Strategic Proposal Manager

High velocity, high intensity, high trust, high bar, high impact, and a will to win.

FutureFit AI could be the right next step in your career journey if reading those words resonates deeply with you, full stop. You live and lead with humility, pursue audacious goals, and are motivated by having a meaningful and positive impact on the people and the world around you.

Come join our Growth team!

First, an important note: Data shows that men on average apply for a role if they meet 3/10 requirements while women often only do so if it’s closer to 10/10. We work hard to be clear and specific about what our roles include and demand and encourage you to apply if you see a strong (but not necessarily perfect) fit between you and the opportunity.

The Role

In FutureFit AI's dynamic landscape of AI and workforce development, the role of Proposals and Communications Manager is pivotal in driving our growth.

Your role will be twofold: First, at the helm of our proposal strategy, you will drive the entire lifecycle of our response to strategic funding opportunities, from identifying prospects and managing partners to ultimately developing winning proposals. Second, through management of brand and marketing efforts and creation of compelling marketing content, you will be essential in growing our brand in the market. Beyond these core pillars of your role, you will be an active contributor to wider go-to-market initiatives, applying your unique perspective to make a meaningful impact across the organization.

Reporting to our Head of Partnerships, you will be responsible for:

  • Strategic Proposal Development – Leading the full proposal development lifecycle, including opportunity research, writing, gathering cross-functional input, editing, and on-time submission, ultimately delivering winning proposals that reflect FutureFit AI's transformative impact in AI-driven workforce development.
  • Stakeholder Outreach and Engagement – Proactive outreach and engagement with potential funding sources and partners as well as internal team collaboration, fostering a collaborative approach that enhances proposal quality and impact.
  • Strategic Brand Content – Drive FutureFit AI’s brand presence by developing and executing a content strategy that spans our website, newsletters, social media, and other external channels. You’ll be the voice behind much of our brand communication, positioning FutureFit AI as a thought leader in the future of work and AI-powered career development.
  • Collaborative Storytelling – Work closely with the Growth, Product, and Customer Success teams to craft content that showcases our impact and addresses customer needs. In addition to incorporating these perspectives into proposals, you'll be responsible for creating case studies, thought leadership articles, and customer success stories.
  • Content Calendar Management – Own the content calendar, ensuring consistent delivery of high-quality content that supports our marketing and brand-building initiatives. Plan, write, and optimize content for engagement, conversion, and brand consistency.
  • Market Research – In addition to proactively searching for and identifying new funding opportunities, you will conduct research on industry trends, customer pain points, and competitor strategies to inform both proposals and content creation. Your research will play a key role in how we position our value proposition across all channels.

Your Experience

  • Recommended 4+ years of experience in fast-paced, highly strategic, outcomes-oriented environments.
  • Direct experience in proposal writing is a significant advantage.
  • While the skills you have developed are more important than where you developed them, we believe there will be strong benefits to backgrounds that include experiences such as: high-growth early-stage startups, B2B SaaS companies, management consulting firms, workforce development organizations, and philanthropic or foundation entities.
  • We’re looking for a blend of strategic vision, exceptional project management, and compelling communication skills. We welcome diverse experiences that demonstrate your ability to lead, strategize, and communicate for impact.

Your Skills

  • Content Creation and Comms Master – You’re a dynamic content creator who knows how to adapt your tone and messaging across different platforms and formats to achieve your objectives. Whether it’s a social media update, newsletter, or - of course - a formal proposal, you know how to engage an audience and drive meaningful action. You take a meticulous approach to content creation, with a focus on exceptional quality and impact.
  • Cross-Functional Collaborator – Skilled at working cross-functionally with teams like Product, Growth, and Customer Success to align proposals and content with organizational goals and create messaging that resonates with clients' needs.
  • Proposal Writing Experience: While not required, you will benefit from having written high-quality, persuasive proposals in response to RFPs. You are skilled at weaving together technical details, company vision, and client needs into cohesive, winning documents. Experience with government proposals or workforce development is a bonus.
  • Adaptable Project Manager: Excellent organizational and time management skills, with the ability to manage multiple, simultaneous projects and hold all contributors accountable to ensure that all proposals and content meet deadlines and quality standards.
  • Deadline-Driven Efficiency: Ability to complete tasks in a fast-paced, deadline-driven environment, maintaining focus and quality under pressure.
  • Research and Storytelling: Effective and experienced researcher who can absorb complex information, understand market trends, and turn insights into compelling narratives that resonate with our customers and partners.
  • Crafty Digital Creator – Beyond your writing skills, you're comfortable creating compelling short-form digital content (videos, gifs, memes, etc.) to quickly uplevel lightweight communications like emails and LinkedIn posts.

Your Education

Your alma mater isn’t our focus. Your skills, hunger, and drive are. If you’re someone who learns continuously, tackles challenges head-on, and knows your strengths and gaps intimately, you’re our person.

Job benefits

  • Unlimited PTO
  • Health care
  • 401(K)
  • Career Development Budget
  • Technology reimbursement
  • Flexible schedules built on trust

Location

This role will be located in either New York City or Toronto, wherever the best candidate is based. We have team hubs in each city.

We are a hybrid organization that highly values in-person collaboration. We make sure to have in-office interactions several times each week to foster team building and face-to-face connections, while also providing flexibility to work from home when it suits you and your team.

Our Company

In looking at a job posting, it’s often hard to get a basic picture of the company profile (size, stage, structure, etc.) which is why we are sharing it with you upfront. This helps you quickly decide and helps us focus any time we spend together on going beyond the basics:

  1. Problem Domain: Future of Work / Workforce Development - important that the problem domain interests you even if you haven’t worked in the space before.
  2. Industry: SaaS / AI - technology and data are at the core of what we build. 
  3. Customers: We partner with workforce development agencies, government agencies, and employers/enterprises.
  4. Structure: We are organized around the following key departments: Growth, Customer Success, Product, Engineering, Data, People, Finance & Operations.
  5. Team: We are a team of 30-50 across US and Canada with main hubs in New York and Toronto.
  6. Funding: We built the company from 0 to 1 with no external capital (a rare feat for tech startups) and have subsequently raised one round of funding led by JP Morgan, which fueled a significant growth trajectory for us.

Our Core Principles

  • Be Curious 
  • Drive to Outcomes 
  • Raise the Bar
  • Speed Matters
  • Own It
  • We Over Me

About FutureFit AI 

At FutureFit AI, we’re on a mission to unlock pathways between talent and opportunity using the power of AI. We focus on personalized, AI-powered career guidance for job seekers, emphasizing skills over extensive resumes, and partner with workforce development partners, governments, and employers to level access to opportunity.

FutureFit AI is a growing, venture-backed company focused on using technology to improve the lives and outcomes for people going through career transitions. We’re a small, driven team, united by our commitment to the job seekers and workforce ecosystems we serve. We're not just building a company; we're shaping the future of work.

We will ensure that individuals with disabilities are provided reasonable accommodation to participate in the job application or interview process, perform essential job functions, and receive other benefits and privileges of employment. Please contact us to request an accommodation.


© FutureFit AI All rights reserved, we are proud to be an equal opportunity workplace. We celebrate diversity and are committed to creating an inclusive environment for all employees. We do not discriminate on the basis of race, religion, color, gender identity, sexual orientation, age, disability, veteran status, or other applicable legally protected characteristics. We encourage people of different backgrounds, experiences, abilities, and perspectives to apply.

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