Debt Solutions Manager Job in Brampton and Mississauga

Locations: Brampton and Mississauga, Ontario | Full-Time

About David Sklar & Associates

David Sklar & Associates is a leading firm of Licensed Insolvency Trustees based in Toronto, Ontario. We specialize in providing personalized debt solutions, including bankruptcy, consumer proposals, and financial counselling. Our mission is to help individuals and families regain financial stability and peace of mind. With a strong commitment to client care, we pride ourselves on offering compassionate and professional services.

Your Role as a Debt Solutions Manager

David Sklar & Associates Inc. is looking for a Debt Solutions Manager to support clients through the initial stages of the debt relief process. This role is ideal for someone who has experience in insolvency, consumer proposals, bankruptcy, financial services, or client-facing debt resolution work, and who is comfortable managing sensitive conversations with professionalism and care.

In this role, you will meet with individuals seeking debt solutions, gather and review financial information, explain available options, and support clients as they move through the intake and filing process. You will work closely with Licensed Insolvency Trustees, Administrators, Intake, Counselling, E-Filing, and other internal departments to ensure clients receive accurate, timely, and compassionate service.

This position supports both our Brampton and Mississauga offices. The successful candidate must be able to work from and travel between both locations as required based on operational and client service needs.

Key Responsibilities

  • Meet with prospective clients to understand their debt and financial concerns
  • Explain debt-relief options in clear, practical, and client-friendly language
  • Gather and review required documents and financial information
  • Prepare client files for review, assessment, and sign-up
  • Maintain accurate file notes, client updates, and task information in HubSpot, Ascend, and other internal systems
  • Follow up with clients in a timely and professional manner
  • Identify missing information, file issues, urgency, or escalation needs
  • Support clients with professionalism, empathy, and confidentiality

What We’re Looking For

  • Must have 1 to 3 years of insolvency experience and experience using Ascend software
  • Experience with consumer proposals and bankruptcy
  • Strong ability to communicate financial and legal concepts in simple, practical language
  • Excellent listening, questioning, and follow-up skills
  • Additional languages that would support client communication, such as Hindi, Urdu, Punjabi, Gujarati, Tamil, Bengali, Arabic, or other languages commonly used by our client communities, would be an asset
  • Strong attention to detail and documentation accuracy
  • Ability to manage multiple client files, appointments, and follow-ups at the same time
  • Comfort working with CRM or case-management systems; HubSpot and Ascend experience
  • Professional judgment and ability to escalate issues appropriately
  • Compassionate and calm communication style when working with clients in stressful situations
  • Ability to work independently while staying aligned with internal team expectations
  • Ability to work from and travel between the Brampton and Mississauga offices as required

Why Join Us David Sklar & Associates?

  • Impactful Work: Make a real difference in the lives of individuals and families facing financial challenges.
  • Supportive Team: Join a team of experienced professionals who are passionate about helping clients achieve financial freedom.
  • Growth Opportunities: We offer professional development opportunities to help you grow in your career.
  • Competitive Compensation: Enjoy a competitive salary and benefits package, reflective of your experience and qualifications.

Additional Posting Information

  • Compensation: CAD $50,000 to $60,000 per year base salary, plus eligibility for applicable commission or incentive compensation, in accordance with the Company’s compensation plan, plus benefits.
  • This posting is for an existing vacancy.
  • The Work location: This role supports DSAI’s Brampton and Mississauga offices. The successful candidate must be able to work from and travel between both office locations as required.
  • Working hours: Monday to Friday, 9:00 a.m. to 5:00 p.m.
  • Canadian work experience is not required. Equivalent relevant experience will be considered.
  • David Sklar & Associates may use artificial intelligence to screen applicants for this position.
  • David Sklar & Associates is committed to providing an inclusive, accessible, and respectful recruitment process.
  • Accommodation is available upon request for candidates participating in all stages of the hiring process.
  • Authorized to work in Canada

How to Apply:

If you are a detail oriented professional looking to build your career with a respected and growing organization, we would love to hear from you.

We appreciate your interest in David Sklar & Associates. We’re currently in the process of taking applications for this position. If you are selected to continue to the interview process, we will be in contact with you shortly.