Swiftly

• Develop and execute the product strategy and roadmap for AI-powered shopping experiences and digital marketing solutions • Lead AI initiatives that automate complex marketing workflows, reducing manual effort and improving operational efficiency • Partner with Marketing, Engineering, and customers to understand business processes, identify pain points, and translate them into AI-powered product opportunities • Drive the design and development of AI-powered products, intelligent workflows, and AI agents that automate complex business processes and improve operational efficiency • Translate ambiguous business problems into scalable AI product solutions • Partner with engineering, design, and business teams to ensure alignment on priorities, timelines, and technical feasibility • Stay informed about AI and retail technology trends to identify opportunities for product innovation and workflow automation • Gather feedback from internal and external stakeholders to identify pain points, opportunities, and enhancements for the platform • Develop KPIs and dashboards to measure success and guide future improvements • Other related duties as assigned

• Own the end-to-end post-implementation relationship for mixed book of business for retailer accounts • Act as the primary point of contact and trusted advisor for customer stakeholders to drive value from Swiftly’s core products • Develop account success plans aligned to retailer goals, KPIs, and revenue targets • Proactively identify risks, opportunities, and optimization paths • Drive product adoption across Swiftly solutions (apps, web, retail media, audience optimizer) - track the success • Evangelize customers knowledge of product services and advise them on how to grow their marketing programs • Ensure customers understand and realize measurable value from the platform • Lead regular business reviews (QBRs / MBRs) focused on performance, insights, and roadmap alignment • Drive feedback, discovery and outcomes • Translate data into clear, actionable recommendations for customers • Drive renewals and retention outcomes (GRR / NRR) for your portfolio • Identify and support upsell and expansion opportunities in partnership with Sales • Support revenue growth initiatives including new features, media offerings, and pilots • Partner closely with Implementation/solutions engineering during handoff and early lifecycle • Coordinate with Support and Product to resolve issues and escalate feedback • Represent the voice of the customer internally and influence product priorities • Contribute to process improvements, playbooks, and scalable CS programs • Maintain accurate account data, health scores, and forecasts in CRM / CS tools • Track key metrics including adoption, usage, revenue performance, and NPS • Follow established CS processes while contributing to continuous improvement • Other related duties as assigned

• Own the end-to-end renewal lifecycle for Audience Optimizer (AO) across Swiftly’s retailer portfolio in partnership with the assigned Sales Director • Develop strategic account plans focused on retention, expansion, and long-term customer value • Serve as a trusted advisor to retailer marketing, merchandising, loyalty, and executive leadership teams • Analyze retailer business performance, campaign results, market trends, and competitive dynamics to identify opportunities and risks • Translate campaign performance data and closed-loop measurement insights into actionable recommendations and business strategies • Diagnose retailer challenges and develop creative solutions leveraging Audience Optimizer capabilities, including: • Digital Circular Amplification • Loyalty acquisition and engagement • Competitive conquesting • New customer acquisition • Seasonal and promotional campaigns • Store traffic and basket growth initiatives • Lead strategic business reviews and planning sessions that connect campaign outcomes to broader retailer objectives • Partner with Analytics and Ad Operations teams to identify performance drivers, optimization opportunities, and future campaign strategies • Consult retailers on audience targeting, campaign planning, budget allocation, channel strategy, and measurement methodologies • Build compelling renewal and expansion business cases through performance storytelling, data analysis, and strategic recommendations • Establish and maintain executive-level relationships across retailer organizations • Collaborate cross-functionally with Sales, Account Management, Analytics, Product, and Ad Operations teams to ensure successful campaign execution and customer outcomes • Proactively identify risks to renewal and develop mitigation strategies to improve retention • Maintain accurate forecasting for renewals, expansions, and growth opportunities • Serve as a subject matter expert on Audience Optimizer, grocery marketing strategy, loyalty marketing, and digital media best practices • Other related duties as assigned

• Design and produce high-quality sales enablement materials including pitch decks, one-pagers, talk tracks, battle cards, and objection-handling guides • Partner closely with Product Marketing to translate product updates and positioning into seller-ready narratives and assets • Maintain a centralized, up-to-date enablement content library accessible to all revenue-facing teams • Ensure all materials reflect consistent brand voice, messaging hierarchy, and competitive differentiation • Develop and deliver internal training programs, workshops, and onboarding curricula to educate sellers on product capabilities, positioning, and sales methodology • Build and manage role-specific learning paths for Sellers and Customer Success Managers • Lead ongoing enablement sessions including product launch readiness, competitive updates, and skills-based coaching • Partner with Sales leadership to identify skill gaps and design targeted programs to address them • Serve as the connective tissue between Product Marketing, Sales, and Customer Success, ensuring a cohesive and consistent go-to-market approach • Collaborate with Product Marketing on launch readiness, ensuring sellers understand new capabilities before they hit the market • Partner with Revenue Operations to align enablement efforts with pipeline metrics and sales performance data • Act as a feedback loop between the field and internal teams to continuously refine messaging and materials based on real-world seller experiences • Define and track key enablement KPIs including content adoption, training completion rates, ramp time, and impact on win rates • Continuously assess the effectiveness of enablement programs and iterate based on data and seller feedback • Manage enablement tools and platforms (e.g., LMS, sales content management systems) • Other duties as assigned

• Own the end-to-end renewal lifecycle for Audience Optimizer (AO) across Swiftly’s full retailer portfolio in collaboration with the assigned Sales Director • Develop and execute strategic account plans to drive retention, increased investment, and long-term growth • Act as a consultative agency partner to retailers—aligning AO strategy with promotional calendars, merchandising priorities, and business objectives • Lead campaign planning in partnership with retailers, including audience strategy, budget allocation, flighting, and channel mix recommendations • Translate performance data and closed-loop measurement insights into clear, actionable optimization strategies and renewal narratives • Proactively identify opportunities to expand AO adoption, increase budgets, and introduce incremental use cases (e.g., seasonal campaigns, conquesting, loyalty growth) • Build and maintain strong relationships with key stakeholders, including marketing, merchandising, and executive leadership • Lead renewal conversations, including business case development, performance storytelling, and commercial negotiations • Partner cross-functionally with Account Management, Analytics, Ad Ops, and Product teams to ensure successful campaign execution and continuous improvement • Monitor campaign performance trends and provide strategic guidance to improve outcomes and drive incremental sales impact • Maintain accurate forecasting for renewals and growth opportunities, ensuring visibility into revenue retention and expansion • Serve as a subject matter expert on AO, retail media strategy, and grocery promotional dynamics • Identify risks to renewal early and develop mitigation strategies to ensure continuity and prevent churn • Other related duties as assigned

• Rapidly assimilate Swiftly’s suite of digital products and articulate their benefits and capabilities to clients with persuasive acumen • Plan and oversee the execution of digital marketing campaigns, ensuring adherence to timelines, creative standards, and data requirements to meet clients' audience targets and business objectives. Leverage inventory planning tools to ensure proposals only offer available inventory • Act as the primary contact for clients, offering troubleshooting support, implementing creative changes, maintaining campaign momentum, and delivering actionable performance insights and recommendations • Craft and convey media strategies, including audience targeting and optimization techniques, establishing yourself as a thought leader in media planning to enhance Swiftly’s client relationships • Develop, present, and implement comprehensive media plans that encompass various digital channels, with an emphasis on innovation and optimization to drive client success • Collaborate with the sales team to secure client renewals and identify opportunities for new or incremental business, underpinning client retention and growth strategies • Input all proposals into Salesforce CPQ; push deals through the opportunity stages until the deal is closed won. Maintain product catalog in Salesforce and ensure new products are accurately structured in Salesforce • Advise on pricing strategies and help develop, maintain, and enforce rate card norms. Participate in deal review for non-confirming deals • Forecast campaign risk and required adjustments to address performance weekly • Manage client expectations and advise on the most advantageous spend tactics to garner the highest campaign performance. Upsell on winning strategies and develop successful renewal strategies • Lead the planning and execution of multi-channel digital campaigns, including paid and organic search, social media across platforms like Facebook, Instagram, and emerging channels such as TikTok • Utilize advanced programmatic spending strategies to target users based on demographic data and loyalty to home stores, integrating video content where effective • Oversee regular campaign performance reviews, presenting metrics such as impressions, views, clicks, likes, ROAS, iROAS, and in-store visitation to stakeholders • Collaborate with data analytics teams to refine campaign targeting using geo-targeting and "instant segments" to engage consumers during in-store shopping experiences • Serve as the primary liaison between clients and internal teams, ensuring timely communication and campaign alignment with client expectation • Align with product on customer experience, usability and new enhancements • Facilitate and present campaign wrap up reporting, integrating data from 1st and 3rd party reporting systems and summarizing in eloquent readouts • Other related duties as assigned

Role Description Swiftly is looking for a Senior Software Engineer with experience building scalable cloud-based services. You’ll collaborate seamlessly with Product Managers, Designers, and teammates to discover the right solutions. You will work across the stack — contributing to backend services as well as modern frontend applications — to deliver seamless, end-to-end experiences for our customers. Our backend environment includes Java, Node.js, and Python; our MV* framework of choice is Vue.js, but we welcome applicants who are excited to work across languages and have strong experience with any major MV* framework. We encourage you to apply if the above is exciting to you and if you meet half or more of the below requirements. Above all else, we value candidates who angle toward growth, leveraging a positive attitude and the aptitude to relentlessly seek and solve problems to deliver impact. We know the tech landscape is ever-changing and strongly support individual growth. If this is exciting to you, then we'd love to talk! What you'll do - 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 Qualifications - Motivated by mission-driven work and excited to improve public transit - 5+ years of relevant software engineering experience - Experience building real-time data processing systems - Comfort applying modern AI tools to accelerate development and improve quality - Full-stack skills: strong in at least one of Java, Python, or Node/JavaScript; comfortable building modern frontends (Vue.js a plus); eager to learn across the stack - Experience building and consuming APIs; proficiency with SQL and non-relational databases, including making informed schema and data-modeling decisions - Experience with cloud-native architectures and services (AWS preferred) - Strong product mindset — you use technology pragmatically to solve meaningful customer problems - Continuous learner who embraces emerging technologies and helps others grow - Collaborative team player who contributes wherever needed to support team goals - Open to feedback (a core Swiftly value!), humble in technical debate, and committed to blameless learning and improvement 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 - 12 fully paid weeks of leave for childbirth/adoption Pay Range In accordance with pay transparency laws, please see the approximate salary ranges below. These ranges represent 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. - US Salary Range: $130,000 - $210,000 - Canadian Salary Range: $140,000 - $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

Role Description Swiftly is looking for a Sales Manager, Enterprise to lead and develop our Mid-Market/Enterprise Account Executive and Business Development Representative teams. This is a management role focused on building, coaching, and developing a high-performing sales team — ideal for a sales leader who thrives on developing reps, driving accountability, and winning in complex public-sector environments. You’ll own the performance and development of the Enterprise AE and BDR functions, driving new logo acquisition with transit agencies across North America. Your team manages 6–18 month enterprise sales cycles involving government procurement, multi-stakeholder buying committees, and consultative selling. You’ll set the coaching rhythm, build pipeline strategy, and ensure your team is executing with discipline using the SPICED methodology. If you’re passionate about developing talent, winning in complex sales environments, and making public transit better for millions of riders, we want to talk to you. Qualifications - 5+ years of B2B SaaS sales experience, with at least 2 years in a frontline sales management role - Proven track record of leading teams to meet or exceed quota in a new-logo, enterprise sales environment - Experience managing both AE and BDR functions (or equivalent pipeline generation teams) - Strong coaching instincts — you develop reps, not just manage them - Experience with complex, consultative sales cycles (6+ months) involving multiple stakeholders and procurement processes - Comfortable with government or public-sector sales; transit industry experience is a plus but not required - Proficient with Salesforce, Outreach.io, ZoomInfo, LinkedIn Sales Navigator, and modern sales tools - Excellent communication skills — you can lead a team meeting, run a deal review, and present to executives with equal confidence - Willingness to travel for conferences, team events, and strategic customer meetings (approximately 20–30%) Requirements - 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 - Step in to support AEs on discovery calls, demos, and business case development when needed - 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 - Support BDR development and career pathing into AE roles - Champion and enforce the SPICED sales methodology across the team - Represent Swiftly at industry conferences (APTA, TransITech, state transit associations) and coach your team on event strategy - 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 Benefits - Competitive salary - Equity compensation 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 holidays in months without US national holidays - 12 fully paid weeks of leave for childbirth/adoption

• Schedule and communicate available days of work • Communicate activity with the team • Support the product team by sharing product feedback • Manage workload efficiently and meet daily/weekly review targets • Other related duties as assigned

Role Description The Technical Support Representative is part of the Customer Success department at Swiftly and works directly with Swiftly customers and cross-functional partners to ensure our customer transit agencies are happy and find immense value in the tools that Swiftly provides. - Support internal and external customers in many aspects of their journey at Swiftly. - Work with sales teams to ensure prospect accounts successfully leverage the Swiftly platform during product demonstrations and pilots. - Assist new customers during their implementation and onboarding phase to ensure their data, integrations, and hardware are integrated correctly. - Help existing customers solve problems, answer questions, and troubleshoot bugs and technical issues as they arise. - Seek to thoroughly understand customer needs and apply skills to solve problems. - Apply a keen analytical eye to spot trends and work within tools and cross-functional teams to prevent repetitive work. - Passionate about improving mobility in the communities served. - Thrive on getting creative to solve problems. What You'll Do - Become an expert on Swiftly’s suite of solutions and assist customers on issues and concerns. - Quickly and accurately handle all levels of technical support communications across multiple channels. - Take end-to-end ownership of issues, following through until reaching an appropriate resolution. - Handle daily technical support requests from customers, including bugs, technical issues, product questions, feature requests, and account creation. - Serve as technical support for Swiftly and assist in troubleshooting hardware issues. - Train and optimize the email AI agent by updating its knowledge through written content, documentation, and video recordings. - Lead troubleshooting of bugs and document and partner with Product and Engineering teams for resolution. - Investigate and solve complex data questions. - Build relationships with other departments 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. - Be the customer advocate, serving as their eyes, ears, and heart at Swiftly. Qualifications - 2+ years of experience working with Enterprise SaaS customers or in the transit or transportation industry. - Strong written and verbal communicator. - Love working with customers (internal and external) and setting them up for success. - Strong empathy and patience. - Tireless investigator who owns issues until resolution. - Constantly seeks to create efficiencies and uses AI to enhance work efficiency. - Desire to solve challenges creatively. - Comfortable working with software and occasionally hardware (GPS units for buses and trains). - Interest in transit. - Experience and passion for content writing for a knowledge base is a plus. - Experience with data analysis and data visualization tools is a plus (Google Sheets, Google Data Studio, Amplitude). - Basic skills in Java, Python, or SQL are a plus. Requirements - Remote position, specifically looking for candidates on the West Coast or those who can work in the Pacific timezone (PDT). Benefits - Competitive salary - Equity compensation 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 holidays in months without US national holidays - 8 fully paid weeks of leave for childbirth/adoption