Role Description We’re looking for a Senior Proposal Manager to own our bid program end to end from the moment we receive an RFP to the day we submit, and through any follow-on BAFO or oral presentation support. - Own the win strategy and narrative for each bid alongside Sales leadership. - Write and edit substantial portions of every response. - Build the content infrastructure that makes each successive bid stronger than the last. - Work across Product, Engineering, Operations, Legal, Security, and Finance to extract credible inputs for responses. - Turn inputs into clear, persuasive, compliance-meeting proposal language. - Use AI tooling to accelerate drafting and content reuse. - Have judgment to know when AI output meets the bar and when it needs significant human intervention. Qualifications - 5+ years of proposal management or bid writing experience, with direct ownership of complex, long-form RFP responses. - Demonstrated experience in public-sector or regulated B2G technology procurement (govtech, infrastructure, SaaS sold to government agencies, or similar). - Strong writing and editing skills — ability to show proposals written, not just managed. - Experience coordinating multi-stakeholder input processes and holding contributors to deadlines without formal authority. - Hands-on familiarity with AI writing and productivity tools (ChatGPT, Claude, Copilot, or similar). - Exceptional organizational and project management skills; comfortable owning multiple concurrent workstreams under deadline pressure. Requirements - Manage the full bid lifecycle for 8-12 major municipal RFPs per year: kickoff, compliance matrix, schedule, review cycles, production, and on-time submission. - Build and maintain bid governance processes that create predictability and accountability across contributing teams. - Track and manage all RFP requirements, addenda, and clarifications; flag compliance risks early and resolve them before they become submission issues. - Own the go/no-go input process and maintain a bid calendar that gives leadership clear line-of-sight into upcoming pipeline. - Develop the win theme and narrative strategy for each bid in partnership with Sales. - Write and edit executive summaries, company overviews, approach narratives, implementation plans, and other long-form sections. - Conduct structured SME interviews and working sessions to extract technical, operational, and compliance content. - Review all contributed sections for consistency of voice, accuracy, and alignment with the win story. - Build and maintain a reusable proposal content library: baseline answers to common RFP questions, modular narrative blocks, case studies, client references, proof points, certifications, and past performance documentation. - Continuously improve library content based on evaluation feedback, new contract wins, and product and capability updates. - Develop and maintain standard templates for common response structures used in municipal technology procurement. - Use AI tools actively to accelerate first-draft generation, content adaptation, and library search. - Help establish and follow internal protocols around what proposal content and client data can appropriately be used with AI tooling. - Stay current on emerging AI capabilities relevant to proposal development. Benefits - Competitive salary. - Comprehensive health benefits. - Flexible work environment. - Opportunities for professional development. Company Description Trellint delivers comprehensive parking and curbside management solutions that make the curb easy to use and accessible to all. Our vision is to enhance the value of every curb. To accomplish this, we are leading the transformation of the industry with intelligent curbside management solutions that promote equitable access to the curb, conquer congestion, and improve safety.

• Coordinates all phases of PSI’s proposal process while maintaining the company’s win rate of 30% and higher. • Contributes to everything from RFP strategy to bid defense slide decks. • Partners with global teams of subject matter experts from various departments to rapidly produce winning proposals. • Prepares viable RFP calendars and ensures RFP milestones are met by all involved individuals in a timely manner. • Organizes, attends, and leads strategy calls for each RFP; prepares and distributes minutes/action items. • Develops draft budgets: reviews clients’ specifications, obtains quality feedback from various stakeholders within the company. • Works with the budgeting team to develop competitive budgets and obtaining missing costs. • Prepares vendor RFPs and obtaining vendor quotes. • Writes strategic proposals that meet our clients’ needs. • Provides support for bid defense meetings. • Maintains all RFPs in Salesforce and PSI’s CTMS.

• Manage the entire lifecycle of RFPs, RFQs, and RFIs — from opportunity assessment and prospect research to proposal development, presentation, and transition to the delivery team • Own the end-to-end RFP process, leading proposal development • Collaborate with Sales and Presales teams on winning strategies • Identify RFP risks and coordinate mitigation • Develop and communicate winning proposal strategies aligned with client needs • Analyze RFP requirements and create compliance matrices • Write executive summaries and custom materials • Oversee proposal development, ensuring clarity, consistency, and strong visuals • Collaborate with SMEs to develop accurate, compelling responses • Ensure effective decision-making and task delegation across teams • Track RFP responses and maintain up-to-date records • Keep management informed of progress and provide reporting inputs • Maintain and improve the proposal resource library • Continuously refine materials based on feedback and win/loss analysis

Role Description We invite an experienced Proposal Lead to join Dev.Pro's Engineering Presales team. You'll manage the entire lifecycle of RFPs, RFQs, and RFIs – from opportunity assessment and prospect research to proposal development, presentation, and transition to the delivery team. Your expertise in creating compelling and customized proposals will help drive our business growth and build lasting client relationships. Qualifications - 5+ years of hands-on experience in proposal development, bid management, and RFP processes - Experience in software development and a strong understanding of SDLC - Profound knowledge of the business development lifecycle - Excellent communication, negotiation, and presentation skills with the ability to create and convey compelling value propositions - Ability to build rapport with different buyer personas and ideal customer profiles (ICPs) - Upper-Intermediate+ English level - Strong sense of ownership and responsibility, with a structured and detail-oriented approach Requirements - Desirable: Sales experience and understanding of sales processes - 2+ years of project management experience - Technical background and familiarity with the IT industry Key Responsibilities - Own the end-to-end RFP process, leading proposal development, collaborating on winning strategies, and maintaining a knowledge base to refine our approach and maximize success - Act as the main point of contact for proposal preparation - Lead bid qualification with Sales and Presales teams - Identify RFP risks and coordinate mitigation - Develop and communicate winning proposal strategies aligned with client needs - Analyze RFP requirements and create compliance matrices - Write executive summaries and custom materials - Oversee proposal development, ensuring clarity, consistency, and strong visuals - Collaborate with SMEs to develop accurate, compelling responses - Ensure effective decision-making and task delegation across teams - Track RFP responses and maintain up-to-date records - Keep management informed of progress and provide reporting inputs - Maintain and improve the proposal resource library - Continuously refine materials based on feedback and win/loss analysis Benefits - 99.9% remote — you can work from anywhere in the world - 30 paid days off per year to use however you like — vacations, holidays, or personal time - 5 paid sick days, up to 60 days of medical leave, and up to 6 paid days off per year for major family events like weddings, funerals, or the birth of a child - Partially covered health insurance after the probation, plus a wellness bonus for gym memberships, sports nutrition, and similar needs after 6 months - We pay in U.S. dollars and cover all approved overtime - Join English lessons and Dev.Pro University programs, and take part in fun online activities and team-building events Next Steps - Submit a CV in English - Intro call with a Recruiter - Interview - Offer