[Hiring] AI Bid & Proposal Manager @Harris Computer

Role Description

Cayenta, a division of Harris, is seeking an AI Bid & Proposal Manager who will sit at the centre of our bid strategy as we scale our go-to-market function. This is a high-impact individual contributor role responsible for owning the end-to-end RFP process - from intake and bid/no-bid assessment through to final submission.

What makes this role distinct is that you will also architect and operate the AI-assisted proposal workflow:

• Building and maintaining the answer corpus
• Tuning retrieval pipelines
• Managing the human review loop to ensure every response is accurate, competitive, and on-brand

You will work directly with Sales, Product, and Professional Services to translate Cayenta's capabilities into compelling, differentiated proposal narratives, continuously improving the systems that make that work faster and better.

In your first 90 days, you will have:

• Mapped the current RFP process
• Taken ownership of at least one active submission
• Documented the gaps the AI workflow needs to close

Within six months, the answer corpus is populated, the retrieval pipeline is operational, and SME review time per RFP has measurably decreased. Within a year, win rate trends are moving, the system is self-improving through corpus writeback, and proposal quality is a competitive advantage rather than a cost centre.

This remote role welcomes candidates anywhere in Canada and the US. Travel is required as needed, approximately 25%. Candidates must hold a current, valid passport and be legally eligible to travel internationally.

Qualifications

• 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
• Strong writing skills: ability to produce clear, persuasive proposal prose from technical inputs
• Exceptional organizational skills with the ability to manage multiple concurrent deadlines
• Comfort working autonomously as an IC while coordinating across functions

Requirements

• 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

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 and more!