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. EEO Statement (Opens in new window)

MassMutual will accept applications on an ongoing basis until such time as a candidate has been offered employment.

Salary Range: $76,200.00-$100,000.00