[Hiring] Associate Proposals Consultant @Fleetio

Role Description

The Strategic Response Management (SRM) function sits inside Solutions Consulting and partners with Sales to win the RFIs, RFPs, security questionnaires, and vendor assessments that stand between Fleetio and our largest deals. In the first twelve months since launch, SRM has helped drive a step change in RFx win rate, scale response support into enterprise-tier deals (think multi-million-dollar opportunities), and build a repeatable workflow powered by a custom internal AI agent grounded in Fleetio's own documentation. We treat formal responses as a revenue lever, not an administrative task.

As an Associate Proposals Consultant, you will own the day-to-day drafting and coordination work for a growing book of RFx responses, working alongside the Proposals Consultant on the function's most strategic opportunities. You will:

• Leverage AI tools to draft, edit, and submit RFI, RFP, and security questionnaire responses for commercial and public sector opportunities, following APMP-aligned best practices (Theme, Proof, Benefit).
• Partner with Account Executives and Account Managers from intake through submission to shape evaluator-facing messaging, identify discriminators, and keep responses on time.
• Coordinate with cross-functional subject matter experts in Product, Security, Legal, and Customer Success to validate technical, compliance, and contractual answers.
• Use Fleetio's internal response AI tools to generate first-pass answers grounded in approved source material, then edit for voice, clarity, and win themes.
• Track response outcomes (progression, win rate, closed-won ARR influenced) and surface trends that help the function and Sales leadership improve pursuit decisions.
• Contribute to continuous improvement of the SRM workflow, intake process, and tooling, including battle card integration, competitive framing, and documentation.
• Represent SRM in internal reviews, pursuit syncs, and enablement sessions with Sales.

Qualifications

• At least two years of hands-on experience managing or drafting RFx responses (RFIs, RFPs, security questionnaires, or vendor assessments) for commercial or public sector clients.
• Strong business writing skills: plain English, active voice, specific over generic, with the ability to turn technical input into evaluator-friendly answers.
• Experience coordinating input from cross-functional contributors under deadline pressure, managing multiple concurrent responses without dropping balls.
• A detail-first mindset: you catch question numbering, column mapping, submission formatting, and compliance requirements before submittal.
• Comfort working in a remote, collaborative environment with asynchronous communication, including Slack, Google Workspace, and shared documentation platforms.

Requirements

• Experience responding to RFx opportunities on behalf of a software or SaaS company, including familiarity with security questionnaires such as CAIQ, SIG, or SOC 2 artifacts.
• APMP certification at the Foundation, Practitioner, or Professional level.
• Working knowledge of public sector procurement workflows, cooperative contracts, and state and local government RFP formats.
• Familiarity with fleet management, telematics, maintenance software, or an adjacent operational B2B software category.
• Comfort with AI-assisted drafting tools and prompt-based content generation.

Benefits

• Multiple health/dental coverage options (100% coverage for employee, 50% for family)
• Vision insurance
• Incentive stock options
• 401(k) match of 4%
• PTO - 4 weeks (increases at year two!)
• 12 company holidays + 2 floating holidays
• Parental leave - birthing parent (16 weeks paid) non-birthing (4 weeks paid)
• FSA & HSA options
• Short and long term disability (short term 100% paid)
• Community service funds
• Professional development funds
• Wellbeing fund - $150 quarterly
• Business expense stipend - $125 quarterly
• Mac laptop + new hire equipment stipend
• Fully stocked kitchen with tons of drinks & snacks (BHM only)
• Remote working friendly since 2012 #LI-Remote