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Remote Leadership Development Jobs in Chicago, IL

Symmetry

Remote Sales Work From Home

Chicago, IL · Remote

Insurance Producer - 100% Remote Must be authorized to work in the US, no work visas offered at ... Leadership Development is at Our Core * Cutting Edge Technology * Passive Income Opportunity ...

Growing Home

Development Officer

Chicago, IL · On-site +1

Excellent leadership and project management skills. * Ability to multitask and record processes ... Monday-Friday, 8:00 AM - 4:00 PM with flexibility to work remote. * Occasional evenings/weekends ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Joliet, IL · Remote

$60K - $80K/yr

Opportunities for career growth and leadership development * Supportive and collaborative team ... Comfortable working independently in a remote environment * Organized with good time management ...

New

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Aurora, IL · Remote

$60K - $80K/yr

Opportunities for career growth and leadership development * Supportive and collaborative team ... Comfortable working independently in a remote environment * Organized with good time management ...

New

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Aurora, IL · Remote

$60K - $80K/yr

Opportunities for career growth and leadership development * Supportive and collaborative team ... Comfortable working independently in a remote environment * Organized with good time management ...

New

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All JobsLeadership Development JobsRemote Leadership Development JobsRemote Leadership Development Jobs in Chicago, IL

Remote Leadership Development information

See Chicago, IL salary details

$34K

$79.8K

$137K

How much do remote leadership development jobs pay per year?

As of Aug 7, 2026, the average yearly pay for remote leadership development in Chicago, IL is $79,773.00, according to ZipRecruiter salary data. Most workers in this role earn between $60,300.00 and $93,200.00 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 Chicago, IL? The most popular types of Leadership Development jobs in Chicago, IL are:
What are popular job titles related to Remote Leadership Development jobs in Chicago, IL? For Remote Leadership Development jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Leadership Development jobs in Chicago, IL look for? The top searched job categories for Remote Leadership Development jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Leadership Development jobs? Cities near Chicago, IL with the most Remote Leadership Development job openings:
Remote Leadership Development jobs near you
Infographic showing various Remote Leadership Development job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 81% Full Time, 15% Part Time, and 3% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $79,773 per year, or $38.4 per hour.

Sales Development Manager (REMOTE)

LeadDetail

Franklin Park, IL • On-site, Remote

Full-time

Re-posted 17 days ago

Job description

Company Description
We are: LeadDetail, the premier lead research concierge service.
We pride ourselves on our all remote team structure. We don't have an office and we don't plan to open one. People can work wherever they want. Home, coffee-shop, library, it doesn't matter as long as our client's deadlines are met on-time or early. We also seek out flexible candidates who may desire a-typical hours. A 40-hour work week (or less by choice) can be made up of blocks of time that suit the employee's schedule. As long as our clients deadlines are met on-time or early.
Our customers think of us as:
Their partner. Their most valuable tool. The most accurate lead source available. Their most resourceful team capable of finding very obscure but relevant data faster than they can themselves.
Our customers are only limited to those people trying to engage other people for any reason.
66% of our business today is centered on Sales:
Small businesses on Main Street and Startups who wont be small for long: They love LeadDetail because we deliver enriched lists of contacts targeted to any audience they choose. We can even start a CRM for a startup or fill the one they have saving them months of prospecting and manual adding of names. Oh, and did we mention that we do the research?
Mid-market companies, large corporations, multi-national conglomerates: They buy lead lists to cut down on work for their sales teams, but with list-buying comes more work. Formatting and normalizing the data, segmentation and territory distribution, not to mention sifting out all the leads they just bought that they already had. But LeadDetail is different because we are the only lead supplier that does any/all of that work for them, and only delivers net new, updated, and enriched leads, formatted for easy import into their systems, normalized to match their existing data protocols.
Whether they are their company's only salesperson (or the only employee!) or an individual in a multinational corporation with teams, departments, divisions, and regions scattered across the globe, LeadDetail can help them generate more revenue, improve data integrity, increase retention (of customers and staff), shorten sales cycles, and build better relationships with their customers.
Job Description
You will:
  • Help us build a world-class sales development team.
  • Leverage the SaaS/Predictable Revenue sales model, but in a 100% remote environment. This means solving the challenges that face these teams (Experience levels, teamwork with AEs, opportunity QA, forecasting accuracy, pipeline- and overall CRM-hygiene) without the benefit of having face-to-face interaction with your team every day.
  • Train team to understand client's needs and specifications in order to generate qualified opps.
  • Build strong relationships with remote co-workers throughout every level of our organization
  • Participate in special projects designed to better the company and product offering

Qualifications
You are:
  • A strong, highly communicative manager with a mind for teamwork and solving unique challenges.
  • A fantastic judge of talent, a great coach, and a top-notch mentor.
  • Experienced managing in a fast-paced sales environment, preferably with a remote component.
  • Extremely well-acquainted with the world of VC-funding, venture-backed startups, and high-growth companies.

Additional Information
All your information will be kept confidential according to EEO guidelines.
LeadDetail is an equal opportunity employer, and we are committed to providing opportunities to candidates regardless of disability, age, race, gender identity, or religion.
Unfortunately, we are unable to sponsor visa candidates at this time.

Apply