Senior Proposal Leader

Built on meritocracy, our unique company culture rewards self-starters and those who are committed to doing what is best for our customers.

Brown & Brown is seeking a Senior Proposal Leader to join our growing team!

The Senior Proposal Leader leads the strategy, project management, development, and delivery of complex, high-value RFPs, RFIs, proposals, and finalist pursuits across Brown & Brown Retail. Operating as a senior pursuit partner, this role translates client priorities, evaluation criteria, competitive positioning, and internal capabilities into clear, compelling, customer-focused responses.

The Senior Proposal Leader owns assigned pursuits from kickoff through submission and closeout, orchestrating producers, Subject Matter Specialists (SMSs), Marketing/Design, Legal, Risk Management, and other contributors. The role provides senior-level quality oversight, supports proposal governance and content improvement, and serves as a coach and escalation resource for Proposal Managers and RFP team members. It bridges hands-on proposal execution and team leadership without duplicating the strategic governance and people-management accountability of the Senior Director.

How You Will Contribute: 

Proposal Strategy & Pursuit Leadership

• Lead end-to-end development of complex, high-value and strategically important RFP, RFI, proposal, and finalist pursuits.

• Analyze solicitation requirements, customer priorities, evaluation criteria, competitive dynamics, and business objectives to shape the pursuit strategy.

• Develop win themes, value propositions, executive summaries, response strategies, and differentiated customer-focused messaging.

• Facilitate proposal kickoffs, strategy sessions, review meetings, and finalist preparation with clear ownership, milestones, and decision points.

• Advise producers and senior stakeholders on proposal approach, response structure, positioning, and areas requiring executive or specialist input.

• Integrate benchmarking, claims, financial, operational, service, and other supporting data into persuasive proposal narratives.

Project Management & Delivery

• Own the proposal workplan from intake and kickoff through drafting, review, approval, submission, and closeout.

• Manage multiple concurrent pursuits with competing deadlines while maintaining quality, responsiveness, and on-time delivery.

• Coordinate assignments, dependencies, reviews, approvals, and stakeholder contributions using established proposal workflows and tools.

• Proactively identify delivery risks, resource constraints, content gaps, and decision bottlenecks; escalate appropriately and recommend solutions.

• Maintain disciplined project records, status updates, and closeout information to support reporting, lessons learned, and future reuse.

• Support tier-based service delivery, applying the appropriate level of strategy, customization, design, governance, and review to each pursuit.

Cross-Functional & Executive Collaboration

• Serve as the central proposal partner across producers, SMSs, business leaders, Marketing/Design, Legal, Risk Management, and other contributors.

• Build accountability across pursuit teams by setting clear expectations, deadlines, review responsibilities, and approval requirements.

• Translate technical and specialist input into concise, accessible, customer-centric content while preserving accuracy and compliance.

• Support high-value finalist presentations, including story flow, presentation strategy, content development, speaker preparation, and rehearsal coordination.

• Develop strong working relationships across Employee Benefits, Property & Casualty, and Personal Lines while recognizing line-of-business nuances.

Quality, Governance & Content

• Perform senior-level reviews for responsiveness, strategic alignment, writing quality, consistency, brand standards, and compliance before submission.

• Use and help govern Loopio and other proposal-management tools, ensuring disciplined project setup, response mapping, content use, and closeout.

• Identify reusable content, proof points, differentiators, and lessons learned for incorporation into the centralized content library.

• Partner with content owners and Marketing/Design to improve templates, boilerplate, response frameworks, team materials, and proposal resources.

• Support peer-review standards and quality-control practices that create a consistent Brown & Brown voice while allowing appropriate customization.

Team Leadership, Coaching & Capability Building

• Act as a senior resource and day-to-day coach for Proposal Managers, RFP Specialists/Writers, and other proposal teammates.

• Mentor team members in project management, pursuit strategy, writing, stakeholder management, proposal technology, and business-development best practices.

• Support onboarding and training of new proposal teammates and contribute to playbooks, templates, checklists, and learning resources.

• Provide peer review, constructive feedback, and practical guidance on complex or challenging pursuits.

• Support workload visibility and resource planning by identifying capacity concerns and helping the Senior Director prioritize work.

• Lead or support special projects and workstreams that improve proposal effectiveness, scalability, and team capability.

Continuous Improvement & Innovation

• Participate in post-submission reviews, debriefs, and lessons-learned activities; translate findings into practical process or content improvements.

• Use proposal metrics, win/loss insights, stakeholder feedback, and operational data to identify opportunities to improve performance.

• Champion effective use of proposal technology, Microsoft 365, workflow tools, AI-enabled capabilities, and automation within approved governance standards.

• Monitor proposal best practices, market trends, and emerging tools that may improve quality, efficiency, collaboration, or client experience.

Skills & Experience to be Successful:

• 7+ years of experience in proposal management, RFP/RFI development, pursuit strategy, business-development support, or a related field, including experience leading complex or high-value pursuits.

• Demonstrated experience owning proposals end-to-end and coordinating multidisciplinary contributors under tight deadlines.

• Exceptional writing, editing, facilitation, communication, and stakeholder-management skills.

• Demonstrated experience mentoring, coaching, onboarding, or providing senior-level guidance to proposal professionals.

• Strong project-management, prioritization, resource-planning, and organizational capabilities.

• Experience with proposal/content-management platforms and Microsoft 365; ability to quickly adopt workflow, CRM, collaboration, and AI-enabled tools.

• Bachelor’s degree in Business, Communications, Marketing, English, or a related field, or equivalent relevant experience.

Preferred:

• Experience within insurance, employee benefits, financial services, professional services, HR technology, healthcare, or another complex regulated/service environment.

• Experience with Loopio, SharePoint, Salesforce or CRM platforms, and structured workflow/project-management tools.

• Experience supporting finalist presentations, public-sector or formal procurement responses, and compliance-heavy pursuits.

• APMP certification or other relevant proposal/project-management certification.

• Experience contributing to content governance, reusable libraries, proposal templates, process design, reporting, or technology adoption.

Pay Range

The pay range provided above is made in good faith and based on our lowest and highest annual salary or hourly rate paid for the role and takes into account years of experience required, geography, and/or budget for the role.

Teammate Benefits & Total Well-Being

We go beyond standard benefits, focusing on the total well-being of our teammates, including:

• Health Benefits: Medical/Rx, Dental, Vision, Life Insurance, Disability Insurance
• Financial Benefits: ESPP; 401k; Student Loan Assistance; Tuition Reimbursement
• Mental Health & Wellness: Free Mental Health & Enhanced Advocacy Services
• Beyond Benefits: Paid Time Off, Holidays, Preferred Partner Discounts and more.

Not reflective of all benefits. Enrollment waiting periods or eligibility criteria may apply to certain benefits. Benefit details and offerings may vary for subsidiary entities or in specific geographic locations.

Recruiting Vendor Disclosure Statement

Brown & Brown does not accept unsolicited resumes from external recruiters, recruitment vendors or employment agencies ("Recruiting Vendors"). Recruiting Vendors must have a valid written agreement and received prior written authorization from an authorized Brown & Brown representative before submitting candidates for any publicly posted role. Any unsolicited resumes submitted to Brown & Brown or its employees become the property of Brown & Brown, and no fees will be paid for such submissions. Additional information regarding this policy can be found on our careers page.

The Power To Be Yourself

As an Equal Opportunity Employer, we are committed to fostering an inclusive environment comprised of people from all backgrounds, with a variety of experiences and perspectives, guided by our Diversity, Inclusion & Belonging (DIB) motto, “The Power to Be Yourself”.

Originally posted on Himalayas