Red Ventures · 3 weeks ago
Chief Advancement Officer | Road to Hire
Red Ventures is seeking a founding Chief Advancement Officer (CAO) for Road to Hire, a newly created role that will be a key member of the Executive Leadership Team. The CAO will oversee multiple teams focused on corporate partnerships, workforce development, and alumni engagement, driving organizational sustainability through diversified philanthropic and corporate investment.
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Responsibilities
Philanthropic Leadership: In partnership with the CEO, manage a portfolio of local and national high-net-worth donors, corporate partners, and foundations. Cultivate, solicit, and steward multi-year, six- and seven-figure commitments. Previous experience managing high-net-worth philanthropic relationships with significant confidentiality and discretion is essential. Oversee revenue streams from public and private funding, including identifying and stewarding new funding prospects at both the national and local levels
CEO Partnership:Collaborate closely with the CEO to plan and execute donor engagement strategies, board cultivation efforts, and transformational fundraising opportunities
Strategic Advancement Planning:Design and implement a comprehensive advancement strategy encompassing individual giving, corporate philanthropy, foundation partnerships, and planned giving
Corporate Engagement:Leverage and expand relationships with corporate leaders to drive both philanthropic investment and workforce collaboration
Grant Strategy and Compliance:Oversee grant development, contract compliance, and reporting to ensure alignment with program priorities and fiscal accountability across private and public funding streams, in collaboration with the Donor Associate who reports to this role
Donor Stewardship:Cultivate a culture of gratitude and excellence in donor communications, ensuring personalized, high-impact engagement experiences for supporters
Vision and Direction:Define and communicate a clear vision for the WIN team that aligns with organizational goals and KPI’s
Market Alignment:Continuously monitor labor market trends to ensure programming and strategies remain competitive, responsive, and forward-thinking
Strategic Oversight:Lead and empower the Workforce, Innovation, and Alumni Network teams (Workforce Partnerships, Apprenticeships, Alumni) to design and implement innovative, data-driven programs that produce exceptional outcomes
Program Innovation:Develop and scale industry-aligned workforce initiatives, pathways, and emerging workforce solutions in alignment with mission, goals and CEO priorities
Corporate Workforce Partnerships:Cultivate and expand high-impact partnerships with employers and industry leaders to create hiring pipelines for full-time roles and internships
Measurement and Impact:Report and oversee systems to ensure measure of leading and lagging progress and path to goals across all teams
Serve as a strategic advisor and executor to the CEO, translating organizational vision into measurable results across workforce and philanthropic priorities
Lead, mentor, and align multi-functional teams across workforce development, alumni relations, and advancement toward shared strategic goals
Integrate fundraising and workforce strategies into a unified roadmap for mission growth, impact measurement, and financial sustainability
Collaborate with peers in Marketing, Finance, and Program Operations to ensure consistent messaging, financial stewardship, and operational excellence
Represent Road to Hire externally with corporate, philanthropic, and community stakeholders as a visible ambassador and thought leader
Qualification
Required
Bachelor's degree in Business Administration, Education, Leadership, Public Policy, or a related field; advanced degree strongly preferred
Minimum of 10+ years of senior executive leadership experience in workforce development, philanthropy, or corporate engagement
Proven success leading multiple teams and functions at scale while managing an individual portfolio of high-stakes relationships
Demonstrated success securing six- and seven-figure philanthropic investments at corporate/individual level
Deep expertise in workforce innovation, apprenticeship systems, and social impact partnerships
Experience working closely with CEOs, boards, and senior executives in mission-driven or complex organizations
Ability to translate bold ideas into measurable, sustainable results
Skilled at leading high-performing, cross-functional teams and managing complex initiatives
Exceptional ability to engage, influence, and inspire diverse stakeholders, from C-suite leaders to community partners
Strong analytical and fiscal management skills with an emphasis on accountability and impact measurement
Proficiency with CRM systems and fundraising technology platforms
Strategic thinking with the ability to translate vision into actionable plans
A trusted and collaborative partner to the CEO with the confidence and capacity to lead independently
Visionary, innovative, and solutions-oriented leader who thrives in a dynamic, mission-driven environment
Skilled communicator capable of aligning stakeholders around a shared vision
Entrepreneurial and results-oriented, comfortable operating across both strategy and execution
Authentic advocate for Road to Hire's mission and the communities it serves
Professional discretion in handling sensitive information, managing confidential donor relationships, and navigating complex organizational dynamics
Demonstrated experience supervising direct reports and leading cross-functional teams
Adaptability and resilience in a fast-paced, mission-driven environment
Deep understanding of workforce and philanthropic trends and best practices
Ability to engage and lead effectively in a multi-generational environment
Benefits
Health Insurance Coverage (medical, dental, and vision)
Life Insurance
Short and Long-Term Disability Insurance
Flexible Spending Accounts
Holiday Pay
401(k) with match
Employee Assistance Program
Paid Parental Bonding Benefit Program
Flexible Paid Time Off (PTO): We believe time to rest and recharge is essential. That’s why we offer a generous and flexible PTO policy. Full-time employees accrue 20 days of PTO for a full calendar year annually, with an increase to 25 days after five years of service.
Company
Red Ventures
A portfolio of influential brands, digital platforms, and strategic partnerships that help people make life's most important decisions.
H1B Sponsorship
Red Ventures has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (7)
2024 (5)
2023 (12)
2022 (8)
Funding
Current Stage
Late StageTotal Funding
$250MKey Investors
Silver LakeGeneral Atlantic
2018-07-01Private Equity
2015-01-07Private Equity· $250M
2010-08-12Series Unknown
Recent News
Business Wire
2025-10-24
2025-05-14
2025-03-29
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