Lead Proposal Manager

About Outreach Outreach, founded in 2014, is the only complete agentic AI platform for revenue teams. Outreach infuses agentic AI, conversation intelligence, and assistive AI to power hundreds of use cases across revenue motions. From new logo prospecting to expansions, deal acceleration, driving retention, and forecasting, Outreach AI automates workflows and frees sellers to focus on more strategic conversations and actions. Revenue leaders benefit from connected account visibility, performance insights, and higher forecasting accuracy across every GTM team. World leading enterprise organizations use Outreach to power their revenue teams, including Databricks, SAP, Siemens, and Verizon to name a few. The Role Outreach is looking for a Senior Proposal Manager to own the day-to-day execution of security questionnaires (DDQs, SIG, CAIQ, VSAQ, etc.) and other formal buyer requests; the large majority of this role's workload; along with RFPs and RFIs that our Go-To-Market and deal teams need to win business. This is an individual contributor role, and you will be the person deal teams trust to turn a complex, multi-stakeholder ask into a clear, compliant, on-time, and compelling response. This role sits within Solution Consulting and will report to the VP of Solution Consulting. You'll work cross-functionally with Security, Privacy, Product & Engineering (PDE), Legal, and Sales to gather accurate answers, keep response content current, and manage the proposal process from intake to submission. This role is weighted heavily toward compliance and security questionnaires (roughly 85% of workload), with RFP/RFI support making up the remainder — so deep comfort with security and compliance frameworks is essential for success. You'll also help evaluate and recommend tooling (e.g., RFx management platforms) that make the broader response process faster and more scalable as deal volume grows. Location: Ideal location is based in Seattle or Atlanta near in office teams. We are open to remote within the U.S. Your Daily Adventures Will Include Own end-to-end execution of security questionnaires (DDQs, SIG, CAIQ, etc.), RFPs, RFIs, and other buyer-issued requests , from intake through final submission Manage a high-volume queue of inbound security questionnaires across multiple formats/frameworks (SIG Lite/Core, CAIQ, VSAQ, custom vendor risk assessments) and prioritize by deal urgency and SLA Partner with Account Executives and Solution Consultants to understand deal context, timelines, and win themes, and translate those into a proposal plan with clear ownership and deadlines Coordinate cross-functional subject-matter input from Security, PDE, Legal, Customer Success, and other functions, and know when to escalate versus resolve directly Maintain the company’s Trust Center and assist team (when needed) to ensure timely delivery to prospects/customers Maintain and continuously improve a repository of approved content, templates, and reusable answers so responses get faster and more consistent over time Manage questionnaire portals/platforms (e.g., OneTrust, Whistic, vendor-specific portals) in addition to RFx tools Review responses for compliance with solicitation requirements, accuracy, clarity, and consistency of voice before submission Track proposal status, volume, and turnaround time, and flag capacity or process risks to stakeholders early Identify opportunities to streamline the response process, including evaluating and helping implement supporting tools and platforms Support post-submission follow-up, including clarification requests and revisions Our Vision of You 4+ years of experience in proposal management, bid management, deal desk, or a similar cross-functional coordination role, ideally in B2B SaaS Working familiarity with common frameworks referenced in questionnaires: SOC 2, ISO 27001/27701, GDPR, CCPA, NIST, and increasingly AI governance frameworks (e.g., ISO 42001) A track record of independently managing multiple concurrent proposals against firm deadlines without dropping quality or compliance An AI first mindset; actively using AI in your workflows and continue to push how to streamline content, response process and scalability using AI Strong written communication skills; you can take technical or security-related input from subject-matter experts and turn it into clear, buyer-ready language Comfort coordinating across functions (Security, Product, Engineering, Legal, Sales) without formal authority over any of them Comfort with high question-volume, fast-turnaround work (some DDQs run 200+ questions with short SLAs), as distinct from the longer-cycle, narrative-heavy nature of RFPs Excellent organizational skills and close attention to detail, especially around compliance requirements and version control Experience building or maintaining a proposal content library, playbook, or knowledge base A proactive, ownership-driven approach: you flag risks before they become blockers and look for process improvements without being asked Nice to Have Experience with RFx management or proposal automation platforms (e.g., Responsive, Loopio, RFPIO) Familiarity with security and compliance frameworks commonly referenced in questionnaires (SOC 2, ISO 27001, GDPR) Experience supporting enterprise deal cycles #LI-AK1 #remote Why You’ll Love It Here • Flexible time off • 401k to help you save for the future • Generous medical, dental, and vision coverage for full-time employees and their dependents • A parental leave program that includes options for a paid night nurse, and a gradual return to work • Infertility/ assisted reproductive services benefit • Employee referral bonuses to encourage the addition of great new people to the team • Snacks and beverages in the Office, along with fun events to celebrate • Diversity and inclusion programs that promote employee resource groups like Outreach Women's Network, Latinx community, Outreach Black Connection, AAPI community, Pride/LGBTQIA+, Gender+, Disability Community, and Veterans/Military Outreach is an equal opportunity employer. All applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status. Our success is reliant on building teams that include people from different backgrounds and experiences who can elevate assumptions and ideas with fresh perspectives. We're dedicated to hiring the whole human, not just a resume. To that end, we look for a diverse pool of applicants-including those from historically marginalized groups. We would like to invite you to apply even if you don't think you meet all of the requirements listed below. We don't want a few lines in a job description to get between us and the opportunity to meet you.