(Remote) AI Bid & Proposal Manager

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.

Cayenta is a purpose-built utility software company within the Harris/Constellation Software portfolio, delivering CIS and ERP solutions to municipal utilities, co-ops, and IOUs across North America.

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, and managing the human review loop that ensures 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 - and you will continuously improve 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, and 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.

This includes either passport based visa exemption or possession of any required travel visas for entry into Canada, the United States, and the Caribbean.

Salary:

80K - 100K

Commission Up to 65K

Department:

Sales & Marketing

Reports To:

Director of Sales and Marketing

Employment Type:

Full-Time, Permanent

Location:

Remote (Canada preferred)

Level:

Individual Contributor

What your impact will be:

RFP Process Management


* 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

AI-Augmented Proposal Workflow


* 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 implementi...