About The Position

At HopSkipDrive, our goal is to create opportunity for all through mobility. We’re a technology company that solves complex transportation challenges where there is a heightened need for safety, equity, and care. Through our marketplace, we connect kids, older adults, or anyone needing extra support to highly-vetted caregivers on wheels. Through our software, we solve the biggest transportation challenges facing schools and school districts around the country. Founded by three moms as a solution to their own transportation challenges, we’ve now facilitated more than five million rides across over 17 states around the country. We continue to expand at a rapid pace, making the Inc. 5000 list four times, as well as the Deloitte 500 Fast-Growing Technology list. HopSkipDrive is a Series D company and has raised $100M in funding to date. Who We Are: Our Growth Initiatives and Sales Intelligence teams manage expansion efforts and the RFP process, including COIs and sales support; examine, create, and submit transportation-related RFP responses. We are seeking a strategic, high-impact, detail-oriented Sr. Manager, RFP & Sales Intelligence to lead our proposal development and sales intelligence functions. This is a critical leadership role responsible for building, developing, and managing a winning RFP engine from initial discovery to final submission. The ideal candidate is a seasoned RFP professional with a heavy emphasis on project management and strategic prioritization. You will thrive in a high-velocity environment, managing multiple complex workstreams simultaneously while serving as a key liaison for our cooperative purchasing partners and driving sales intelligence initiatives.

Requirements

  • 8+ years of related experience in RFP/proposal management from opportunity through submittal (in K-12 education strongly preferred).
  • Management experience with a proven ability to effectively develop and lead a team of 3+ people and meet stringent deadlines.
  • Ability to shift focus to a player-coach, demonstrating excellent written and verbal communication skills; demonstrated persuasive writing, technical writing, and editing skills to support development of RFPs.
  • Attention to detail; ability to manage all proposal requirements with zero errors or omissions.
  • Experience building a standard process that facilitates smooth, efficient, and consistent submissions.
  • Excellent project management skills and ability to work across functions. You can motivate others without direct reporting lines.
  • Entrepreneurial mindset and willingness to work in a fast-paced, start-up environment.
  • Experience utilizing procurement data platforms, such as GovSpend and Burbio, to identify RFP issuances and gain market insights.
  • Relationship-oriented with excellent interpersonal skills, readily develops trust and credibility across all levels, and can motivate others.

Nice To Haves

  • Experienced with RFP management software (e.g. Loopio) a plus.

Responsibilities

  • Team Leadership: Provide direct oversight, mentorship, and management to the RFP team, consisting of three RFP analysts. Foster a culture of excellence, accountability, and continuous improvement.
  • Strategic Roadmap. Develop a long-term strategic roadmap for the RFP function, maintaining a holistic view of the pipeline to proactively align all bids and submissions with the company's overarching business strategy and revenue targets.
  • Bidding Strategy: Lead the development and execution of a comprehensive strategy for bids and contracts, ensuring alignment with company revenue goals and market opportunities.
  • Process Architecture: Design and refine a standard end-to-end RFP process that facilitates smooth, efficient, and consistently high-quality submissions.
  • Multitasking & Prioritization: Manage the end-to-end RFP lifecycle (receipt, review, analysis, and submission) for multiple concurrent proposals, often with rapid turnaround deadlines.
  • Workstream Coordination: Successfully execute internal project management and proactive communication plans to keep cross-functional partners (Sales, SME, Finance, Legal) informed, engaged, and on track.
  • Content Excellence: Establish and maintain a sophisticated RFP content repository (e.g., Loopio) to ensure information is consistent, accurate, and compelling.
  • Quality Assurance: Ensure 100% compliance with all RFP requirements, tailored specifically to the prospective client’s needs, with zero errors or omissions.
  • Sales Intelligence: Own the RFP intelligence function to support strategic initiatives. Utilize procurement data platforms (e.g., GovSpend, Burbio) to identify trends, track competitor outcomes, and inform leadership of market shifts.
  • Cooperative Purchasing: Act as the primary liaison and account manager for our cooperative purchasing partners, maximizing the value of these strategic relationships.

Benefits

  • We want you to be an owner in our company and share in executing our vision, so every full-time employee has equity.
  • flexible vacation
  • medical, dental, vision, and life insurance
  • 401(k)
  • FSA
  • an opportunity to work for a uniquely positioned, VC-backed company in a hugely attractive space with significant upside potential.

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What This Job Offers

Job Type

Full-time

Career Level

Manager

Education Level

No Education Listed

Number of Employees

251-500 employees

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