Swiftly, Inc.

• Design, build, maintain and extend products, features, and functionality that solve real customer problems • Partner with Product, Design, and Engineering to discover and validate customer needs and technical approaches • Develop and extend integrations with onboard hardware devices such as headsign controllers, passenger counters, and fareboxes • Build and improve cloud-native backend services that manage device configuration, process telemetry data, and provide observability into fleet-wide device health • Implement and maintain robust mechanisms for over-the-air software deployment, configuration updates, and remote device management • Design testing strategies that account for the realities of hardware-in-the-loop systems including integration testing, simulated environments, and production monitoring • Maintain and improve our physical hardware lab if local to San Francisco, else contribute to solutions for remote development, testing, and debugging needs • Consistently deliver incremental value by anticipating dependencies, breaking down work, and regularly demoing progress • Communicate technical trade-offs, present system design proposals clearly, and document architectural decisions • Uplevel teammates through code reviews, pairing, and strong collaboration • Take ownership of your code and product domain, engaging in retrospectives and continuously improving how the team works

• Own the end-to-end project management of all proposal responses, including timeline development, task assignment, compliance tracking, and on-time submission • Support the evaluation of incoming RFPs/RFIs/RFQs to assess fit and develop go/no-go recommendations in partnership with Sales and Business Operations • Build and manage proposal schedules, ensuring all internal contributors know their deadlines, deliverables, and review milestones • Manage compliance matrices and ensure every submission requirement is addressed and accounted for in partnership with Sales, Marketing, Product and Solutions Engineering. • Coordinate proposal production logistics: formatting, packaging, electronic or physical submission, and post-submission follow-up • Serve as the central hub for proposal activity, coordinating inputs from Account Executives, Account Managers, Solutions Engineers, Marketing, Partnerships, Customer Success, and Business Operations • Manage the operational components of each proposal, thereby freeing account owners to focus on agency-specific content • Facilitate internal reviews and ensure feedback is incorporated before submission deadlines • Partner with Solutions Engineers on technical response sections and with Partnerships on subcontractor and integration content • Own the end-to-end proposal process across RFPs, RFIs, and proactive procurement processes, serving as the central coordinator across account owners, sales engineers, marketing, and product teams to produce professional and cohesive proposals. • Drive content assembly by sourcing and adapting material from a content library and/or prior submissions, leveraging subject matter experts for written contributions, and editing for consistency, clarity, and alignment with each agency's specific context and goals. • Manage the visual asset workflow — pulling screenshots, adapting graphics, writing graphic descriptions — to ensure every proposal meets a high visual and professional standard. • Maintain and continuously improve Swiftly's proposal template library, ensuring templates reflect current product capabilities, implementation methodology, and competitive positioning • Build and manage a centralized content library of reusable proposal responses, organized for quick retrieval and easy customization • Conduct win-loss analysis on completed proposals to identify patterns and improve future submissions • Leverage AI tools to improve proposal efficiency — from drafting initial responses to reviewing compliance and identifying content gaps • Own RFP forecasting and tracking in partnership with Sales and Business Operations, providing visibility into upcoming solicitations and resource requirements • Develop and maintain operational reporting on proposal volume, win rates, resource utilization, and process bottlenecks • Build onboarding and enablement materials so GTM team members understand proposal processes, templates, and their roles in a response • Establish proposal management best practices that scale as Swiftly's pipeline and product portfolio grow

• Design, build, maintain and extend products, features, and functionality that solve real customer problems • Partner with Product, Design, and Engineering to discover and validate customer needs and technical approaches • Prototype quickly, and as necessary, to de-risk projects, test assumptions, and iterate ideas into production-ready solutions • Consistently deliver incremental value by anticipating dependencies, breaking down work, and regularly demoing progress • Communicate technical trade-offs, present system design proposals clearly, and document architectural decisions • Apply modern software engineering practices to deliver robust, maintainable, and extensible systems • Uplevel teammates through code reviews, pairing, and strong collaboration • Take ownership of your code and product domain, engaging in retrospectives and continuously improving how the team works

• Recruit, onboard, and develop a high-performing team of Enterprise AEs and BDRs • Establish and maintain a coaching rhythm: regular 1:1s, call reviews, deal reviews, and skills development sessions • Set clear performance expectations and hold the team accountable to activity metrics, pipeline targets, and quota attainment • Foster a culture of learning, collaboration, and continuous improvement across the sales team • Own the team’s pipeline generation strategy, ensuring AEs prospect 50–60% of their own pipeline while BDRs generate the remainder through outbound and ABM motions • Drive disciplined territory planning and account prioritization across the Enterprise segment • Support AEs in navigating complex, multi-stakeholder deals with 6–12 month sales cycles • Maintain accurate forecasting and pipeline reporting in Salesforce; provide weekly forecast updates to leadership • Coach BDRs on prospect research, outbound engagement, and lead qualification to convert SQLs to SQOs • Collaborate with Marketing on account-based marketing (ABM) campaigns and inbound lead routing • Ensure BDRs maintain excellent CRM hygiene and follow structured qualification frameworks • Champion and enforce the SPICED sales methodology across the team • Partner cross-functionally with Marketing, Product, and Customer Success to refine messaging, share market feedback, and improve the buyer experience • Identify opportunities to develop AI-assisted processes that improve prospecting efficiency and sales effectiveness

• Become an expert on Swiftly’s suite of solutions and assist customers on issues and concerns. Provide reliable direction to customers in both technical and non-technical terms. • Quickly and accurately handle all levels of technical support communications, across multiple channels, precisely tracking all customer interactions via Zendesk, Jira, Github and other tools. • Take end-to-end ownership of issues, following through until you reach an appropriate resolution. • Handle daily technical support requests from customers, including bugs, technical issues, product questions, feature requests, hardware and software, account creation and providing basic product education. • Serve as technical support for Swiftly and assist in troubleshooting hardware issues: GPS units, tablets, and other integrated fleet hardware. You’ll be thoroughly trained on this, don’t worry! • Train and optimize our email AI agent by thoughtfully updating it’s knowledge through written content, documentation, and video recordings. • Lead troubleshooting of bugs and other issues as they arise. Document and partner with Product and Engineering teams to usher through resolution. • Investigate and solve complex data questions. • Build relationships with other departments and work together to solve technical and non-technical challenges. • Create and maintain internal and customer-facing technical support documentation and resources. • Collaborate with Engineering, Product Management, and other cross-functional peers on specific user-impacting issues • Troubleshooting and investigating issues that arise from customers. • Be the customer advocate! You are their eyes, ears, and heart here at Swiftly.

• Translate company, product, and team strategy into a clear design vision and bring teams along by showing them where it leads. Articulate and share this vision with leadership and the company at large to catalyze, align, and energize the company in making cities move more efficiently. • You will work closely with Product Management and Engineering leadership to build a cross-functional product development engine that understands the power of design and emphasizes product experience, lovability, and impact. • Lead design reviews that are genuinely excellent, where the team’s work gets sharper. Refine and scale the practices around them: a maturing design system, systematized user research, and a design ops model that keeps pace with how the craft is evolving. • You'll set the standard for design experiences across native mobile, web platform, and agentic workflows. You’ll help your team balance refined design opinion with direct usage & anecdotal feedback to ensure our products stay intuitive, fresh, and focused on solving real problems. • You’ll realize a cadence of rapid iteration and execution, encouraging designers to share early and often, make decisions with the right amount of information, drive alignment across functions with living prototypes, and maintain dev-ready designs in lock step with development. • Champion AI-accelerated design iteration by embedding rapid, seamless AI prototyping into discovery, design, and dev processes, compressing concept-to-dev-ready timelines and deepening real-time collaboration between PM and Engineers throughout the product development cycle. • Represent Product Design and the greater Product Org alongside Product Management and Engineering in company leadership meetings, bringing customer pains and insights to life to inform strategy. • You’ll build on Swiftly’s culture of curiosity, feedback, and inclusion, helping designers stretch their craft, challenge ideas with care, and grow through collaboration.

Company Description Swiftly is on a mission to help cities move more efficiently. We are the leading transit data platform for agencies to share real-time passenger information, manage day-to-day operations, and improve service performance. Today, over 200 transit agencies in 12 countries – including LA Metro, MARTA, SEPTA, and MBTA – rely on Swiftly to improve on-time performance by up to 40% and increase passenger information accuracy by up to 50%. The result is better service reliability, increased ridership, and more efficient transit operations. Even though Swiftly's HQ office is located in San Francisco, CA, we are open to candidates in most locations across the U.S. as well as Ontario and British Columbia, Canada. At this time we are unable to provide Visa sponsorship. Engineering at Swiftly Engineering at Swiftly is not only about writing code – we believe in creating empowered product teams that work together to conceptualize new features and bring them to life. Each team aims to strike a balance between delivering incremental improvements, creating prototypes to test new ideas and mitigate risks, and building scalable software using industry best practices. We’re guided by a mission to positively impact transit riders, and we embrace humility and intentionality in how we make technical decisions so that we best meet our customers’ needs. About the Role We're looking for a Lead Security Engineer to join our Platform and Security team and help build on Swiftly's security posture. Our team owns both compliance and security, grounding compliance in real security work; it's not a checklist exercise for us. We hold SOC 2 Type II certification and are expanding into additional compliance frameworks. You'll take dedicated ownership of this work as it grows. In this role, you'll partner closely with engineering, product, and go-to-market teams to design secure solutions, build DevSecOps tooling, and drive our compliance roadmap. You'll balance strategic initiatives with hands-on work in our cloud-native environment. We're looking for someone equally comfortable working in codebases and leading cross-functional initiatives; a force multiplier who can train teams, represent security to customers and executives, and make security a natural part of how Swiftly ships products. You'll have full visibility into quarterly planning, sprint ceremonies, and team roadmaps. Our open culture values input from all Swiftlets, and you'll have all the context you need to build out a robust security roadmap. We believe excellent security isn't just about tools and controls; it's about empowering product, infrastructure, and corporate IT teams to make secure decisions every day. As you onboard, you'll focus on the highest-impact areas while drawing on the expertise, support, and shared responsibility of our existing team * We use AI tools for scheduling and summarization in our hiring process. We do not use AI tools to make decisions about who moves forward or to assess the strength of candidates. Every application is reviewed and all hiring decisions are made by Swiftly team members. This is an active, open role that we are currently hiring for at Swiftly. What You'll Do Make Swiftly Secure - Own Swiftly's security risk register and threat models; identify, prioritize, and drive remediation of risks across application and infrastructure. - Design secure architectures for our SaaS platform, mobile applications, and IOT/Hardware Integration, focusing on authentication, authorization, data protection, and network boundaries - Recommend, implement, and manage security tools end-to-end - Build DevSecOps guardrails into CI/CD so vulnerabilities, misconfigurations, and license issues surface early - Conduct internal security assessments and coordinate engagements with external penetration testers. - Own security policies and standards; ensure they're practical, adopted, and measurable - Define standards for secure adoption of AI coding assistants, building reusable patterns, custom configurations, and guardrails that help developers move fast safely Compliance & Customer Trust - Lead renewals and continuous readiness for existing certifications like SOC 2 - Proactively identify security frameworks required for international expansion; scope cost, level of effort, and timelines to inform market entry decisions; and lead execution of new certifications - Respond to customer security and compliance inquiries and support product marketing with security content Incident Response & Detection - Design and maintain security incident response plans, playbooks, and escalation paths - Serve as an escalation point for security incidents; lead triage, root cause analysis, and remediation Security Leadership - Define and maintain security KPIs and dashboards for executive and board reporting - Give teams visibility into their security posture and coach them to improve - Influence roadmap prioritization to ensure security and compliance are first-class concerns - Mentor engineers in secure design and help grow a security-aware culture across Swiftly by delivering security training and office hours for developers and other stakeholders - Drive corporate IT security strategy, including endpoint hardening, email security, IAM standards, and periodic access reviews What will set you up for success - 5+ years of experience in security engineering with both strategic and hands-on work - Strong experience securing cloud-native environments (AWS preferred), including IAM, networking, logging/monitoring, and secrets management - Hands-on experience with infrastructure-as-code (Terraform) and policy-as-code frameworks (OPA, Sentinel, or similar) - Background building security into CI/CD pipelines and development workflows - Familiarity with container and orchestration security - Excellent threat modeling and risk assessment skills; able to translate complex risks into clear options and tradeoffs - Experience with compliance frameworks (SOC 2 preferred) and audit processes - Strong communication skills; comfortable working across technical and non-technical teams - Self-directed and comfortable operating with autonomy Nice to haves - Relevant certifications (CISSP, cloud security certifications) - Experience advising on security for AI/ML or LLM-powered features - Mobile application security experience (Android preferred) - Experience with GRC and compliance platforms - Background in application security or penetration testing - Experience with international compliance frameworks - Familiarity with regulated industries or public sector requirements - Experience with physical device security (IoT, embedded systems, or field-deployed hardware) - Experience with Mobile Device Management (MDM) solutions for enterprise or fleet deployments Pay Range In accordance with pay transparency laws, please see the approximate salary ranges below. These ranges represents the anticipated low and high end of the salary for this position. Actual salaries will vary and are based on a multitude of non-discriminatory factors including final role leveling decisions, a candidate’s relevant work experiences/skills, and geographic location. Salary is one component of Swiftly’s total compensation package, which also includes stock options, competitive benefits, 401(k)/ RRSP matching, a fantastic team and culture, opportunity to have a huge impact, emphasis on professional growth and holistic wellness, and other perks. US Salary Range: $140,000 - 200,000 Canadian Salary Range: $165,000 - 200,000 Beyond the Skills We are looking for candidates who are passionate about mobility, sustainability, or mission-oriented projects that have a significant real-world impact. Ideal candidates encompass the core values of our company: Team. Together, we are more effective and better supported Impact. Drive impact for our customers, our company, and all of our teams Diversity. See differing perspectives as ways to address our weaknesses and find new strengths Communication. Assume others internally and externally have good intentions Feedback. We share feedback because we want each other to grow professionally and personally Growth. Foster personal, professional, and company growth Benefits: • Competitive salary • Equity compensation (company ownership) for every employee • Medical, Dental and Vision • Retirement with Employer Match • Flexible Spending Account (FSA) • Home office setup reimbursement • Monthly cell/internet reimbursement • Monthly "Be Well" stipend • Flexible PTO with a recommended minimum • Flexible work environment • 16 paid holidays - including months without US national holidays • 8 fully paid weeks of leave for child birth/adoption Travel note: Swiftly employees can generally expect to travel 1–2 times a year for in-person company or team offsites. As a fully distributed company, we consider these offsites important for cultivating strong relationships across our teams! Attending these in-person is expected and encouraged, although we understand everyone has different personal circumstances and we will consider requests for exceptions. Customer-facing team members and other specific roles may be expected to travel more frequently. We are an equal opportunity employer - we are committed to a workplace that is as dynamic, diverse, and passionate as the communities we serve.

• Partner with the team's Product Manager, Designer, and Engineers to understand customer needs, define impactful solutions, set milestones and goals, and deliver valuable products to market • Facilitate technical discovery, translating rapid learning into product designs and guiding engineers as plans solidify • Guide the team to balance technical excellence with rapid delivery, evolving practices as products scale • Proactively seek feedback and communicate progress, learnings, and blockers to drive alignment across teams • Manage team members with a focus on enabling a supportive, inclusive, growth-oriented, and outcome-focused culture on the team • Balance investment across sustaining established products and delivering new capabilities, adjusting priorities as the team's product portfolio evolves • Stay apprised of developments in AI tooling, capturing improvements that drive efficiency and effectiveness of the team as product development evolves • Collaborate with partner product teams to ensure cohesive cross-team solutions, particularly where your team's products integrate with mobile, embedded, and backend systems • Create an environment where your direct reports are proud to work at Swiftly, as measured by employee retention and employee satisfaction scores

• Build and manage a territory strategy that creates a realistic plan towards quota achievement • Prospect approximately 50-60% of your own pipeline by leveraging Salesforce CRM and Outreach.io. Tasks will include daily research, cold calling, sending email campaigns and using tools such as LinkedIn. • Conduct thorough discovery calls where you clearly identify the pain and needs of account stakeholders • Demonstrate Swiftly’s ability to solve problems and deliver desired business outcomes • Guide government agencies to approach old problems in new ways • Work public sector deals from discovery to close within a typical 6-12 month sales cycle • Work with your opportunity contacts to identify budget and determine a procurement path • Attend conferences and other events to deepen your industry knowledge, meet transit leaders, generate new sales opportunities, and accelerate deals • Accurately identify risk within deals by using the SPICED methodology and work with your leadership, internal partners and executives to mitigate those risks • Forecast deals appropriately using Swiftly’s forecast methodology • Achieve and exceed revenue goals. • Contribute to the winning environment by committing to your own self-development and supporting the development of your teammates

• Build and manage a territory strategy that creates a realistic plan towards quota achievement • Prospect approximately 50-60% of your own pipeline by leveraging Salesforce CRM and Outreach.io. Tasks will include daily research, cold calling, sending email campaigns and using tools such as LinkedIn. • Conduct thorough discovery calls where you clearly identify the pain and needs of account stakeholders • Demonstrate Swiftly’s ability to solve problems and deliver desired business outcomes • Guide government agencies to approach old problems in new ways • Work public sector deals from discovery to close within a typical 3-8 month sales cycle for SMB • Work with your opportunity contacts to identify budget and determine a procurement path • Attend conferences and other events to deepen your industry knowledge, meet transit leaders, generate new sales opportunities, and accelerate deals • Accurately identify risk within deals by using the SPICED methodology and work with your leadership, internal partners and executives to mitigate those risks • Forecast deals appropriately using Swiftly’s forecast methodology • Achieve and exceed revenue goals. • Contribute to the winning environment by committing to your own self-development and supporting the development of your teammates