Vice President of Engineering

As Vice President of Engineering at our client, you will lead the shaping and implementation of their technology strategy, ensuring the security and uptime of their cloud operations, and driving the ongoing innovation of their industry-leading products. You'll play a crucial role on the Executive Steering Committee and Extended Leadership Team, reporting directly to the CTO and Co-Founder. There is significant potential for career growth, with the opportunity to advance into the CTO role as the Co-Founder transitions into the CEO position in the coming years.

Our client is a privately held, founder-owned and operated B2B SaaS company headquartered in Canada. This profitable organization specializes in providing tools that help advisors and sales representatives optimize their time by automating and streamlining the challenges they face while managing communications and relationships with clients. Their products integrate seamlessly with applications like email, calendars, contacts, tasks, and CRM systems—syncing data to eliminate task-switching, app toggling, and redundant data entry across different platforms. Trusted by three of the top five US banks and four of the top five Canadian banks, our client is known for empowering organizations to work more efficiently. In 2024, they were recognized as one of Canada’s Top 100 Employers and have plans to double their revenue and engineering department in the next 5 years!

They operate on a hybrid-remote model, combining in-office and remote work. This position is based in Canada, requiring a visible presence across the organization, including frequent visits to the Edmonton headquarters and Toronto for strategic leadership meetings. There is also some travel to New York and San Francisco.

Responsibilities:

Collaborate closely with the CTO and leadership teams to establish clear priorities and objectives for the technical teams, balancing immediate operational needs with long-term strategic vision.
Provide guidance and oversight to the Cloud Operations team and Director of Technical Support to uphold service level, uptime, cybersecurity, and compliance standards.
Support the Director of Software Engineering in defining and achieving the product roadmap, ensuring high quality and continuous innovation.
Develop and enhance operational strategies, metrics, and reporting for Cloud Operations and Software Engineering functions.
Partner with the VP of Product to align technical efforts with strategic product visions, including advancements in AI and LLM-based capabilities.
Work alongside the VP of Product and Director of Software Engineering to set and execute a cohesive vision for future technical initiatives.
Collaborate with the VP of Operations and other technology teams to maintain compliance with SOC II Type 2 requirements.
Manage the annual budget of $7-8M for the Technical Team, ensuring effective resource allocation and goal setting.
Facilitate ongoing improvements and testing of Disaster Recovery and Incident Response plans.
Conduct regular performance evaluations (OKRs) and provide mentorship to team members, fostering a supportive and high-performance work environment.
Ensure adherence to company standards and industry best practices, while identifying and mitigating risks associated with technology operations and product development.
Provide support to the Cloud Operations team and Director of Technical Support as needed

Requirements:

10+ years of technical software development experience in a SaaS B2B software company.
5+ years of experience leading software engineering teams, with a strong grasp of software engineering principles and cloud engineering
Several years of experience leading Managers or Directors
Experience scaling up teams and products
Experience managing budgets of 5-10M+
Ability to have in-depth technical conversations on architecture and implementation
A hands-on leader with prior experience in coding, though this role will not involve hands-on development. The ideal candidate should have a solid technical foundation and the ability to guide and understand the work of their team from a technical perspective.
Proven experience meeting SOC II Type 2 service principal commitments.
Experience successfully leading SR&ED claims
Strong problem-solving skills and a proactive approach to tackling challenges.
Excellent interpersonal and communication abilities, with a track record of fostering collaborative environments.
Bachelor’s degree or equivalent experience in computer science, software engineering, or a related field is nice to have
Ability to engage in detailed technical discussions on architecture, systems design, and implementation.
A strong bias towards action, a maker-owner attitude and entrepreneurial mindset
Serious passion for modern technology and innovation
Ability and willingness to travel to Toronto, Edmonton, New York and San Francisco every 3-4 weeks

Nice to have:

Previous experience in a VP of Engineering position
Proficiency with Amazon Web Services (AWS) and Microsoft .NET technology.
Experience working with enterprise customers, particularly Fortune 1000 companies.
Experience in FinTech (especially products that go into banking and professional services)
Experience with Change Management
Experience in professional services
Previous involvement in strategic planning for a growing B2B software business.
Familiarity with Salesforce and AWS ecosystems.
Background in Customer Operations, Customer Success, or Product Management.
3+ years of experience leading cloud operations and technical support teams, with a solid understanding of cloud engineering.

The total compensation package includes:

Base salary of 220-250K
RRSP/TFSA matching
Profit sharing bonus based on targets (average is 30-40K, up to 70K)
Paid vacation starting with 4 weeks
Paid wellness time allowing for flexible discretionary allocation for mental health, personal benefits, and personal time
Extended health care benefits, dental and life insurance, including a health spending account and a flex spending account
An annual birthday day off
Access to third-party Employee Assistance Program
Paid time off to volunteer with charities of your choice
Professional development and training allowance for career advancement
A great culture that fosters diversity, equity, and inclusion

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Vice President of Engineering