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Proposal Writer - Outdoor Hospitality SaaS πŸšπŸ’» Remote

Remote Β· Canada Full-time

Company Overview Our client is a two-sided outdoor hospitality business: A traveler marketplace for booking campgrounds and RV parks A platform for park operators to manage reservations, payments, and operations Our client brings modern software to a fragmented industry made up largely of independent businesses. The product is used daily in operationally complex environments where reliability and responsiveness matterβ€”especially during peak travel seasons when customers move fast and deadlines are real. Your Role As a Proposal Writer, you’ll run proposal submissions from intake through clean submission. This is not a β€œfill in the blanks” roleβ€”you’ll own timelines, coordinate cross-functional inputs, draft and edit responses, and ensure every deliverable ships on time and meets submission requirements. You’ll partner closely with Sales, Operations, Product, and Leadership to gather information, shape clear and accurate answers, and continuously improve the process so our client gets faster and more consistent over time. You’ll: RFP intake, coordination, and submission management Identify and intake new RFP opportunities (monitor portals, inbound channels, and customer requests) Run end-to-end RFP / proposal submissions (intake β†’ drafting β†’ reviews β†’ final delivery) Own timelines, deadlines, formats, and submission requirements so nothing slips Drive follow-ups with internal stakeholders to unblock answers and approvals Maintain version control and deliver polished, compliant final submissions Writing, editing, and response quality Draft compelling, accurate responses aligned to customer requirements and evaluation criteria Edit for clarity, structure, and persuasionβ€”without overselling or adding risk Ensure consistency across branding, product positioning, and voice Content library + process improvement Build and maintain reusable proposal content (standard answers, case studies, product overviews) Capture learnings and improve the process (what repeats, what wins/loses, what slows the team down) Research customer needs and competitive context when needed to strengthen responses You Bring: Experience owning RFP / proposal submissions end-to-end (or similar high-stakes documentation workflows) Strong writing, editing, and structured-thinking skills (turn messy inputs into crisp answers) Excellent organization, attention to detail, and version control habits Comfort coordinating cross-functionally and driving follow-ups without becoming the bottleneck Ability to ship reliably under deadline pressure Strong English communication skills Bonus Points: Exposure to SaaS, operations, or B2B environments Familiarity with CRM, knowledge base, or proposal management tooling Hospitality / travel / marketplace context Enjoy building repeatable systems and improving how work gets done What’s Offered: Fully remote contractor role Open to candidates across LATAM Work aligned with U.S. business hours (overlap required) 20 days PTO + U.S. holidays Competitive USD compensation (based on experience) High ownership and visibility within a small team Opportunity to build and shape the support system from the ground up Interview Process 1️⃣ Intro conversation with recruiting team 2️⃣ Hiring manager interview (role discussion + expectations) 3️⃣ Practical writing / proposal assessment (clarity, structure, accuracy) 4️⃣ Final conversation with team and leadership

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