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Nonprofit Job Board

Executive Director

Boston
Full-time

As an Executive Director, lead The Squared Network’s mission to scale free, STEM-based summer programs for first-gen high-schoolers—overseeing operations, recruiting students & staff, and driving in annual fundraising to support students across the country. 

Areas of Responsibility: 

The Executive Director, with the assistance of a Deputy Director, oversees the operations of a Squared program, managing everything from student selection to travel logistics and budgeting. Specific responsibilities include, but are not limited to:

  • Planning and executing a Squared program by managing the following:
    • Day-to-day programming
    • Travel and operational logistics
    • Class and active placements
    • Student performance and wellness monitoring
    • Staff management and development
    • Budgeting and cost management
  • Recruiting and enrolling 30 high school students annually to join the Squared program
  • Hiring and training 20+ summer staff members annually for the Squared program, including:
    • Deputy Director
    • Resident Advisors
    • Teaching Faculty Members
    • Leadership and Culture Intern 
    • Student Support Specialist
    • Nurse
    • Active instructors
  • Fundraising new commitments annually for the Squared program (amount could range from $100 to $800K based on age of program and experience of candidate)
  • Forming strong relationships with Host School leadership (e.g., Head of School, CFO, Director of Summer programs).
  • Additional responsibilities (non-exhaustive):
    • Alumni support (e.g., networking, career pipelines, etc.)
    • Cross-Squared program strategizing (e.g., curriculum development)
    • Squared Network broad strategic initiatives (e.g., expansion, etc.)
Educational Background: 
Bachelor’s degree in Nonprofit Management, Education, Business Administration, STEM Education, or a related field — required
Master’s degree (e.g., M.Ed., MPA, MBA) — preferred but not required
Skills/Experience: 

You’ll succeed here if you have:

  • 3+ years in program leadership or nonprofit operations 
  • Proven track record hitting recruitment and/or fundraising targets
  • Comfort managing budgets $500K+ and 10–20 staff
  • A coach‑style leadership approach and mission‑driven mindset
  • Exceptional remote‑work discipline (we’re ~95% distributed, with a 6‑week on‑site sprint)

And bonus points for:

  • Prior summer program or youth‑development experience, especially as an alum
  • Familiarity with first‑gen college‑access challenges
  • Grant writing or major‑gifts pedigree
Compensation/Benefits: 

Compensation & Benefits 

  • Total Compensation Package (includes benefits and bonus): $101,100
  • Base Salary: $80,000 per year
  • Performance Bonus: Up to $10,000 annually (driven by student recruitment, faculty recruitment, fundraising, and performance reviews)
  • Paid Time Off: 14 PTO days plus 5 paid sick days
  • 401(k) Plan: Up to 4% match of Salary + Bonus (maximum $3,600)
  • Healthcare Benefits:
    • 100% employer‐paid premiums for base health plan
    • Dental and vision coverage up to 80% of premiums (benefit value $7,500)
  • Total Benefits Value: $11,100
  • Total Take-Home Pay (includes bonus, excludes benefits): $90,000

Additional non-monetary benefits of employment at The Squared Network include:

  • Fulfillment - give back to the program, and educate the next generation
  • Opportunity set - step up into responsibility, leadership and a culture of growth and coaching
  • Flexibility - geographic and hours of operation
Additional Information: 

The Squared Network is an equal-opportunity employer and is committed to building an inclusive workplace. We welcome applicants of all backgrounds and identities, and we’re dedicated to providing reasonable accommodations throughout the hiring process. For more information, please visit: www.squarednetwork.org

Organization Info

The Squared Network

Overview
Headquarters: 
Boston, MA, USA
Annual Budget : 
$500,000-1M
Size: 
1-10 employees
Founded: 
2023
About Us
Areas of Focus: 
Mission: 

We expand opportunities for talented first-generation students from low-income backgrounds by preparing cohorts of driven peers to graduate from top colleges and contribute as leaders in their communities.

Programs: 

Squared's program design is modeled after (HS)2, our affiliate program, with nearly 20 years of success. Our programs operate based on:

  • 3 continuous years of program participation
  • 15 weeks of residential living at an independent school
  • 75+ hours of college counseling, ensuring students can navigate applications, financial aid, and admissions to institutions that will support their goals
  • 150+ hours of rigorous STEM instruction, equipping students with the academic foundation needed to succeed in high school and beyond
  • Structured programming that builds confidence and belonging, ensuring students develop resilience and feel empowered in academic and social settings
Why Work For Us?: 

We are a growing, energetic, highly capable team that is committed to personal development and making an impact at scale.

Connect With Us

Listing Stats

Post Date: 
Apr 24 2025
Active Until: 
May 23 2025
Hiring Organization: 
The Squared Network
industry: 
Nonprofit