(Remote) AI Bid & Proposal Manager

Harris Computer • Remote - British Columbia - 40, SK

5d • $80,000 - $100,000 • Remote

About The Position

Cayenta, a division of Harris, is seeking an AI Bid & Proposal Manager to be central to their bid strategy as they scale their go-to-market function. Cayenta provides utility software solutions across North America. This role is an individual contributor responsible for the end-to-end RFP process, including intake, bid/no-bid assessment, and final submission. A key aspect of this role is architecting and operating an AI-assisted proposal workflow, which involves building and maintaining an answer corpus, tuning retrieval pipelines, and managing a human review loop to ensure accuracy, competitiveness, and brand consistency. The manager will collaborate with Sales, Product, and Professional Services to translate Cayenta's capabilities into compelling proposal narratives and continuously improve the systems for efficiency. Initial goals include mapping the current RFP process, taking ownership of an active submission, and documenting AI workflow gaps within the first 90 days. Within six months, the answer corpus should be populated, the retrieval pipeline operational, and SME review time reduced. Within a year, win rate trends should be improving, the system should be self-improving through corpus writeback, and proposal quality should be a competitive advantage. This is a remote role open to candidates in Canada and the US, requiring approximately 25% travel. Candidates must hold a valid passport and be eligible for international travel.

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
• Hold a current, valid passport and be legally eligible to travel internationally
• Possess either passport based visa exemption or possession of any required travel visas for entry into Canada, the United States, and the Caribbean

Nice To Haves

• 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

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
• Develop and maintain reusable proposal content: company overviews, capability narratives, differentiator statements, and reference stories
• Translate technical product capabilities into clear, buyer-focused language aligned to utility sector priorities
• Incorporate competitive intelligence into proposal strategy, particularly in contested evaluations (e.g., SpryPoint, NISC, NorthStar)
• Partner with Sales to ensure proposals reflect the pre-RFP relationship context and any known evaluation priorities
• 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

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
• Remote work

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed