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Leadership Development Jobs in Boston, MA (NOW HIRING)

Fisher Agencies

Remote Entry-Level Leader

Boston, MA · Remote

$155K/yr

This role provides an excellent opportunity to develop leadership skills while working remotely in ... Training & Development * Work From Home * Life Insurance (Basic, Voluntary & AD&D)

Fisher Agencies

Remote Entry-Level Leader

Boston, MA · On-site +1

$155K/yr

This role provides an excellent opportunity to develop leadership skills while working remotely in ... Training & Development * Work From Home * Life Insurance (Basic, Voluntary & AD&D)

Apryse

Manager, Open Source Lead Discovery

Boston, MA · On-site

$80K - $100K/yr

Company Description As the industry-leading provider of document software development (SDK) technology powering everything from traditional desktop software to innovative web and mobile applications ...

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Showing results 21-40

All JobsLeadership Development JobsLeadership Development Jobs in Boston, MA

Leadership Development information

See Boston, MA salary details

$35.8K

$84.1K

$144.5K

How much do leadership development jobs pay per year?

As of Aug 6, 2026, the average yearly pay for leadership development in Boston, MA is $84,115.00, according to ZipRecruiter salary data. Most workers in this role earn between $63,500.00 and $98,300.00 per year, depending on experience, location, and employer.

What is the difference between Leadership Development vs Training Specialist?

AspectLeadership DevelopmentTraining Specialist
Required CredentialsBachelor's degree, leadership certifications, experience in coaching or mentoringBachelor's degree, training certifications, expertise in instructional design
Work EnvironmentCorporate offices, HR departments, leadership programsTraining centers, corporate training departments, workshops
Employer & Industry UsageUsed across industries to develop future leadersUsed in various industries to deliver specific training sessions

Leadership Development focuses on cultivating leadership skills and preparing individuals for future management roles, often involving coaching and strategic planning. Training Specialists primarily deliver specific training programs to improve skills or knowledge in particular areas. While both roles involve training, Leadership Development emphasizes long-term growth and leadership capacity, whereas Training Specialists focus on immediate skill acquisition.

What are the key skills and qualifications needed to thrive in leadership development?

To thrive in Leadership Development, you need expertise in organizational behavior, adult learning principles, and program design, often supported by a degree in HR, organizational development, or a related field. Familiarity with learning management systems (LMS), assessment tools, and certifications such as SHRM or CPLP is highly valued. Strong interpersonal skills, emotional intelligence, and the ability to inspire and motivate others make someone stand out in this role. These skills and qualities are crucial for fostering effective leaders and driving organizational growth.

What are leadership development jobs?

Leadership development jobs focus on training and preparing individuals to take on leadership roles within organizations. These roles often involve coaching, mentoring, designing training programs, and assessing leadership potential, requiring strong communication and organizational skills. Common positions include leadership coach, training manager, and organizational development specialist.

What is leadership development?

Leadership development refers to the process of enhancing an individual's abilities, skills, and confidence to effectively lead teams, manage projects, and drive organizational goals. It often includes training programs, mentorship, coaching, and experiential learning designed to cultivate leadership qualities such as communication, decision-making, and strategic thinking. Organizations invest in leadership development to build a strong pipeline of leaders and promote a positive, productive workplace culture.

What are some common challenges faced in a leadership development role and how can they be addressed?

Leadership Development professionals often face challenges such as aligning leadership programs with organizational goals, securing buy-in from senior management, and measuring the long-term impact of training initiatives. Overcoming these challenges requires strong collaboration with stakeholders, effective communication about the benefits of leadership development, and leveraging data-driven approaches to track outcomes. Regularly seeking feedback and staying updated on industry best practices can also help in designing impactful programs that support both individual and organizational growth.
What are the most commonly searched types of Leadership Development jobs in Boston, MA? The most popular types of Leadership Development jobs in Boston, MA are:
What are popular job titles related to Leadership Development jobs in Boston, MA? For Leadership Development jobs in Boston, MA, the most frequently searched job titles are:
What job categories do people searching Leadership Development jobs in Boston, MA look for? The top searched job categories for Leadership Development jobs in Boston, MA are:
What cities near Boston, MA are hiring for Leadership Development jobs? Cities near Boston, MA with the most Leadership Development job openings:
Leadership Development jobs near you
Infographic showing various Leadership Development job openings in Boston, MA as of August 2026, with employment types broken down into 73% Full Time, 18% Part Time, and 9% Temporary. Highlights an 82% In-person, and 18% Remote job distribution, with an average salary of $84,115 per year, or $40.4 per hour.

Remote Sales with Leadership Development

Fisher Organization

Babson Park, MA • Remote

Full-time

Re-posted 20 days ago

Job description

Join a Purpose-Driven Team Making a Real Impact – Entry-Level Leadership Career Opportunity

About Us

At The Fisher Organization, we represent the New England division of American Income Life, a leading provider of supplemental benefits. Our mission is simple but powerful: to protect and empower working families, especially those in labor unions, credit unions, and associations, through high-quality benefits and exceptional service

We’re proud to build a legacy of leadership, growth, and service, and we’re looking for passionate individuals to grow with us.

Position: Entry-Level Manager – Leadership Development Track (Remote)

If you're driven, coachable, and ready to fast-track your career, this could be your the big opportunity you have been searching for. In this role, you’ll lead and mentor a team, contribute to sales strategy, and develop into a high-impact leader. All while working remotely

This is more than a job—it’s a launchpad for your leadership journey

What You’ll Do:

Coach and support a team of agents to reach and exceed performance goals

Lead by example through hands-on involvement in sales and service

Monitor performance data and help your team strategize for success

Organize and lead virtual training and onboarding sessions

Keep communication strong, positive, and motivating across your team

Thrive in a fast-paced, fully remote environment

What You Bring:

Natural leadership ability and a desire to help others succeed

Great communication and people skills, especially over Zoom and other digital platforms

Strong organization, multitasking, and time-management abilities

A self-starter mindset with a results-driven approach

Experience in customer service, sales, or team leadership is a plus

No degree or experience required but preferred

What We Offer:

Accelerated career path, promotions based on merit, not tenure

Clear roadmap to leadership roles. Potential to advance within 60 days

Mentorship and support from top industry leaders

Flexible, remote work setup

100% commission-based compensation with no cap on earnings

Opportunities for national and international travel

A culture that celebrates initiative, impact, and growth

Who Thrives Here:

Motivated go-getters who want to grow personally and professionally

Purpose-driven individuals who want their work to matter

Tech-savvy professionals who are comfortable in virtual environments

Confident communicators who build trust and rapport with ease

People who want more than a paycheck, they want to make a difference

Ready to build a career with unlimited potential—while helping families protect what matters most?

Apply now and start your leadership journey with The Fisher Organization.

Apply