Posted Oct 8, 2026

Director of Proposal Development (Contract) - Remote

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Engagement: 1099 contract, hybrid hourly + win bonus. Comp: $100-200/hr engaged + 3-5% of awarded contract value as win bonus. Location: Fully remote, USA. Reports to: Founder + CEO.

About The Wilkinson Firm

TWF serves three divisions: HR Advisory (behavioral health, mental health, human services), Premium Hospitality and Event Staffing, and emerging Government Contracting. State and commercial RFPs across all three are a meaningful revenue stream we are not pursuing systematically yet. We need a Director of Proposal Development to own the bid-no-bid decision, response coordination, and submission compliance for state HHS contracts, behavioral health authority bids, hospitality MSAs, and healthcare system HR services RFPs.

Who we want

Proposal and bid managers with services industry background. 8+ years experience. APMP credential preferred. You know how to read a 200-page RFP, build a compliance matrix in 4 hours, and orchestrate SME input across 6 contributors with conflicting calendars. State HHS or behavioral health contracting experience strongly preferred.

What you would do

Compensation

$0 base. $100-200/hr engaged. 3-5% of awarded contract value as win bonus, paid on award.

What you keep

How to apply

Send CV and one-paragraph note on the largest RFP you have managed end-to-end that was awarded to with subject "Director of Proposal Development." Reply within 48 hours.

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