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Freeworld
Role Type: Full-time
Location: US - Remote
Compensation: Salaried, Exempt
Experience: 8+ Years
Sponsorship Available: No
At FreeWorld, our mission is to end generational poverty and recidivism through economic mobility. We use a tech-forward approach to get returning citizens (people with a criminal record) into living wage jobs–at scale. We’re focused on trucking jobs at the moment, but are building a platform that will expand well beyond one industry. We’re extremely proud of our 31x social ROI. We’re also proud to have been chosen by MIT Solve as one of the most innovative tech-forward non-profits driving real change.
The Development Director reports to our Chief Growth Officer and is responsible for directing our philanthropic fundraising efforts nationally. In this position, you will manage and grow important relationships, strengthen our infrastructure, be a thought partner on our strategy, and build a team capable of growing our philanthropic revenue from $15M to $30M annually from institutions, corporations, major gifts, and government grants.
You will lead a high-performing team and oversee all aspects of donor cultivation, solicitation, and stewardship. Key areas of leadership include advancing donor engagement and communications, building efficient and effective fundraising systems and processes, expanding the pipeline of institutional and individual prospects, and overseeing all grant writing across the organization.
As part of our mission, we strongly encourage individuals who have lived experience of incarceration or involvement in the justice system to apply for this role.
FreeWorld’s mission is to end the cycle of incarceration and resulting generational poverty by:
Placing returning citizens into high-wage careers at scale.
Developing a self-sustaining revenue model to accelerate our growth.
Creating systemic change by leveraging our deep layers of graduate data in partnership with the Criminal Justice System to become the Gold Standard for re-entry.
You have at least 8+ years of progressively responsible fundraising and development experience, with at least:
5+ years in management/leadership roles (managing/leading teams, overseeing multi-million-dollar portfolios, shaping strategy).
Direct experience securing six- and seven-figure institutional gifts (both foundations and corporate).
Proven track record in national or multi-site nonprofits is strongly preferred.
You are fluent in use of software like Asana, Hubspot, ChatGPT, Claude, Google Suite
You are familiar and have comfort with exploring emerging suite of technology tools, including AI, for fundraising purposes
You have demonstrated ability to set ambitious fundraising goals, translate them into actionable plans, and hold self and team members accountable for meeting and exceeding targets
You are skilled at using performance metrics to monitor progress, provide feedback, and ensure consistent, measurable results across a geographically dispersed team
You have outstanding organizational and follow-up skills, with the capacity to manage multiple priorities and complex projects on deadline, ensuring the team stays on track and consistently delivers high-quality work that advances fundraising objectives
You have a proven track record as a collaborative partner who builds the capacity of staff and colleagues to cultivate new and existing funding streams, and can support the professional growth of team members while ensuring accountability to outcomes
You are diligent and detail-oriented, with the ability to leverage data, performance management systems, and technology tools to design and implement efficient processes
You are skilled at identifying opportunities to improve productivity, streamline workflows, and enhance decision-making across
You have exceptional writing and communication skills, capable of translating FreeWorld’s mission, values, and impact into compelling narratives for diverse audiences
You are an experienced manager with a record of hiring, onboarding, coaching, and developing diverse teams through values of inclusion and equity.
You are skilled at working across departments to solve problems, align strategies, and improve organizational workflows that strengthen fundraising outcomes..
What You’ll Be Responsible For
Key responsibilities of the Development Director include, but are not limited to:
Fundraising Strategy
Partner with senior leadership across Exec leadership, Program, Government Partnerships, Earned Income, and Product Engineering teams to design and implement a comprehensive philanthropic fundraising strategy, encompassing institutional, corporate, major gifts, and government grants with both national and site-specific objectives, ensuring alignment with FreeWorld’s strategic plan and organizational budget needs.
Lead the development of compelling cases for support/pitches that align with FreeWorld’s workstreams and the evolving policy and political landscape.
Lead the development and execution of prospecting strategies that identify, cultivate, and secure new funders.
Collaborate with the CEO and Chief Growth Officer to drive significant major gifts pipeline growth.
Lead the development and execution of donor stewardship strategies to cultivate, retain, and grow support.
Donor Engagement
Manage relationships with key funders, including overseeing deliverables and stewarding high-value partnerships ($250,000+).
Serve as an organizational representative in external engagements such as funder meetings, conferences, and site visits, effectively communicating FreeWorld’s mission and impact.
Fund Development Processes and Systems
Oversee accurate, timely tracking and reporting of the fund development pipeline, outcomes, and projections.
Ensure all proposals, reports, and funder communications are of the highest quality, error-free, and submitted on time.
Ensure the team maintains a central knowledge management platform and content library that enables consistent, efficient fundraising across FreeWorld’s systems.
Review and analyze budgets and financial reports, ensuring proposals and reports align with funder expectations and organizational priorities.
Team Management and Support
Manage and coach a high-performing team (direct and indirect), ensuring strong execution of grant research, proposal development, funder outreach, and reporting.
Partner with Growth team leadership to ensure alignment with overall revenue strategy for FreeWorld.
Provide training, professional development, and mentorship to staff, fostering a culture of excellence, collaboration, and accountability.
Take on other strategic development and business development projects as assigned by the Chief Growth Officer and executive leadership.
Advance organizational learning by designing and facilitating knowledge-sharing opportunities (e.g., webinars, coaching, toolkits) on prospecting, proposal development, stewardship, and best practices in site-level fundraising.
Compensation and Benefits
FreeWorld offers a competitive total rewards package that aligns with nonprofit organizations of similar size and scope. Compensation is benchmarked to industry standards and based on experience, internal equity, and role responsibility. The salary range for this position is $115,000–$145,000. In addition to base compensation, FreeWorld provides a robust and comprehensive benefits package designed to support employee well-being, professional growth, and financial stability:
Fully remote work environment with schedule flexibility
Collaborative, values-driven culture built on honesty, trust, and transparency
Annual, company-sponsored in-person staff retreat focused on connection, learning, and celebration
Meaningful work creating life-changing impact for returning citizens across the country
Medical, dental, and vision insurance with supplemental and pet coverage options
Company-paid short-term and long-term disability, Employee Assistance Program (EAP), and a $10,000 life and AD&D policy
Quarterly wellness stipend and paid phone/internet stipend
401(k) plan and high-yield savings account options to support financial health and stability
Paid professional development opportunities and learning stipends
Access to the Working Advantage Employee Discount Program, offering savings on travel, entertainment, retail, and more
Unlimited paid time off and at least 14 paid holidays each year
12–16 weeks of paid parental leave for all new parents
Two-week paid winter break at the end of each calendar year
At FreeWorld, our people are our greatest asset. We are building a team that feels valued, supported, and empowered to bring their best selves to work daily because changing lives begins with caring for ourselves.
To apply, please submit the following materials:
A grant proposal or narrative section
A donor outreach email
A stewardship or impact report segment
Any other fundraising or external-facing writing
Use the "Attach another file" button to upload PDF/DOC files (max 5MB each). You may redact identifying or confidential information as needed, but the samples must be your own original work.
Our hiring process is designed to be transparent, equitable, and reflective of FreeWorld’s values. We want candidates to experience the same honesty, respect, and collaboration that define how we work every day. While specific steps may vary by role, the general process includes:
Application Review
Submit your application and cover letter after reviewing our [FreeWorld Culture FAQ] and [FreeWorld Company Values]. We review every submission carefully to identify alignment with our mission, experience, and values.
Initial Screening
Selected candidates will be invited to a brief, 15-minute introductory Zoom call to learn more about the role and share their interest in FreeWorld.
Role-Specific Task
Candidates complete a short project or submit a relevant work sample that reflects key aspects of the position. This helps us understand your approach and gives you a preview of the work you’d be doing.
Hiring Manager Interview
A one-on-one Zoom conversation with the hiring manager to discuss your background, skills, and career goals, as well as how you would contribute to FreeWorld’s mission.
Team Interviews
A series of 45-minute interviews with key team members to explore collaboration, alignment, and how your experience and working style complement the team.
Reference Checks
We connect with a few of your past colleagues or supervisors to learn more about your work and professional impact.
If all goes well, we’ll move forward with an offer and begin welcoming you to the FreeWorld team.
