(Remote) AI Bid & Proposal Manager

About the role

Cayenta, a division of Harris, is seeking an AI Bid & Proposal Manager to join their growing team. The role is high-impact and involves owning the entire RFP process from intake to final submission, as well as architecting and operating an AI-assisted proposal workflow.

Responsibilities

• Own the full RFP lifecycle: intake, triage, bid/no-bid recommendation, coordination, and on-time submission
• Maintain a proposal calendar and manage competing deadlines across an active pipeline
• Facilitate bid/no-bid reviews with Sales and leadership, applying clear criteria to protect team capacity
• Coordinate contributions from Subject Matter Experts (SMEs) across Product, Services, and Engineering
• Ensure all submissions comply with RFP formatting, page limits, and mandatory requirements
• Operate and continuously improve a retrieval-augmented generation (RAG) pipeline for proposal drafting
• Curate and maintain a high-quality answer corpus: writing net-new content, retiring stale responses, and implementing corpus writeback from reviewed submissions
• Tune hybrid BM25/embedding retrieval to improve answer relevance and reduce SME review burden
• Manage the human review workflow: route AI-generated drafts to the right reviewers, track feedback, and close loops efficiently
• Identify and implement AI agents and automation tools that reduce manual effort at each stage of the proposal process
• Monitor proposal quality metrics and improve the system over time based on win/loss patterns
• Track proposal activity, win rates, and cycle times; report to the Director of Sales and Marketing
• Conduct post-submission reviews to capture lessons learned and improve future responses
• Maintain documentation of the proposal process and AI workflow for onboarding and audit purposes

Requirements

• 3+ years of experience managing RFP or bid responses in a B2B software or technology environment
• Demonstrated experience using AI tools (LLMs, prompt engineering, or RAG systems) to improve knowledge work - not just awareness, but hands-on application
• Strong writing skills: you can take technical inputs and produce clear, persuasive proposal prose
• Exceptional organizational skills with the ability to manage multiple concurrent deadlines without dropping detail
• Comfort working autonomously as an IC while coordinating across functions

Qualifications

• Experience in the utility software sector (CIS, ERP, AMI, MDM) or adjacent regulated industries
• Familiarity with retrieval-augmented generation concepts, vector search, or BM25 hybrid retrieval
• Experience with proposal automation tools (RFPIO, Loopio, Responsive, or similar) or willingness to build on custom tooling
• Exposure to the Harris/Constellation Software portfolio operating model
• Experience with Power Automate, Microsoft 365 ecosystem, or low-code automation

Skills

• Strong RFP and bid response management skills
• Experience with AI tools and techniques
• Excellent writing and communication skills
• Ability to manage multiple tasks and deadlines
• Self-motivated and able to work independently

Benefits

• 3 weeks’ vacation and 5 personal days
• Comprehensive Medical, Dental, and Vision benefits starting from your first day of employment
• Employee stock ownership and RRSP/401k matching programs
• Lifestyle rewards including remote work and more!

Pay

$80K - $100K salary, plus up to 65% commission

Schedule

Remote work with occasional travel required, approximately 25%