Full-Time

Proposal Specialist

Posted on 2/28/2026

Flagship

Flagship

501-1,000 employees

Facilities maintenance and janitorial services

Compensation Overview

$75k - $85k/yr

San Jose, CA, USA

Hybrid

Hybrid role requiring 3 days in office per week; first 90 days in office.

Category
Business & Strategy (1)
Requirements
  • Bachelor’s Degree in Marketing, Journalism, or related field
  • 2-4 years’ experience as a proposal coordinator in a proposal development environment
  • At least 2 years’ experience in leading proposals for public entities with costs greater than $15M
  • At least 2 years’ experience in working with an automated proposal application
  • Authorized to work in the United States
Responsibilities
  • Oversee, facilitate, and conduct daily proposal activities, including strategy sessions, team meetings, content development, editing, reviews, graphics/formatting, and production
  • Facilitate meetings to develop proposal strategies and solutioning to include collaborating with team to develop win themes, ghost themes, value discriminators, and identify risk
  • Understand company service offerings, experience, and capabilities
  • Review and analyze the RFP/RFQ/RFI to create compliant proposal outlines, compliance matrix, proposal schedule, kickoff meeting materials, or other required proposal development artifacts
  • Review, organize, and edit written documentation to improve clarity
  • Maintain proposal timelines by tracking status of each proposal within the process and providing assignment updates during staff meetings and proposal reviews
  • Collaborate with the Proposal team and sales lead to integrate win strategy, themes, and competitive advantages into proposals
  • With the proposal team, analyze RFP/RFI/RFQ documents and develop action plans, project plans, outlines and templates that adhere to the solicitations’ requirements
  • Establish and maintain the SharePoint collaboration folder for each proposal
  • Leverage established proposal processes to drive content creation and develop high-quality sections in collaboration with the content creators/writers
  • Take ownership of proposal quality for color reviews and final delivery by performing rigorous quality assurance checks on draft and final documents
  • Ensure the high-quality content and appearance of final proposal deliverables is in keeping with brand guidelines
  • Conduct and document proposal lessons learned and implement actions to improve process efficiency
  • Support proposal delivery and production activities as needed
  • Responsible for the physical proposal production processes – including ensuring appropriate inventory of proposal and print supplies and shipping/tracking of the final submission to the prospect
  • Support special projects and complete other responsibilities associated with the position such as event planning, preparation of marketing or business development materials
Desired Qualifications
  • Experience in Facility Services industry preferred but not required

Flagship Facility Services provides facilities maintenance across the United States and Canada, offering janitorial, engineering, and maintenance services for industries such as aviation, manufacturing, and life sciences. The company employs more than 6,500 people and serves over 1,800 client locations, focusing on safety, integrity, customer focus, and accountability to deliver consistent, reliable facility care. Its approach centers on holistic, end-to-end facilities management that covers cleaning, mechanical upkeep, and preventative maintenance to keep client properties functional and compliant. Flagship differentiates itself through scale, a strong safety and service culture, and a broad, industry-focused portfolio that supports long-term client partnerships.

Company Size

501-1,000

Company Stage

N/A

Total Funding

N/A

Headquarters

New York

Founded

1988

Simplify Jobs

Simplify's Take

What believers are saying

  • OMNIA partnership awards UC system-wide lab equipment maintenance contract.
  • JFK Terminal One partnership creates 200 local jobs opening in 2026.
  • Josh LaDuke strengthens accounting for acquisition-driven growth.

What critics are saying

  • SEIU janitor strikes disrupt airport and lab contracts within 6-12 months.
  • Managed Lab Services and BTS integrations fail, losing biotech clients to JLL in 3-6 months.
  • JFK Terminal One delays past 2026 strand 200 jobs and revenues.

What makes Flagship unique

  • Flagship partners with OMNIA Partners for streamlined public sector procurement.
  • Flagship acquires Managed Lab Services and BTS to specialize in biotech lab maintenance.
  • Flagship secures New Terminal One at JFK for aviation cleaning and landscaping.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Paid Holidays

401(k) Company Match

Paid Vacation

Paid Sick Leave

Company News

Nexstar Media Group
Mar 3rd, 2026
Tampa International Airport shines as finalist in 2026 Spotless Spaces Awards

Tampa International Airport shines as finalist in 2026 Spotless Spaces awards. Voting is open through Friday, March 6. Winners will be announced on Sunday, March 22 as part of International Cleaning Week. Credit: TPA Airport recognized nationally for cleanliness excellence as public voting continues ahead of March award announcement TAMPA, Fla. - Tampa International Airport has once again stood out for excellence, this time in a category that matters to travelers more than they might realize. The airport and its custodial partner, Flagship Facility Services, have been named a finalist in the 2026 Spotless Spaces Competition, a national award highlighting facilities and teams that go above and beyond in cleanliness, maintenance and creating healthy environments. "It's a huge honor," said Beau Zimmer with Tampa International Airport. "A huge shout out to our cleaning and custodial team. They do a great job around the clock to keep Tampa International Airport clean and sparkling." The Spotless Spaces Competition showcases the people and places committed to maintaining safe, welcoming and meticulously maintained facilities across the United States and internationally. Being selected as a finalist places Tampa International among just nine U.S. facilities in contention for top honors. Other U.S. finalists include landmarks such as the American Museum of Natural History and the John G. Shedd Aquarium. Cleanliness at the heart of traveler experience. Flagship has been TPA's janitorial services provider for more than a decade, responsible for cleaning high-traffic areas throughout the airport, from main terminals and food courts to restrooms and floors. Their efforts help enhance the travel experience for millions of passengers each year. Dedicated quality control inspectors work across all shifts to ensure standards are met, while team members are empowered to report issues immediately, contributing to a consistently clean environment. "TPA sets a high standard for cleanliness, sustainability and accessibility, helping ensure a safe and welcoming experience for everyone who passes through," said Tony Parreira, Regional Operations Manager for Flagship. "It's an honor to contribute to a space that is consistently spotless and worthy of industry recognition." Airport employees also play a part by proactively reporting spills and supporting day-to-day cleaning operations, reinforcing a team approach to maintaining the facility. Public voting underway. Voting to determine the winners in the Spotless Spaces Competition is open through Friday, March 6. Winners will be announced on Sunday, March 22 as part of International Cleaning Week.

Flagship Facility Services
Feb 3rd, 2026
Flagship Facility Services Announces Partnership with OMNIA Partners

Flagship Facility Services announces partnership with OMNIA Partners. Flagship Facility Services has launched a strategic partnership with OMNIA Partners, a leading cooperative purchasing organization dedicated to optimizing procurement for public and private sector organizations. Through its cooperative contract with OMNIA Partners, Flagship can offer a more streamlined procurement process, enabling organizations to leverage volume-based savings. The partnership provides a strategic, efficient way for organizations to procure high quality facility services at competitive pricing. As a result of its partnership with OMNIA Partners, Flagship was recently awarded a contract with the University of California (UC). Under the agreement, Flagship will deliver comprehensive lab equipment services across all UC campuses and other participating public agencies. "Partnering with OMNIA Partners allows us to remove friction from the procurement process while delivering exceptional value to our clients," said Don Toole, Flagship's Chief Revenue Officer. "This aligns with our commitment to helping organizations access our services efficiently and at scale." Together, Flagship and OMNIA Partners aim to improve how organizations identify, evaluate, and procure facility services, ensuring best value without sacrificing quality or performance. With OMNIA's free membership, organizations gain access to a portfolio of leading national supplier contracts, spend visibility, analytics, and subject matter experts. To learn more about Flagship Facility Services' offerings and its partnership with OMNIA Partners, visit omniapartners.com/suppliers/flagship/public-sector.

Flagship Facility Services
Jan 22nd, 2026
Josh LaDuke Joins Flagship as Vice President of Accounting

Josh LaDuke joins Flagship as Vice President of Accounting. Flagship Facility Services is excited to welcome Josh LaDuke as its new Vice President of Accounting. Based in Southlake, Texas, Josh will help lead Flagship's accounting operations and support the financial infrastructure needed for continued growth across the organization. As a Texas-licensed Certified Public Accountant (CPA), Josh brings more than 10 years of experience to the role, including eight years in public accounting. His background includes external audit, financial reporting, controllership, financial planning and analysis, and process improvement. Josh has also supported organizations across the construction, manufacturing, and distribution sectors, including leading audit engagements for large contractors with annual contract volumes exceeding $10 billion. Flagship is proud to have Josh on the team and looks forward to the leadership and expertise he will bring to the accounting function.

Flagship Facility Services
Nov 19th, 2025
Flagship Expands Aviation Portfolio with New Terminal One at JFK

Flagship expands aviation portfolio with New Terminal One at JFK. Flagship Aviation Services is excited to partner with the New Terminal One at John F. Kennedy International Airport (JFK), delivering essential facility services that will support one of the most transformative airport projects in the nation. The New Terminal One is part of the Port Authority of New York and New Jersey's $19-billion redevelopment of JFK into a world-class international airport. Flagship will play a critical role in shaping the traveler experience by providing cleaning, pest management, and landscaping services for the all-international terminal. Backed by nearly four decades of aviation expertise, Flagship is honored to support this landmark project and create nearly 200 local jobs. The first phase is slated to open in 2026 and begin welcoming millions of passengers. "We're excited to partner with the New Terminal One as it redefines innovation and the passenger experience at JFK," said Don Toole, Chief Revenue Officer at Flagship. "Our team is proud to support this ambitious project and help bring the terminal's world-class vision to life." This partnership underscores Flagship's continued growth in the aviation sector and its commitment to delivering exceptional service across the country.

Flagship Facility Services
Jul 2nd, 2025
Flagship Airports Shine in 2025 Skytrax World Airport Awards

Flagship is proud to announce that nine airports within its service portfolio have been recognized in the prestigious 2025 Skytrax World Airport Awards across multiple categories.

INACTIVE