Worksite Underwriting Proposal Writer, Underwriting Department Worksite Division, Fulltime, Hybrid - Boston or Springfield Office The Opportunity As a Proposal Writer, you will take on a hybrid role involving proposal writing, and content curation for mid-to-large scale opportunities. You will work with sales personnel, underwriting, subject matter experts, and community-facing teams to curate content and respond to RFPs. Your responsibilities will include sales strategy collaboration, capture management, proposal development, submission, and follow-up. By highlighting our purpose and strategically positioning MM products and offerings, you will contribute to the growth and success of the MM Worksite Division. The Team The Worksite Underwriting Team consists of a Voluntary Benefits underwriting team, an executive DI underwriting team, and a formal proposal team. This team supports library compilation, establishes cross-functional processes, and ensures the completion and submission of RFPs for all products, including new supplemental health products. As the Worksite Division grows, underwriting must remain agile, responsive, and collaborative to support our growth goals. Effective communication within the team and across boundaries is key. The Impact: Research, compile, write, edit, and proofread proposals, bids, and other documents as requested by sales and management Prioritize requests and adapt procedures, processes, and techniques with limited guidance Manage responses to public or private RFPs/RFIs, ensuring quality, accuracy, persuasiveness, and compliance with company practices Research and draft responses to RFP questions to meet or exceed client requirements, positioning Mass Mutual for success Recommend process improvements and information for bid and proposal packages Maintain an internal archive of proposal documents and product information Communicate bid information to sales personnel in partnership with underwriters Resolve issues and answer questions from sales professionals regarding assigned proposals Respond to brokers and external partners regarding benefit questions related to plans and requirements submitted within RFPs Integrate information from all departments into comprehensive presentations The Minimum Qualifications 2 years experience completing formal proposals, bids, or quotes 5 years insurance industry or equivalent financial services experience 5 years technical writing experience The Ideal Qualifications 5 years group benefits/worksite insurance experience preferred Excellent written and oral communication skills Project management skills to coordinate responses and meet deadlines Proficient with Microsoft products – excel, power point, word, project, etc. Bachelor’s degree or equivalent experience Demonstrated ability to craft compelling messages, impactful responses Proficient in Adobe and Microsoft Excel Strong written communication skills Sales Support experience Strong team player with collaboration mindset Works well with ambiguity, takes initiative to research responses Good communicator Well organized, detail oriented in building RFP library Requires limited guidance on everyday tasks with general direction on new assignments, takes ownership of day to day tasks, multi-tasking in a fast paced environment What to Expect as Part of MassMutual and the Team Regular meetings with the Underwriting/Proposal Team. Focused one-on-one meetings with your manager Access to mentorship opportunities Networking opportunities including access to Asian, Hispanic/Latinx, African American, women, LGBTQ, veteran and disability-focused Business Resource Groups Access to learning content on Degreed and other informational platforms Your ethics and integrity will be valued by a company with a strong and stable ethical business with industry leading pay and benefits LI-RS1 MassMutual is an Equal Employment Opportunity employer Minority/Female/Sexual Orientation/Gender Identity/Individual with Disability/Protected Veteran. We welcome all persons to apply. Note: Veterans are welcome to apply, regardless of their discharge status. If you need an accommodation to complete the application process, please contact us and share the specifics of the assistance you need.