Proposal Writer

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.