Who we are: Founded in 2001, Vivid Seats (NASDAQ: SEAT) is a leading online ticket marketplace committed to becoming the ultimate partner for connecting fans to the live events, artists, and teams they love. We believe in the power of experiences and are fiercely dedicated to building products that inspire human connections. Named as one of Built In's top places to work in 2025, we believe that our People are our greatest competitive advantage. To support our People, we have built a company culture that empowers our employees to embrace challenges, encourages unity through collaboration, and seeks to constantly evolve by leveraging data and inspiring innovation. We believe in harnessing emerging technology to power performance and unlock creativity. As part of our culture of innovation, we actively embrace the use of AI tools to enhance decision-making, improve workflows, and produce better outcomes for our customers. As a Software Engineer III (Web), you will build and support systems responsible for the acquisition of multi-million dollar monthly revenue. You will work on the latest technology stack and make decisions which will directly impact the final product. Following software development best practices, you’ll be responsible for developing solutions that scale to the needs of our customers. How your role contributes to the success of Vivid Seats:  - Help lead direction of the technology systems powering our ticket marketplace offerings. - Develop experiments and innovative solutions that give Vivid Seats a competitive advantage, encourage team members, and champion technology improvements for your team. - Work cross-functionally with other development teams and business stakeholders to deliver impact iteratively. - Tackle some of the most difficult challenges scaling an e-commerce marketplace by developing creative algorithms and features that maximize value and efficiency across the organization. - Collaborate to develop and maintain best practices across the software development lifecycle. - Mentor other engineers through pairing, code reviews, and tech talks. How your role expectations will progress as a Software Engineer in the first 30, 90, and 180 days:  30 days in - Complete new hire orientation, gaining the resources you need to be successful.   - Learn how ticket marketplaces operate and how you’ll contribute to providing great experiences for our customers.  - Acclimate to team and company norms, business objectives, and Vivid Seats values.  - Develop basic understanding of applications, tech stack, and development process.  - Deploy and make changes to our production systems. 90 days in - Contribute to our processes, methods, or technologies to support overall business goals and drive team efficiencies.  - Contribute to team planning, estimations, and design sessions.  - Apply a solid understanding of our business goals and our system architecture to your everyday decision making. - Leverage a mindset of continuous experimentation to help with team efficiency. - Work with cross-functional stakeholders to decompose and iteratively deliver business objectives. - Produce and deliver clean, quality code that drives team and company tech goals forward. 180 days in - Leverage application observability tools to know about problems before our users. - Have self-sufficiency in all applications touched by the team. - Proactively engage in continuous learning in order to advance skill sets necessary for team goals. - Identify areas of opportunity within our systems, come up with a plan to improve them, ship them, and share results and impact. - Own a career growth plan developed in partnership with your manager, and work towards it.  What You’ll Bring:  - 4+ years professional experience building and supporting production web applications. - Strong knowledge of front-end languages (we use TypeScript, React, and Next.js)  - Experience with Java, Python, Node.js or other similar backend technologies preferred. - Experience in designing, building, and testing modern web or cross-platform mobile solutions as part of an agile or cross-functional team. - Experience with client-side application state libraries (ex. Redux, Zustand) - Experience with front-end testing frameworks (ex. Jest, Mocha, Enzyme, etc.)  - Strong written and interpersonal communication skills to document and share team best practices across the department. - Exposure to design systems anda/b testing. - A proactive mindset toward embracing, experimenting, and integrating AI tools to drive efficiency, elevate your work, and contribute to a culture of innovation. Vivid Seats Pay Transparency Disclaimer: Full time offers from Vivid Seats include annual bonus incentives for all employees; mental health days; medical, dental, and vision insurance; monthly credits and discounts for attending live events; and a variety of additional workplace perks. The typical starting salary within the full salary range for this position can range. Factors which may affect starting salary include geographic market, relevant skills/experience, education, and other qualifications. Full Salary Range: $115,000 – $155,000 CAD https://corporate.vividseats.com/careers/ Location: Toronto, ON We believe in a hybrid 3 days/week in-office working model, which provides employees the flexibility to take advantage of in-person and remote collaboration. #LI-MM1 #LI-Hybrid Our Commitment: We are an equal opportunity employer that values the critical importance of a diverse workforce and sense of belonging. Many of our roles have flexible requirements and we encourage you to apply regardless of whether you meet every qualification.

• Assist in designing, developing, and maintaining automation solutions across our applications environment • Support the development and maintenance of applications using C# and .NET technologies • Write and optimize queries in SQL Server to support application functionality and reporting • Build and maintain scripts using PowerShell for automation, deployment, and system management • Help write and maintain unit and integration tests in C# (xUnit, Moq, AutoFixture), following the team's documented testing patterns and reusing existing test helpers • Contribute to the development and maintenance of CI/CD pipelines to support efficient and reliable software delivery • Assist with migrating our database deployment process away from a homegrown tool to Red Gate Flyway, supporting the team's transition to a modern, standardized migration workflow • Collaborate with cross-functional teams to identify automation opportunities and improve processes • Troubleshoot application issues and support ongoing system enhancements • Apply an AI-first approach to problem-solving, exploring opportunities to leverage AI/automation tools to increase productivity and innovation • Document processes, solutions, and best practices • Work with DevOps to build and maintain application observability, including dashboards, alerts, and telemetry, using Application Insights and Azure Monitor to give the team visibility into application health, job execution, and integration performance.

• Drive system design and technical planning for projects, including large, complex, cross-functional initiatives • Partner on architectural decisions for critical systems, ensuring solutions are scalable, maintainable, and aligned with Pearl's long-term technical vision • Define and implement engineering standards, patterns, and best practices that improve scalability, reliability, and developer productivity across the organization • Partner to make strategic trade-offs between technical debt, feature delivery, and system reliability, clearly communicating the rationale and impact of these decisions • Design and build high-performance, distributed systems including data pipelines, APIs, and microservices that process healthcare data at scale • Architect intuitive, responsive, end to end web applications and internal tools that enable clinical and operations teams to deliver exceptional patient care. • Ensure observability, monitoring, and operational excellence across distributed services, cloud infrastructure, and frontend applications • Apply deep expertise in both backend service design (RESTful and event-driven architectures) and modern frontend frameworks to deliver complete, production-ready solutions • Champion security best practices, data consistency patterns, and regulatory compliance (HIPAA, SOC2) across the entire application stack • Partner with product, operations, and design leadership to align engineering decisions with company priorities and healthcare outcomes • Act as a technical advisor to multiple teams, providing guidance on system design, technology choices, and implementation approaches • Influence and drive technical discussions across the organization, helping teams navigate complex technical challenges and make informed decisions • Translate business requirements into technical strategies, ensuring engineering work directly supports Pearl's mission and growth objectives • Represent the engineering perspective in strategic planning, roadmap prioritization, and resource allocation discussions • Mentor engineers at Software Engineer I, II, and III levels, accelerating their technical growth and leadership development • Foster a strong engineering culture focused on continuous learning, technical excellence, and Pearl's Leadership Principles • Conduct thorough design and code reviews, raising the bar for technical quality and sharing knowledge generously across teams • Model proactive problem-solving, ownership mindset, and bias for action that inspires others to take on greater technical challenges • Contribute to hiring, onboarding, and retention efforts, helping build and scale high-performing engineering teams • Own and drive multi-quarter technical projects with autonomy and accountability, ensuring successful delivery aligned with business timelines • Identify and resolve systemic issues, technical bottlenecks, and cross-team dependencies that impact delivery velocity or system reliability • Balance speed and quality, making pragmatic decisions that enable rapid iteration while maintaining engineering excellence • Measure and communicate the business impact of technical work, connecting engineering outcomes to customer value and organizational goals

• Own the HubSpot marketing automation layer — nurture workflows, behavioral triggers, lifecycle stage transitions, and form/landing page infrastructure • Build and maintain segmented nurture tracks by persona (HR leader, CFO, Ops) and vertical (restaurant, retail, healthcare), enabling personalized outreach at scale • Ensure all campaign activity in HubSpot is properly tracked, attributed, and linked to pipeline impact • Build and maintain the AI agent layer for content operations: first-draft blog post generation, content repurposing into ad/email/one-pager formats • Develop and automate the SEO/AEO keyword intelligence workflow — continuous ranking monitoring, competitor content gap analysis, and auto-generated content briefs • Explore and implement AI-assisted copy generation for nurture sequences and 1.1 ABM efforts, enabling higher volume without additional headcount • Own marketing attribution: standardize the attribution model across all campaigns and enforce consistent application • Build the automated weekly performance report — channel performance, MQL volume, cost-per-MQL by source, pipeline influence — aggregated from HubSpot, Google Analytics, and ad platforms • Flag campaign anomalies in real time (spend spikes without proportional pipeline impact, conversion rate drops by segment) • Manage the technical SEO tooling layer (we use Clearscope) and build a systematic keyword monitoring and content brief workflow • Monitor competitor content movements and organic ranking shifts, surfacing weekly opportunity briefs to Marketing leadership • Coordinate with the content AI agent (once built) to ensure SEO-optimized briefs are executed efficiently • Own lead enrichment, routing, and lifecycle stage logic for all Marketing-sourced contacts entering HubSpot • Monitor and maintain MQL-to-SQL conversion data quality, ensuring accurate handoff data between Marketing and Sales • Partner with Brian on the enrichment waterfall and data standards for Marketing-sourced contacts