Senior Engineering Manager

DealMaker; Toronto; On-site; CAD 100,000 - 140,000; Full time

Job summary

A fast-growing fintech company in Toronto is seeking an Engineering Manager to lead a software engineering team. This role involves building a MarTech/AdTech team, influencing the marketing platform strategy, and delivering impactful software solutions. Candidates should have strong leadership experience, expertise in Ruby on Rails, and the ability to foster a collaborative development environment. Competitive compensation, equity opportunities, and a diverse work culture are part of the offer.

Benefits

Competitive compensation

Shared employee benefits

Annual learning support

Qualifications

• 3+ years of experience managing software engineering teams.
• Background in software engineering with experience in complex systems.
• Hands-on experience with production-grade Rails applications.

Responsibilities

• Lead a team of software engineers to enhance user functionality.
• Collaborate with stakeholders to define strategy and roadmap.
• Promote best practices in code quality and operational readiness.

Skills

Leadership experience

Expertise in Ruby on Rails

Excellent communication skills

Collaboration mindset

Focus on developer experience

Education

Degree in Computer Science or related field

Tools

Ruby on Rails

Svelte

Job description

DealMaker is a fast-growing fintech company revolutionizing the capital markets ecosystem with a mission to make online capital raising mainstream. We empower founders, CEOs, and operators to raise capital digitally, both from their own communities and through strategically marketed campaigns. No other platform provides an end-to-end solution like ours—and our track record speaks for itself, with over $2B raised across 1,000+ campaigns. We power the largest online capital raises for customers like EnergyX ($88M), Green Bay Packers ($65M), Miso Robotics ($72M+), Monogram Orthopaedics (Nasdaq:MGRM) and many others, with 3 IPOs in the past year alone. We are quickly expanding our horizons and are seeking talented team members to join us on our journey to transform the global capital market.

Who are you?

You are a thoughtful and pragmatic engineering leader who combines technical depth with a strong sense of ownership and team enablement. You have a systems‑thinking mindset and naturally look beyond immediate tasks to understand how architecture, tooling, and workflows shape the broader developer experience. You care deeply about quality and sustainability, and you’re motivated by long‑term impact, not just shipping features with business impact, but building a platform that empowers others to move faster and smarter.

You value clarity over control, and you lead with empathy, curiosity, and intention. You’re energized by solving complex problems not only through code, but by creating the right environment, processes, and structures that help teams thrive. You balance strategic thinking with hands‑on engagement, and you foster a culture of collaboration, accountability, and continuous improvement.

What you will do

As the Engineering Manager at DealMaker, you will lead a growing group of software engineers to deliver new functionality for our users and improve the environment for our entire software development organization.

You will:

• Build and Lead a MarTech/AdTech Development Team: Your team will enable DealMaker’s marketing and advertising teams to operate efficiently, thereby helping our clients attract investors through a variety of channels. You will attract, hire, and lead a team of talented engineers, fostering a collaborative, high‑performing culture. You will mentor and guide your team, empowering them to grow their skills and deliver impactful results.
• Shape the Vision and Strategy of DealMaker’s Marketing and Advertising Platform: You will collaborate with product and engineering leadership and stakeholders across the organization to define a clear vision, strategy, and roadmap for our internal developer platform.
• Drive the Development and Delivery of High‑Impact Solutions: You are an expert at your craft and will work alongside your team designing, building, and scaling our systems and processes.
• Create a Culture of Technical Excellence: You will set a high bar for code quality, design, and operational readiness. You’ll encourage continuous learning, constructive feedback, and a mindset of experimentation and improvement in your team and across the organization.
• Lead and grow a high‑performing team: Recruit, mentor, and develop engineers at various levels, fostering a team culture rooted in ownership, inclusion, and continuous improvement.
• Drive feature delivery and roadmap execution: Collaborate with product and business stakeholders to define technical strategy and lead your team in delivering scalable, high‑impact software features.
• Champion engineering best practices: Promote standards for code quality, testing, documentation, and reliability across the team. Ensure that software is built with resilience, maintainability, and scale in mind.
• Communicate clearly and effectively: Provide regular updates to technical and non‑technical stakeholders, ensuring alignment on priorities, tradeoffs, and timelines.

What skills you need

• Proven leadership experience: 3+ years of experience managing software engineering teams, with a track record of building inclusive, high‑performing, and engaged teams.
• Strong technical foundation: A background in software engineering with hands‑on experience designing and delivering complex systems. You are comfortable diving into technical details when needed.
• Expertise in Ruby on Rails: Knowledge of Ruby on Rails and experience building and maintaining production‑grade Rails applications. You understand Rails conventions and know when to lean into or challenge them.
• Experience with Svelte or Other Front‑End Frameworks: Familiarity with Svelte or a willingness to learn it. Experience with modern JavaScript frameworks and front‑end architecture is a plus.
• Marketing/Advertising Industry Knowledge: Experience dealing with marketing and advertising campaigns is a plus. While the heavy analysis work will be done by our data team, you will need to be or become knowledgeable about advertising effectiveness and analytics to help lead our marketing organization to become best‑in‑class.
• Excellent communication skills: Able to clearly articulate technical concepts to engineers, product managers, and executives alike. You know how to balance transparency with clarity.
• Strong collaboration mindset: Demonstrated ability to partner effectively across disciplines and departments. You value input from others and work well in cross‑functional environments.
• Focus on developer experience and platform health: Passionate about improving the development environment and reducing technical debt to help teams move faster and with greater confidence.

We know that not everyone meets 100% of the requirements. If you’re excited about this role but your experience doesn’t align perfectly, we still encourage you to apply. We value diverse perspectives and believe skills can be learned, what matters most is your leadership mindset, technical curiosity, and desire to make an impact.

Founded in 2018 by leading capital markets lawyers, DealMaker has blazed its own trail as the leading online capital‑raising platform. As a Series A tech startup, we are well‑capitalized, firmly established in our market, and ready to scale. Here’s why you should want to join us:

Benefits

• Competitive compensation with the opportunity to earn equity—get into a growth company on the ground floor
• A diverse & distributed team of doers, innovators, and experts
• Shared employee benefit plan (medical, vision, & dental)
• Strong autonomy with support from leadership
• Annual learning support And more!

Equal Employment Opportunity

DealMaker does not discriminate in hiring or terms and conditions of employment because of an individual’s race, ancestry, colour, place of origin, religion, gender, gender identity, national origin, citizenship, age, disability, sexual orientation, family status or marital status, or any other protected category recognized by provincial or federal laws.

Please inform us if you require any accommodation, and we will work with you to meet your accessibility needs. For any accessibility‑related assistance, requests for information in accessible alternative formats or to report any accessibility problems, please share in your application.