Sr. Manager, RFP & Sales Intelligence

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.

Key Responsibilities:

Strategic Leadership & Team Management

• 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.

Project Management & RFP Execution

• 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 & Partnerships

• 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.

Who You Are:

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

Our Investment In You:

We want you to be an owner in our company and share in executing our vision, so every full-time employee has equity. In addition, we offer flexible vacation, medical, dental, vision, and life insurance, 401(k), FSA, and an opportunity to work for a uniquely positioned, VC-backed company in a hugely attractive space with significant upside potential. HopSkipDrive is committed to fair and equitable compensation practices. The salary range for this role in Los Angeles, CA is 120,000-145,000 per year.   This position is remote and, as such, compensation will ultimately be in line with the location in which the position is filled. Final compensation for this role will be determined by several factors such as a candidate’s relevant work experience, skill set, certifications, and specific work location. The total compensation package for this role also includes equity stock options.

HopSkipDrive is proud to be an equal-opportunity employer.  All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, veteran status, or any other protected class.

* This role will be fully remote in one of the following states AZ, CA, CO, CT, DC, FL, GA, IL, IN, KS, MA, MD, MI, MN, MO, NC, NJ, NM, NV, NY, OH, OK, OR, SC, TN, TX, UT, VA, WA, WI*