Swing Education wins many of our district and charter partnerships through competitive RFP, RFI, and bid processes - and the proposal is where the case gets made. As our RFP Writer, you own that case from the moment an opportunity lands to the moment it's submitted: you help decide what's worth chasing, build the plan, write the story, and get it out the door on time and airtight.
As our RFP writer, you'll sit at the center of sales, product, operations, legal, and finance, turning Swing’s products and services into a proposal that stands out above the rest. You monitor our channels, create the winning stories, and run the day-to-day bid process with a manager on hand for more complex, high-stakes submissions.
If you like deadlines that mean something, writing that has to be persuasive and exactly right, and work that ensures students always have a teacher to help them learn - you'll like this job.
ESSENTIAL DUTIES AND RESPONSIBILITIES:
- Find the opportunities worth winning. Monitor bid portals, procurement notices, and signals to catch relevant RFPs, RFIs, and bids as they release. Run go/no-go calls with leadership - weighing fit, competitive landscape, timeline, and win probability - so our effort goes where it counts. Log and triage everything coming in, especially through the spring rush when K-12 budget cycles put everything on the calendar at once.
- Run the process end to end. Build the timeline and compliance matrix for each response, working backward from the deadline. Draft, edit, and assemble narrative content, pricing exhibits, staffing plans, and required forms. Drive technical, pricing, and legal reviews through internal sign-off. Own final formatting, proofing, and submission.
- Pull in the right people at the right moment. Partner with account executives to understand each district's needs, pain points, and competitive picture. Get operational and technical detail from product, regional ops, and customer success so every claim reflects what Swing does today. Work with legal on terms, insurance certificates, and contract exceptions, and with finance on pricing structure and margin before anything goes out.
- Learn the product. Build deep, current command of our marketplace model, service offerings, pricing, geographic coverage, and compliance processes - enough to write persuasively and sell our services to district administrators. Keep the proposal content library (boilerplate, templates, past performance, bios, differentiators) current as the business evolves.
- Make the next bid better than the last. Track win/loss outcomes and debrief the losses honestly to sharpen messaging and close recurring gaps. Improve templates, style guides, and reusable content so turnaround gets faster and more efficient. Recommend process changes as bid volume grows.
REQUIREMENTS AND QUALIFICATIONS:
- Extremely high attention to detail.
- 2-4 years of experience writing or coordinating proposals, RFP responses, or grant applications, ideally in a B2B services, staffing, ed-tech, or public-sector-facing environment
- Comfortable owning a proposal end-to-end under deadline pressure
- Solid project-management instincts - able to hold a timeline and keep cross-functional contributors on track
- Very strong writing, editing, and synthesis skills; able to translate technical/operational detail into clear, persuasive narrative
- Experience (or clear aptitude) coordinating input from sales, legal, finance, and operations stakeholders
- Comfort with public-sector or K-12 procurement processes a plus (RFP portals, compliance requirements, scoring rubrics)
- APMP certification (or interest in pursuing one) a plus, not required
- Bachelor's degree or equivalent practical experience
- AI Enthusiast
What success looks like in the first 6 months
Independently owns intake-to-submission for standard RFPs, escalating appropriately on complex or unusually large bids. Has built working relationships with sales, product, and operations stakeholders as go-to sources. Has a functioning, current content library and compliance matrix template. Contributes at least one process improvement that measurably reduces turnaround time or improves win rate.
Swing Education is unable to provide employment visa sponsorship, including H-1B sponsorship, for this position. Applicants must be currently authorized to work in the United States on a full-time basis without current or future sponsorship.
Salary is commensurate on experience and is adjusted for cost of living standards dependent on position location. Swing Education offers a comprehensive benefits package which includes the following perks:
- Medical/dental/vision benefits
- Flexible Time Off (FTO)
- Paid holidays
- Parental leave
- Stock options
- Professional development reimbursement program
- Co-working membership reimbursement
- Mission-driven work
- Fun, collaborative, balanced culture
COMPENSATION:
$65,000—$80,000 USD
2-4 years proposal or RFP writing experience; strong writing, editing, project management; attention to detail; ability to coordinate cross-functional input; bachelor's degree or equivalent; authorized to work in US without sponsorship.
Key Responsibilities
- writing proposals
- coordinating bid processes
- managing content library
Job Details
- Category: Business Operations
- Seniority: Mid Level
- Commitment: Full Time
- Workplace: Remote — United States
- Salary: USD 65,000 – 80,000 / year
- Languages: English
Benefits
- Generous paid time off
- Tuition reimbursement
- Generous parental leave
About Swing Education
An education technology company that connects schools with substitute teachers. — Industry: Education