Proposal Manager

TKC Holdings • Oldsmar, FL

3d • Hybrid

About The Position

The Proposal Manager leads complex RFP and RFI responses from solicitation through submission and archiving. The role owns each response’s plan, schedule, compliance, and quality, directs contributors across departments, and communicates with Sales throughout the process to develop the strongest possible proposal. The position also supports client presentations and Best and Final Offers, mentors Proposal Specialists, and maintains strict confidentiality of sensitive information.

TKC Holdings, Inc. is a mid-market provider serving the corrections and hospitality industries. The company describes itself as a military- and veteran-friendly employer and is committed to delivering excellent products and services, exceeding customer expectations, and supporting team members’ career development. The role is hybrid.

Requirements

• Seven to 10 years of related proposal development experience, including management of multiple complex proposals, or an equivalent combination of education and experience.
• Self-motivated, goal-oriented, organized, detail-oriented, and able to manage multiple tasks in a rapid-development environment.
• Exceptional communication skills.
• Ability to work independently and lead cross-functional contributors to meet deadlines.
• Excellent project and time management skills, including the ability to work under pressure and manage multiple projects simultaneously.
• Excellent writing, editing, and reading comprehension skills, including interpreting RFP requirements and evaluation criteria.
• Strong organizational skills and attention to detail, with a high degree of accuracy.
• Proficiency in Adobe InDesign, Adobe Acrobat, and Microsoft Word.
• Excellent working knowledge of SharePoint, Microsoft Copilot, Microsoft Teams or equivalent, and Salesforce.
• Working knowledge of the Apple computer platform.
• Ability to work independently and collaboratively, and provide constructive feedback and direction.
• Ability to direct and motivate contributors across departments.
• Sound judgment in identifying compliance risks, unsupported claims, and gaps, and escalating them to Sales, Operations, or Legal.
• Ability to prioritize across multiple proposals and adhere strictly to deadlines.
• Ability to communicate with all levels of the organization and work effectively with a variety of personalities.
• Ability to adapt to change, solve problems proactively, and complete tasks efficiently and accurately under stress.
• Ability to maintain confidentiality of sensitive information.

Nice To Haves

• Bachelor’s degree in Business, Communications, English, or a related discipline preferred.

Responsibilities

• Lead proposals from RFP receipt through submission and archive, owning the project plan, schedule, compliance, and final quality.
• Review RFPs, RFIs, and addenda to identify requirements, evaluation criteria, deadlines, submission instructions, and special requirements.
• Participate in Sales proposal kickoff calls and communicate with Sales throughout projects, tailoring content to the client and the business opportunity.
• Create proposal outlines and requirements/assignment matrices; assign requests to Sales, Operations, Finance, Menu Development, HR, Legal, and Risk, and follow up on outstanding inputs.
• Apply and tailor Trinity proposal templates and library content; contribute new material to templates and libraries as needed.
• Set internal deadlines, track progress, and escalate risks or missing information early.
• Monitor upload sites, client Q&A, and addenda, and communicate changes to Sales and Operations.
• Work with subject matter experts to turn detailed information into accurate, defensible proposal language.
• Write, edit, proofread, and format proposal drafts for the client, facility type, and business status.
• Use approved AI tools for drafting and compliance and gap analysis; verify outputs and have an SME clear AI-derived operational content before use.
• Direct final quality reviews for compliance, technical issues, errors, RFP requirements, and evaluation criteria; confirm signatures, forms, attachments, addenda, and confidential markings.
• Prepare final bid packages and submittal letters; oversee electronic submission files and coordinate printing and shipping with the Print Center. Print and ship proposals in an emergency using provided equipment.
• Archive proposal materials, the final low-resolution PDF, and the final low-resolution redacted PDF according to established procedures.
• Train and mentor Proposal Specialists as needed.
• Develop internal business relationships to support effective proposal generation.
• Assist with client presentations and Best and Final Offers as requested, and conduct post-submission lessons learned.
• Maintain strict confidentiality of sensitive information.
• Perform other duties as assigned.

Benefits

• Medical insurance
• Dental insurance
• Vision insurance
• 401(k) retirement plan with company match
• Paid time off (PTO)
• Tuition reimbursement
• Paid training
• Career advancement opportunities
• Life insurance and AD&D coverage
• Voluntary benefits, including short-term disability, long-term disability, critical illness, and accident coverage

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed