openashbyhqgradient
Manager, Proposals & Content Operations
Benepass
LocationU.S Remote
WorkplaceFull
EmploymentFullTime
Posted2026-04-03T16:39:59.512+00:00
Last observed2026-06-13 05:23:14.169311
Job idgradient-benepass:ashbyhq:e1939d97-e4ab-43d7-b5cd-b3c6a49c80ab
ABOUT US 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. OUR MISSION Helping companies reimagine how companies take care of their people. OUR INVESTORS We are backed by leading investors, including Centana Growth Partners, Portage Ventures, Threshold Ventures, Gradient Ventures, Workday Ventures, and Clocktower Technology Ventures. To date, the company has raised approximately $75 million in equity capital. ARTICLES - Founder Story - Jaclyn Chen https://bit.ly/3FpQ0ti - Benepass Raises $40M Series B https://getbenepass.com/blog/benepass-raises-40m-series-b-to-help-employers-redesign-benefits-for-rising-healthcare-costs CANDIDATE RESOURCES - Benepass | Candidate Resource Page https://docs.google.com/document/d/1_OTFvktl-2SoxPn_tkZzyHECSKM0V14hVZOy1ZdZ8zE/edit?usp=sharing - Benepass Listed on Inc. Magazine's Best Workplaces of 2023 https://bit.ly/3EAXv0Q OVERVIEW 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. ROLE AND RESPONSIBILITIES PROPOSAL & RFP OWNERSHIP - 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 CONTENT STRATEGY & LIBRARY MANAGEMENT - 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 QUALITY, WRITING & CUSTOMIZATION - 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 SYSTEMS, TOOLING & AI ENABLEMENT - 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 CROSS-FUNCTIONAL COLLABORATION - Partner closely with subject matter experts across departments to gather inputs and align on strategy for key opportuniti
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