategy. You’ll own the entire funnel—from marketing initiatives and lead generation to sales execution to customer success and delivery hand-off—using data-driven insights to design strategies that deliver measurable results.

This is an exciting opportunity to take our GTM efforts to the next level. You’ll lead a small, dedicated team across sales, solution engineering, and marketing, shaping our GTM strategy and driving the expansion of the team as revenue grows.

Responsibilities

• Develop and execute a cohesive sales and marketing strategy that covers brand awareness, lead generation, sales pipeline management, and post-sales engagement.
• Own the full sales and marketing process, from prospecting and lead acquisition to conversion and retention.
• Design and oversee all analytics and reporting for performance measurement and forecasting.
• Collaborate closely with leadership to define and reach quarterly revenue and market expansion goals.
• Recruit, coach, and develop sales and marketing talent, ensuring alignment with corporate objectives.
• Partner with cross-functional teams (Product, Operations, Consulting Services) to deliver integrated, customer-focused solutions.
• Champion data-driven decision-making, analyzing market and competitor trends to inform both high-level strategy and in-the-trenches execution.

Qualifications

• 5+ years of leadership experience in Sales and Marketing, ideally with a deep background in marketing and proven experience leading sales teams.
• Demonstrated success in SaaS go-to-market strategies, preferably in the automation, AI, or operational software domains.
• Proven track record of building and executing integrated sales and marketing strategies from scratch, with a focus on analytics and measurable outcomes.
• High energy, creative thinker who thrives in a fast-paced, sometimes ambiguous environment; you’re comfortable taking initiative and working asynchronously.
• Located in the BC Lower Mainland or able to travel periodically for in-person events and team sessions.

Who Will Thrive Here

• You’re a self-starter brimming with new ideas, driven to experiment and refine.
• You embrace asynchronous communication, direct feedback, and a high level of autonomy.
• You’re resilient, hungry for growth, and obsessed with fine-tuning your craft.
• You have a solid work ethic, can prioritize your own workload, and enjoy collaborating closely with diverse stakeholders.
• You’re always ready to always engage flexibly (e.g. after business hours) to support team members and clients.

Who Should Not Apply

• You prefer rigid structures over constant iteration.
• You dislike asynchronous communication and regular feedback loops.
• You require a high level of certainty and stability—change makes you uncomfortable.
• You have difficulty taking responsibility for outcomes in a fast-moving environment.

Compensation

On-target earnings (OTE) of $180,000 - $260,000 CAD / year, inclusive of base salary and performance-driven commission.

Employees are also eligible for the company bonus program and RRSP matching.

Ready to Join Us?

If you’re passionate about pioneering the go-to-market function, excited about driving meaningful revenue growth, and eager to shape the future of AI-driven business solutions, we want to hear from you. Apply today and help us transform how organizations automate and optimize their operations with Symphona.

At SimplyAsk.ai, we value diversity, inclusivity, and a collaborative spirit. All qualified candidates are encouraged to apply. Become part of our forward-thinking team and help shape the future of AI business efficiency!