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Remote Leadership Development Jobs in Boston, MA

Raytheon

Principal Specialist, Contracts (Remote)

Boston, MA · On-site +1

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... leading businesses, world-class operations and investments in research and development, we offer ... Remote: Employees who are working in remote roles will work primarily offsite (from home). An ...

American Income Life

Benefits Specialist

Boston, MA · Remote

A degree is welcome but not required--performance and initiative are what matter most Benefits Remote | Training Provided | Leadership Development | Career Growth Flexible schedule, mentorship from ...

New

American Income Life

Benefits Specialist

Boston, MA · On-site +1

A degree is welcome but not required-performance and initiative are what matter most Benefits Remote Training Provided Leadership Development Career Growth Flexible schedule, mentorship from top ...

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Showing results 21-40

All JobsLeadership Development JobsRemote Leadership Development JobsRemote Leadership Development Jobs in Boston, MA

Remote Leadership Development information

See Boston, MA salary details

$35.9K

$84.1K

$144.5K

How much do remote leadership development jobs pay per year?

As of Aug 16, 2026, the average yearly pay for remote leadership development in Boston, MA is $84,129.00, according to ZipRecruiter salary data. Most workers in this role earn between $63,600.00 and $98,300.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive in remote leadership development, and why are they important?

To thrive in Remote Leadership Development, you need expertise in leadership theory, organizational development, and adult learning principles, often supported by a background in HR, business, or psychology. Familiarity with virtual collaboration tools (like Zoom, Microsoft Teams), learning management systems, and certifications such as CPLP or SHRM-CP is highly valuable. Exceptional communication, empathy, cultural awareness, and the ability to motivate and engage remote teams are crucial soft skills. These qualifications enable you to effectively design, deliver, and evaluate leadership programs that drive measurable growth in distributed and diverse organizations.

What is remote leadership development?

A Remote Leadership Development job focuses on training and mentoring leaders in virtual or distributed work environments. Professionals in this role design and implement leadership programs, provide coaching, and help organizations cultivate strong remote leadership skills. They may work with individuals or teams to enhance communication, collaboration, and decision-making. This role is crucial for supporting company culture, engagement, and productivity in remote or hybrid workplaces.

What are some common challenges faced in remote leadership development, and how can they be overcome?

One of the main challenges in Remote Leadership Development is building trust and engagement with participants who are spread across different locations and time zones. To overcome this, professionals utilize interactive virtual tools, schedule sessions to accommodate various time zones, and incorporate diverse learning methods to maintain participant interest. Another challenge is measuring the effectiveness of leadership programs remotely; this can be addressed through regular feedback surveys, virtual assessments, and performance tracking. Successful role-holders stay proactive by fostering open communication, encouraging peer learning, and continuously adapting their approach based on participant needs and organizational goals.

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 Remote Leadership Development jobs in Boston, MA?

For Remote Leadership Development jobs in Boston, MA, the most frequently searched job titles are:

What job categories do people searching Remote Leadership Development jobs in Boston, MA look for?

The top searched job categories for Remote Leadership Development jobs in Boston, MA are:

What cities near Boston, MA are hiring for Remote Leadership Development jobs?

Cities near Boston, MA with the most Remote Leadership Development job openings:

Remote Leadership Development jobs near you
Infographic showing various Remote Leadership Development job openings in Boston, MA as of August 2026, with employment types broken down into 72% Full Time, 18% Part Time, and 10% Contract. Highlights an 100% Remote job distribution, with an average salary of $84,129 per year, or $40.4 per hour.

Remote Insurance Advisor(80k - 300k) - (No Cold Calling, Leadership Track)

SIL Advisor LLC

Boston, MA • Remote

$5.0K - $8.0K/wk

Full-time

Posted 5 days ago

Job description

Remote Insurance Advisor | Independent Contractor (1099)

Not Everyone Is Looking for a Job.

Some people are looking for a chance to build something bigger.

At SIL Advisor, we're partnering with motivated individuals who want flexibility, income potential, personal growth, and the ability to create a business of their own within the insurance industry.

Whether you're transitioning careers, seeking a better income opportunity, or simply tired of having your earnings capped, this opportunity offers a pathway to build a rewarding business from home.

No insurance experience is necessary. We provide the training, mentorship, systems, and support to help you get started.

What Makes This Different?

This is an entrepreneurial opportunity, not a traditional employee position.

As an independent contractor, you'll have the freedom to manage your schedule, develop your skills, and determine your income through your effort and performance.

The individuals who succeed here view themselves as business owners, not employees.

Your Day-to-Day

• Connect with clients virtually using phone and video appointments
• Guide individuals and families through life and health insurance options
• Follow up with prospects generated through company lead programs
• Build relationships and provide excellent client service
• Participate in coaching sessions and professional development
• Track activity and maintain consistent follow-up habits

What SIL Advisor Brings to the Table

• Company-generated lead opportunities
• Step-by-step onboarding and training
• Ongoing mentorship from experienced producers
• Access to a broad portfolio of insurance carriers
• Fully remote work environment
• Weekly commission payments
• Bonus opportunities based on production
• Leadership development programs
• Opportunity to build and scale your own agency

Compensation

This is a commission-only position with no cap on earnings.

Compensation is based on issued business and production results.

Many agents earn:

• $50,000+ annually on a part-time schedule
• $80,000–$300,000+ annually full-time
• Additional income through leadership and agency-building opportunities

Who Typically Excels

• Individuals with strong personal discipline
• Competitive and goal-focused personalities
• People willing to accept coaching and feedback
• Professionals seeking greater control over their income
• Those comfortable taking initiative and solving problems
• Individuals committed to long-term growth

Requirements

• Must live within the United States
• Must be legally authorized to work in the U.S.
• Ability to pass a background check
• Insurance license not required at application
• Willingness to obtain a Life & Health Insurance License
• Strong internet connection and professional communication skills

Before Applying

Please understand that this opportunity is best suited for individuals who are ready to take ownership of their results.

There is no hourly wage or guaranteed salary. Success is determined by consistency, effort, coachability, and execution.

If you're looking for a career path with mentorship, flexibility, uncapped income potential, and a chance to build something of your own, we'd like to connect with you.

Apply today to learn more about becoming part of the SIL Advisor team.