ZipRecruiter

Log In

2

Remote Contract Leadership Development Jobs in Windsor, CT

Lone Star Careers

Business Development

Hartford, CT · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

Empire State Careers

Business Development

Hartford, CT · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely ...

previous pagenext page

Showing results 21-40

All JobsContract Leadership Development JobsRemote Contract Leadership Development JobsRemote Contract Leadership Development Jobs in Windsor, CT

Remote Contract Leadership Development information

See Windsor, CT salary details

$43.3K

$103.3K

$155.8K

How much do remote contract leadership development jobs pay per year?

As of Sep 4, 2026, the average yearly pay for remote contract leadership development in Windsor, CT is $103,265.00, according to ZipRecruiter salary data. Most workers in this role earn between $80,600.00 and $117,500.00 per year, depending on experience, location, and employer.

What is a remote contract leadership development professional?

A Remote Contract Leadership Development professional is someone who designs, facilitates, and manages leadership training and development programs for organizations, working remotely on a contract basis. They may create training materials, lead virtual workshops, and coach leaders to improve their skills in areas such as communication, team building, and strategic thinking. Because they work remotely and on contract, their services are flexible and adaptable to different organizations' needs. They often collaborate with HR departments and senior management to align leadership development initiatives with business goals.

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

One of the main challenges in a remote contract leadership development role is building strong relationships and trust with clients and participants without in-person interactions. Effective communication, proactive engagement, and employing various virtual collaboration tools are essential to overcome this. Additionally, adapting leadership training content to suit remote delivery and maintaining participant engagement can be demanding, so leveraging interactive digital platforms and regular feedback mechanisms is crucial. Time management and self-motivation are also important, as you may be working across multiple clients and time zones.

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

Thriving in Remote Contract Leadership Development requires a strong background in organizational development, leadership coaching, and adult learning principles, often supported by a relevant degree or certifications such as CPLP or ICF. Familiarity with virtual collaboration tools, learning management systems (LMS), and assessment platforms is typically necessary. Exceptional communication, adaptability, and self-motivation set individuals apart in this remote, client-facing role. These skills and qualities ensure effective leadership training delivery, client satisfaction, and the ability to drive measurable development outcomes in a flexible, digital environment.

What is the difference between Remote Contract Leadership Development vs Remote Contract Training Specialist?

AspectRemote Contract Leadership DevelopmentRemote Contract Training Specialist
CredentialsLeadership certifications, coaching experienceTraining certifications, instructional design
Work EnvironmentStrategic planning, leadership coachingContent creation, delivery of training programs
Employer & Industry UsageCorporate, educational, nonprofit sectorsCorporate, e-learning, professional development
Search & Comparison IntentLeadership development, executive coachingTraining delivery, instructional design

Remote Contract Leadership Development focuses on enhancing leadership skills and coaching executives or teams, often involving strategic planning. In contrast, Remote Contract Training Specialist emphasizes designing and delivering training programs, typically with a focus on instructional methods. Both roles require relevant certifications and are used across various industries, but they serve different organizational needs.

What job categories do people searching Remote Contract Leadership Development jobs in Windsor, CT look for?

The top searched job categories for Remote Contract Leadership Development jobs in Windsor, CT are:

Remote Contract Leadership Development jobs near you
Infographic showing various Remote Contract Leadership Development job openings in Windsor, CT as of June 2026, with employment types broken down into 50% Full Time, and 50% Part Time. Highlights an 100% Remote job distribution, with an average salary of $103,265 per year, or $49.6 per hour.

Remote Business Development Representative

HMG Careers

Holyoke, MA • Remote

$69K/yr

Full-time

Medical, Dental

This job post has expired 3 days ago. Applications are no longer accepted.

Job description

Remote Insurance Representative | Flexible Schedule | Commission-Based

This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely, serving clients by providing guidance and protection solutions for individuals and families.

What We Offer
  • Remote, work-from-home career
  • Average first-year earnings of $69K through commissions and bonuses
  • Increased earning potential in later years through performance and renewals
  • Residual income opportunities through client renewals
  • Unionized position with stock options
  • Comprehensive benefits package including medical, dental, and prescription coverage
  • Ongoing training and mentorship from experienced managers
  • High-quality leads provided with no cold calling friends or family
  • Flexible scheduling within a career-focused structure
  • Advancement and recognition opportunities with promotion from within
  • Supportive and collaborative virtual team environment
Qualities We Value
  • Willingness to learn and be coached through structured training
  • Friendly, outgoing, and professional communication style
  • Genuine desire to help others by providing guidance and solutions
  • Strong verbal communication and relationship-building skills
  • Sales or customer service experience is helpful but not required
Qualifications
  • Laptop or desktop computer with a working camera
  • Insurance license required or willingness to obtain one
  • Basic computer skills
  • Must reside in North America including the United States or Canada
  • We do not hire candidates residing outside North America
Responsibilities
  • Contact provided leads to schedule virtual meetings with clients
  • Present benefit programs and assist clients with enrollment
  • Build and maintain strong client relationships
  • Work closely with your manager to set goals and achieve them