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Debt Relief Remote Jobs in Chicago, IL (NOW HIRING)

Senior Director of Sales

Chicago, IL · On-site +1

$200K - $250K/yr

Student loan debt relief and tuition reimbursement * Fully remote * Fun, innovative, collaborative, and award-winning culture So, if you're a sales leader ready for a career-defining opportunity ...

Debt Relief Remote information

See Chicago, IL salary details

$5

$24

$73

How much do debt relief remote jobs pay per hour?

As of Sep 4, 2026, the average hourly pay for debt relief remote in Chicago, IL is $24.70, according to ZipRecruiter salary data. Most workers in this role earn between $11.88 and $25.00 per hour, depending on experience, location, and employer.

What is a debt relief remote?

A Debt Relief Remote job involves working from home or any remote location to help individuals or businesses manage or reduce their debt. Professionals in this role may provide counseling, negotiate with creditors, create payment plans, and offer financial advice to clients struggling with debt. These positions often require strong communication skills and knowledge of debt relief options, such as debt consolidation, settlement, or bankruptcy. Working remotely allows debt relief specialists to assist clients nationwide using phone, email, or online platforms.

What are the key skills and qualifications needed to thrive as a debt relief remote, and why are they important?

To excel as a Debt Relief Specialist in a remote setting, you need a solid understanding of financial counseling, debt management solutions, and relevant regulations, often backed by experience in finance or customer service. Familiarity with CRM software, financial analysis tools, and secure communication platforms is typically required. Outstanding communication, empathy, and problem-solving skills help build trust and effectively negotiate with both clients and creditors. These competencies are crucial for guiding clients toward financial stability and ensuring efficient, compliant remote service delivery.

What are the common challenges faced by remote debt relief specialists and how can they be managed?

Remote debt relief specialists often encounter challenges such as maintaining clear communication with clients and staying organized while managing multiple accounts from a distance. Working remotely may also require extra diligence in protecting sensitive client data and adhering to compliance standards. To overcome these obstacles, successful specialists use secure communication tools, establish regular check-ins with clients and team members, and leverage task management software to stay on top of deadlines and case progress. Proactively seeking feedback and collaborating with colleagues can also foster a supportive virtual work environment.

What is the difference between Debt Relief Remote vs Debt Settlement Specialist?

AspectDebt Relief RemoteDebt Settlement Specialist
CredentialsMinimal certifications, often self-taught or online coursesCertifications like Certified Debt Specialist or similar often preferred
Work EnvironmentRemote, home-basedTypically office or remote, client-facing roles
Industry UsageFinancial services, debt relief companiesDebt settlement firms, financial advisory
Job FocusNegotiating debt relief programs, client supportNegotiating debt settlements, reducing debt amounts

Debt Relief Remote roles primarily involve providing clients with debt management advice and negotiating relief programs remotely, often with minimal certifications. Debt Settlement Specialists focus on negotiating with creditors to reduce debt amounts, often requiring specific certifications. Both roles operate within the financial services industry but differ in their specific functions and work environments.

What are the most commonly searched types of Debt Relief jobs in Chicago, IL?

The most popular types of Debt Relief jobs in Chicago, IL are:

What are popular job titles related to Debt Relief Remote jobs in Chicago, IL?

For Debt Relief Remote jobs in Chicago, IL, the most frequently searched job titles are:

What cities near Chicago, IL are hiring for Debt Relief Remote jobs?

Cities near Chicago, IL with the most Debt Relief Remote job openings:

Infographic showing various Debt Relief Remote job openings in Chicago, IL as of August 2026, with employment types broken down into 88% Full Time, and 12% Part Time. Highlights an 100% Remote job distribution, with an average salary of $51,377 per year, or $24.7 per hour.

Senior Director of Sales

Together For Talent

Chicago, IL • On-site, Remote

$200K - $250K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted yesterday


Job description

Sr Director of Sales | Enterprise SaaS
Location: Fully remote (in the US)
Salary: $200-250k + Commission (50/50) 
 
WHO WE ARE
 
Headquartered in the US with teams across the globe, we are a leading enterprise software company focusing on SaaS solutions that help enterprises manage IT assets. Our platform optimizes software and cloud spend, improve compliance, and gain better visibility across hybrid IT environments with an emphasis on ITAM, SaaS management, and FinOps. Due to growth and demand for our product, we are urgently looking for a Senior Director of Sales to join our diverse and growing team!
 
This leader will manage 8 reps and help drive the company's transition from a regional sales structure to a vertical structure. The focus will be on healthcare and insurance customers, though prior vertical experience is a plus rather than a requirement. 
 
WHO YOU ARE
  • A proven Sr Manager, Director, or emerging sales leader ready to step into a VP title while remaining deeply involved in deal strategy, coaching, and team performance. 
  • Strong background in enterprise SaaS sales with 2-3 years of leadership or people management experience 
  • Experience in ITAM, ITSM, or related enterprise technology categories
  • Exposure to FinOps and cloud cost management a strong plus
  • A track record of leading teams through complex, consultative sales motions
  • Strong in relationship-building across long sales cycles, typically 9-15 months
  • The ability to operate as a player-coach and support reps in strategic deals
WHAT WE OFFER
  • Competitive compensation: $200-250k DOE + 50/50 commission
  • Comprehensive benefits package (Medical, Dental, Vision)
  • Competitive PTO, including new-parent support
  • 401k 
  • Student loan debt relief and tuition reimbursement
  • Fully remote 
  • Fun, innovative, collaborative, and award-winning culture
So, if you're a sales leader ready for a career-defining opportunity, please apply today!