Senior Manager, Proposal Strategy & Operations

• Build, document, and continuously improve proposal workflows, SOPs, templates, review processes, and service-level expectations.
• Own proposal content libraries, answer banks, approved claims, proof points, case studies, references, attachments, and reusable assets.
• Establish content owners, refresh cadences, version controls, and quality standards to ensure information remains current and reliable.
• Design and govern AI-enabled workflows that accelerate content development while maintaining security, accuracy, compliance, and human oversight.
• Leverage AI and insights from a database of prior RFPs, including competitor responses and market trends, to strengthen proposal strategy, identify differentiators, and inform more compelling responses.
• Direct contract or overflow proposal resources during peak periods, as applicable.

• Maintain accurate RFP and proposal data in Salesforce and proposal-management systems.
• Track proposal volume, status, workload, turnaround time, outcomes, win rates, no-bid rationale, and pipeline influence.
• Lead proposal debriefs and partner with Sales and Revenue Operations on win/loss analysis.
• Translate performance insights into recommendations that improve qualification, messaging, content, process, and resource allocation.

• Bachelor's degree in Marketing, Business, Communications, English, Healthcare Administration, or related field.
• 7+ years of experience in proposal management, bid management, or complex B2B proposal development, including demonstrated ownership of end-to-end RFP or proposal processes.
• Experience public-sector, higher education, K12, healthcare technology, or other complex B2B procurement processes.
• Demonstrated experience leading complex, deadline-driven proposals involving multiple business, technical, legal, and executive stakeholders.
• Excellent writing, editing, proofreading, and project management skills.
• Demonstrated ability to convert technical, clinical, operational, or product information into clear customer value.
• Experience maintaining proposal content libraries and proposal management tools.
• Experience managing proposal data, reporting, and workflows in Salesforce and proposal or knowledge-management platforms.
• Experience leveraging RFP and proposal platforms (e.g., Responsive, Inventive, Loopio) and opportunity intelligence tools (e.g., Starbridge, GovSpend, BidPrime) to improve efficiency and identify opportunities.
• Experience leveraging AI tools to improve proposal development and workflow efficiency preferred.
• Strong judgment and comfort making prioritization and go/no-go recommendations.
• APMP certification or equivalent proposal-management training is preferred.

• Collaborative and relationship-oriented with the ability to influence without direct authority.
• Comfortable exercising judgment, establishing boundaries, and pushing back constructively when an opportunity, timeline, or requested approach creates unnecessary risk.
• Calm and decisive under deadline pressure, without relying on last-minute heroics.
• Able to move between strategic thinking, detailed editing, process design, and hands-on execution.
• Exceptionally organized and detail-oriented.
• A persuasive, precise writer and editor who can simplify complex clinical, technical, and operational information without sacrificing accuracy.
• Curious, process-minded, and always looking for ways to improve.
• Passionate about TimelyCare's mission and delivering an exceptional customer experience.

• Paid Company Holidays + No work on your birthday!
• Flexible PTO + Volunteer Time Off (VTO) as an organization to give back to the community
• Variable bonus eligibility on a quarterly basis
• Company-sponsored Health Insurance (Medical, Dental, Vision) + Pet Insurance
• Company-paid group Life Insurance + Company-paid Short Term Disability
• Concierge benefit support services
• 401(k) with employer match
• Free access to TimelyCare virtual medical and mental health support
• Mission-Driven Purpose with a Supportive Team Culture

The salary range for this opportunity is $135,000-$145,000 per year, depending on education and experience.

This is the base pay.

You will be eligible for a discretionary bonus in addition to the base pay, to be discussed during the interview process.

TimelyCare provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses.

These tools assist our recruitment team but do not replace human judgment.

Final hiring decisions are ultimately made by humans.

If you would like more information about how your data is processed, please contact us.