Director of Engineering, ContactMonkey
Plus stock option plan
1+ day a week in office (Downtown Toronto, Canada)
Internal communications platform
Be an early applicant
Internal communications platform
21-100 employees
Be an early applicant
Plus stock option plan
1+ day a week in office (Downtown Toronto, Canada)
21-100 employees
Company mission
To build a highly-engaged, connected, and productive workforce.
Role
Who you are
- Based in Toronto (GTA), you’re a seasoned engineering leader with at least 8+ years in SaaS and 5+ years leading teams
- Experience working in B2B enterprise scale software
- Have seen through the start up to scale up journey before (ideally at the same org) i.e. experience building software from the ground up but also have experience scaling and maintaining successful software
- You’ve led Engineering orgs of 30+ (4-5 pods + managers) and know how to connect the dots between technical execution and business impact. You coach managers and teams to think big and take ownership
Desirable
- Exposure to AI/ML technologies with a demonstrated ability to initiate and deliver successful AI-driven projects
- Comfortable working across cloud platforms such as AWS, Google Cloud, or Azure, and adaptable to shifting infrastructure needs
- Familiarity with Microsoft tools and technologies, while maintaining flexibility and openness to varied technology stacks based on business and product requirements
- You’ve built and scaled engineering orgs that are collaborative, accountable, and high-performing
- You’re not afraid to dive in when things need realigning—setting clear priorities and rallying the team
- You’re curious, bold, and energized by fast-paced environments where learning and experimentation are the norm
- Able to work in a hybrid or DT in-office setting as required
- Computer Science degree or similar
What the job involves
- Join the Engineering team, where you’ll have the opportunity to lead our Engineering department
- Our Director of Engineering doesn’t just run the day-to-day of our Engineering department, we drive strategic innovation, streamline operations, and align technology initiatives to accelerate business growth and efficiency
- In this role, you’ll report to our Chief Product and Technology Officer and work towards optimizing our product for the enterprise market alongside the Product and Engineering teams, who strive for excellence every day
- Strategic leadership: Own and drive the engineering strategy that powers 30% YoY growth and keeps us aligned with the product roadmap. You'll be a trusted technical voice at the leadership table, guiding decisions around infrastructure, scaling, and what’s next for our platform
- Team management & development: Lead and grow a stellar, cross-functional engineering team (frontend, backend, DevOps—you name it). Foster a culture of ownership, collaboration, and continuous improvement where people do their best work and have fun doing it
- Technical excellence & delivery: Ship high-quality, scalable, and secure products—on time and on point. You’ll keep the bar high and the releases rolling
- Cross-functional collaboration: Work hand-in-hand with Product, Design, Support, and other teams to make sure we’re building the right things in the right way for our customers and the business
- Process & efficiency: Level up our tools, workflows, and agile practices (think: sprint planning, retros, CI/CD) to boost team productivity and keep things running smoothly
- Innovation & scalability: Keep an eye on the future—explore emerging tech (like AI) to help us scale smartly and keep our platform blazing fast
- Security & compliance: Make sure we’re rock-solid on security, compliant with standards like SOC 2 and GDPR, and consistently delivering reliable, high-performing systems
Our take
Internal communications are vital for informing employees and keeping them engaged with the wider business. However, stagnant and boring emails are often left unread, creating a disconnect between workers and their employers and peers.
ContactMonkey supplies a platform to supercharge internal communications, enabling management to create, send, track, and measure engagement through Outlook and Gmail. The offering consists of an email builder, through which users can create custom email templates, feedback features such as pulse surveys, plus a centralized communication hub and metrics tracking capabilities.
Boasting a host of integrations to facilitate easy adoption, it is no surprise that ContactMoneky's solution has been well-received and recognised by the industry - one case study in particular highlights 50% more time saved by using the platform. A recent injection of funding, to the tune of $55 million, will allow the company to bring this success forwards as it scales to meet rising demand for its products.
Steph
Company Specialist at Welcome to the Jungle
Insights
Company
Funding (2 rounds)
Dec 2023
$55m
SERIES A
Mar 2012
$0.8m
SEED
Total funding: $55.8m
Company benefits
- Hybrid Work
- Bi-weekly Lunch & Learn
- Monthly Team-building Activities
- Employee Stock Options
- Health & Dental Coverage
- Bonus Opportunities
- Extended Vacation Days (34 days of vacation annually, with summer Fridays, and more)
- Personal Development Budget
Company HQ
Wellington Place, Toronto, ON
Leadership
Scott Pielsticker
(CEO)Founded Blueback in 2002 and was CEO there for 6 years. Then founded ContactMonkey in 2009, and has been CEO ever since.
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