Lead Software Engineer - Vaughan - Datasite

Description

Datasite and its associated businesses are the global center for facilitating economic value creation for companies across the globe. From data rooms to AI deal sourcing and more. Here you'll find the finest technological pioneers: Datasite, Blueflame AI, Grata, and Sherpany. They all, collectively, define the future for business growth.

Apply for one position or as many as you like. Talent doesn't always just go in one direction or fit in a single box. We're happy to see whatever your superpower is and find the best place for it to flourish.

Get started now, we look forward to meeting you.

Job Description

As a Lead Software Engineer, you lead projects, drive technical decisions, and manage complex systems while balancing business context, customer impact, and long‑term goals. You play a crucial role in shaping the team's direction and ensuring high‑quality execution across multiple phases of development.

How We Work Together

Strategic Technical Leadership

• Technical decision-making is guided with attention to customer needs, business priorities, and long‑term sustainability.
• Roadmaps are created in partnership with product, the team, and leadership, ensuring alignment with broader company strategy while adapting when circumstances shift.
• Architectural improvements are defined to reduce operational overhead and strengthen scalability and reliability.
• Technical plans are kept flexible, aligning with product and company goals while maintaining room to iterate in uncertain conditions.

Cross-Team Collaboration & Influence

• Opportunities for cross-team improvements are identified and championed, optimizing workflows and enhancing tools with broad organizational impact.
• Collaboration within the team is fostered by seeking and sharing feedback that drives continuous growth and technical excellence.
• Communication is clear and engaging, introducing challenging ideas thoughtfully and translating complex technical concepts into accessible insights.
• Technical guidance is provided to cross‑functional stakeholders, helping clarify complex concepts and maintain alignment across departments.

Problem Solving & Overcoming Obstacles

• Trade‑offs are evaluated between business needs, technical constraints, and customer expectations to make data‑driven decisions.
• System simplifications are driven forward, reducing technical debt and ensuring long‑term maintainability.
• Ambiguous or difficult challenges are owned directly, applying diagnostic skills to uncover root causes and proactively resolve issues.

Mentorship & Growth

• Mentorship is provided to engineers through coaching, feedback, and participation in hiring, representing both culture and mission.
• Personal and team‑wide development is supported by actively seeking feedback and addressing areas of growth.
• Psychological safety and inclusion are emphasized, creating an environment where others can grow and succeed.

Ownership & Accountability

• End‑to‑end ownership of system design and execution ensures delivery of high‑quality, reliable features and services.
• Monitoring, logging, and failure‑domain strategies are built in to safeguard performance and resilience.
• Project progress is consistently tracked, risks are evaluated, and plans are adapted with a long‑term perspective.

Qualifications

• Backend engineer with a preference toward Java/Kotlin
• Deep expertise in designing, building, and maintaining large‑scale systems, focusing on clean, scalable, and performant code.
• Proven SME in modern programming paradigms and languages, with rapid adaptability to new ones.
• Strong mastery of testing practices like unit, integration, end‑to‑end, and high code quality standards.
• Expertise in current dev tools: version control, CI/CD, IaC, containers, cloud architectures. Eager to adopt best‑fit solutions.
• Passion for tracking industry trends, evaluating new tech, and driving sustainable adoptions aligned with business goals.
• Openness to incorporating AI into the dev workflow
• Bonus for Marketplace or Apps development
• Bonus for exposure to Kong or similar
• Bonus for Full Stack capabilities

The base salary range represents the estimated low and high end for this position based on a good faith assessment of the role and market data at the time of posting. Consistent with applicable law, each candidate's compensation offer may vary and will be determined based on but not limited to, your geographic region, skills, qualifications, and experience along with the requirements of the position. This position may be eligible for bonuses, commissions, or overtime if applicable. Benefits include health insurance (medical, dental, vision), a retirement savings plan, paid time off, and other employee benefits. Specific details will be provided during the interview process. Datasite reserves the right to modify this pay range at any time.

$118,800.00 – $207,200.00

Our company is committed to fostering a diverse and inclusive workforce where all individuals are respected and valued. We are an equal opportunity employer and make all employment decisions without regard to race, color, religion, sex, gender identity, sexual orientation, age, national origin, disability, protected veteran status, or any other protected characteristic. We encourage applications from candidates of all backgrounds and are dedicated to building teams that reflect the diversity of our communities.

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