OVERVIEW

Better Together works to end the root causes of poverty, dependency, divorce, and child abuse by leveraging the power of the local church to provide struggling families with supportive relationships and meaningful work. Once properly supported, families can achieve independence, stay together, and thrive.

The Senior Director of Florida Operations is responsible for leading, coaching, and strengthening regional executive directors across Florida to ensure healthy teams, operational excellence, and measurable impact. This leader ensures Better Together's mission, vision, and strategic priorities are effectively executed across all regions.

This role focuses on leadership development, regional performance, strategic execution, and proactive problem solving. The Senior Director works closely with executive directors to build strong teams, increase capacity, improve program quality, and achieve meaningful outcomes for the children, families, and job seekers we serve.

The ideal candidate is an experienced, relational, and results-oriented leader who knows how to develop people, build healthy teams, analyze performance, and solve complex problems. This individual leads with humility, exercises sound judgment, and brings both strategic thinking and operational discipline to the role.

CULTURE AND FIT

At Better Together, we are a mission-first team that shows up with purpose, humility, and grit. Our culture is shaped by five core values that guide how we lead, how we serve, and how we grow. If these values reflect who you are and how you work, you may be a great fit for our team.

1. We Love Others: We lead with empathy, humility, and integrity. We treat every person with dignity, make people feel seen and valued, and do what’s right even when it’s hard.
   1. Do you treat people with respect, no matter their background or behavior?
   2. Do you make decisions based on what’s best for others, not just yourself?
2. We Choose Gratitude: Gratitude fuels our joy and shapes how we show up. We focus on what’s possible, not what’s missing. We uplift others, celebrate progress, and keep perspective—even in the tough seasons.
   1. Do you stay positive and solutions-focused when challenges arise?
   2. Do you regularly speak encouragement and appreciation to your teammates?
3. We Are Ideal Team Players: We are hungry, humble, and people-smart. We take initiative, lift others up, and work wisely with all kinds of people. The best teams aren’t made of perfect people—they’re made of teachable ones.
   1. Do you take ownership and go the extra mile without being asked?
   2. Are you open to feedback and constantly looking for ways to grow?
4. We Do Hard Things: We don’t quit when things get hard. We press in with courage, keep a growth mindset, and do whatever it takes to get the job done. We don’t waste time on drama—we stay focused on the mission.
   1. Do you rise to challenges with resilience and a clear head?
   2. Do you consistently push through discomfort to deliver results?
5. We’re All In: We carry the mission in our hearts and act like owners. We take full responsibility, build capacity in ourselves and others, and do the work that matters most.
   1. Are you passionate about transforming lives and communities through your work?
   2. Do you take initiative and show up fully—because you believe this mission is worth it?

We don’t hire just for talent. We hire for alignment, character, and commitment to the mission. Expect honest conversations about these values throughout the hiring process.

ROLES AND RESPONSIBILITIES

The Senior Director of Florida Operations has four primary areas of responsibility:

LEADERSHIP DEVELOPMENT AND TEAM HEALTH

Build strong executive directors who lead healthy, high-performing teams and translate Better Together's vision into action.

• Directly supervise, coach, and develop regional executive directors, strengthening their leadership, people management, and decision-making capabilities.
• Ensure executive directors understand, embrace, and effectively communicate Better Together's mission, vision, values, and strategic priorities.
• Establish clear expectations, performance benchmarks, and accountability through Leadership, Management, and Accountability (LMA) practices.
• Support executive directors in recruiting, hiring, retaining, and developing excellent team members, ensuring the right people are in the right seats.
• Equip executive directors to strengthen team performance, increase individual capacity, and build a culture of coaching, ownership, and continuous improvement.
• Foster healthy, mission-aligned teams characterized by trust, collaboration, accountability, and professional growth.

REGIONAL IMPACT, PERFORMANCE, AND DATA

Ensure every region achieves measurable results while maintaining program quality, consistency, and integrity.

• Hold executive directors accountable for achieving regional goals, organizational KPIs, and meaningful outcomes.
• Regularly review performance data, scorecards, forecasts, and trends to identify gaps, opportunities, and areas for improvement.
• Ensure regional staff have clear performance benchmarks and understand their individual contributions to organizational goals.
• Evaluate both the quantity and quality of program outcomes, ensuring increased impact without compromising safety, service, or program fidelity.
• Partner with executive directors to address performance gaps, strengthen accountability, and implement measurable improvement plans.
• Collaborate with Training and Quality Assurance teams to strengthen program delivery, reinforce best practices, and ensure consistent execution of Better Families and Better Jobs.

STRATEGIC EXECUTION AND CAPACITY BUILDING 

Help executive directors execute strategic priorities, strengthen partnerships, and increase regional capacity and impact.

• Partner with executive directors to develop and execute regional strategic plans aligned with organizational goals and priorities.
• Coach executive directors in strategic thinking, prioritization, creative problem solving, and effective decision-making.
• Identify opportunities to increase regional capacity through stronger leadership, improved productivity, and effective use of resources.
• Support executive directors in developing strategic relationships with churches, donors, employers, volunteers, and community partners.
• Equip executive directors to serve as effective ambassadors who communicate Better Together's mission, mobilize stakeholders, and strengthen community engagement.
• Oversee regional budgeting, forecasting, and resource allocation to ensure responsible financial stewardship and sustainable growth.

PROACTIVE PROBLEM SOLVING AND ISSUE RESOLUTION

Equip executive directors to anticipate challenges, resolve issues effectively, and protect relationships, program quality, and organizational integrity.

• Proactively coach executive directors to identify and address operational, personnel, and program challenges before they escalate.
• Strengthen executive directors' skills in conflict resolution, difficult conversations, customer service, and sound decision-making.
• Serve as a trusted resource and thought partner in navigating complex leadership and operational situations.
• Step in when necessary to de-escalate sensitive situations involving families, volunteers, partners, or team members, preventing further escalation.
• Ensure concerns are resolved promptly, professionally, and in accordance with organizational policies and safeguarding standards.
• Identify recurring issues and partner with appropriate departments to improve training, systems, and preventive practices.

REQUIREMENTS

• Minimum of seven years of progressive leadership experience, including at least three years directly supervising and developing managers or senior leaders.
• Demonstrated success leading multiple teams, departments, or geographically distributed operations.
• Proven ability to coach leaders, build healthy teams, manage performance, and establish accountability.
• Strong experience in operational management, strategic planning, performance measurement, budgeting, and organizational growth.
• Ability to analyze data, evaluate performance trends, and translate insights into actionable improvements.
• Strong communication, interpersonal, organizational, conflict resolution, and problem-solving skills.
• Ability to balance strategic leadership with practical execution, sound judgment, and attention to detail.
• Bachelor's degree required. Advanced degree in business, nonprofit management, public administration, social work, or a related field preferred.
• Experience in nonprofit leadership, child welfare, human services, or workforce development preferred.
• Proficiency with technology and performance management systems, with experience using Salesforce, Basecamp, or similar platforms preferred.
• Alignment with Better Together's mission, vision, and core values.
• Ability to travel regularly throughout Florida.

TIMING, LOCATION AND COMPENSATION

Better Together seeks to fill this position as soon as possible. The organization's headquarters are in Naples, Florida. This position is based in Florida, with regular statewide travel required.

Better Together has built a highly successful work culture over the past decade with systems and structures designed for clarity, flexibility, accountability, and great communication. This is a full-time, exempt position reporting to the Chief Operating Officer.

Key elements of the environment include:

• Weekly team meetings with clear accountability and opportunities to solve issues collaboratively.
• Quarterly in-person team meetings to build deeper relationships, set clear goals aligned with the Better Together vision, and identify new opportunities.
• 90-day orientation to familiarize new team members with Better Together's mission, programs, policies, systems, and operations.
• Home office setup, including equipment and communication tools needed to succeed in a hybrid, remote-within-Florida environment.

Compensation and Benefits: 

Annual Salary: Commensurate with experience.

Better Together also offers a generous benefits package, including:

• Medical insurance (99% employer paid, employee-only coverage)
• Dental insurance
• Vision insurance
• Life insurance
• Paid holidays
• Paid time off
• Retirement savings plan with 50/50 employer match up to 6%

QUESTIONS

Please direct all questions to [email protected].