Manager, Proposals & Content Operations

At Benepass we're making benefits easy. We believe people are the most important asset to any company. Traditional one-size-fits-all benefits packages no longer cut it in today's hybrid and remote-first environment. With Benepass, companies can tailor their benefits to the unique needs of their workforce.

Through our easy-to-use and highly customizable fintech platform, People teams can implement, administer, and track the benefits that meet employees where they are. Employers design their benefits and perks plan by setting a contribution amount and eligible spend categories. Every employee has their own individual definition of wellness and needs different things to help them be their most productive, fulfilled self.

Helping companies reimagine how companies take care of their people.

We are backed by leading investors, including Portage Ventures, Threshold Ventures, Gradient Ventures, Workday Ventures, and Clocktower Technology Ventures. To date, the company has raised $35 million of equity capital.

• Founder Story - Jaclyn Chen

• Benepass Raises $40M Series B

• Benepass | Candidate Resource Page

• Benepass Listed on Inc. Magazine's Best Workplaces of 2023

Benepass is hiring our first Manager, Proposals & Content Operations to build and own our end-to-end RFP and proposal function. As we continue to scale upmarket and increase deal complexity, this role will define the systems, content foundation, and processes that enable high-quality, consistent, and efficient responses across the business. This is a zero-to-one role with significant ownership, partnering closely with Sales, Strategic Alliances, and Product Marketing to improve win rates, reduce sales burden, and elevate how we show up in competitive enterprise opportunities. A key part of this role will be leveraging AI and automation to scale output and continuously improve quality.

• Own the end-to-end proposal and RFP process from intake through submission and follow-up

• Drive cross-functional coordination across Sales, Strategic Alliances, Solutions Consulting, Product, Product Marketing and other stakeholders to ensure timely, high-quality responses

• Establish clear timelines, roles, and SLAs to bring structure and predictability to the process

• Build and maintain a centralized content library, ensuring responses are accurate, up-to-date, and aligned to Benepass’s positioning

• Partner closely with Product Marketing to refine messaging based on RFP trends, buyer feedback, and competitive insights

• Continuously improve core materials including standard responses, executive summaries, and proposal templates

• Draft, edit, and QA proposal responses with a focus on clarity, differentiation, and alignment to client needs

• Tailor responses for enterprise and strategic accounts, balancing customization with scalability

• Ensure consistency in tone, voice, and messaging across all submissions

• Leverage AI tools to accelerate drafting, improve response quality, and enforce consistency in tone and messaging

• Identify opportunities to automate and streamline the proposal workflow, reducing manual effort and increasing throughput

• Evaluate, implement, and manage proposal tools and systems that support scale

• Continuously test and refine workflows to improve efficiency without compromising quality

• Partner closely with subject matter experts across departments to gather inputs and align on strategy for key opportunities

• Act as a central point of coordination across teams involved in proposal development

• Provide feedback to internal stakeholders based on RFP insights to improve positioning, messaging, and go-to-market strategy

• Track proposal activity, turnaround times, and outcomes to identify areas for improvement

• Analyze trends in RFPs, including common questions, objections, and competitive dynamics

• Use insights to improve win rates, refine content, and inform broader GTM strategy

• Lead process and content optimization initiatives during lower-volume periods

• 6-8+ years in proposal management within a B2B / enterprise sales environment

• Proven ownership of end-to-end RFP processes, including cross-functional coordination and deadline management

• Strong writing and editing skills, with the ability to clearly articulate value in enterprise proposals

• Experience building or managing a content library, with a focus on reusability and consistency

• Experience using AI tools to improve writing quality, speed, and workflow efficiency

• Systems-oriented mindset, with the ability to create structure in ambiguous, high-growth environments

• Base salary of $140,000 to $160,000 + equity.

• 95% coverage of medical, dental, and vision

• Fantastic benefits (of course 😃), including:

  • $250 WFH setup (one time)

  • $500/year Learning & Development Benefit

  • $150/month cell phone + internet

  • $100/month Wellness

  • $100/month Co-working and Commuter Benefit

• We offer several team onsites a year

• Flexible PTO

At Benepass, we are working towards reimaging how companies take care of their people. We are committed to creating an inclusive environment for all our employees and are seeking to build a team that reflects the diversity of the people we hope to serve with our revolutionary products. Benepass is proud to be an equal-opportunity employer.