About Loop

Loop is a fast-growing FinTech high growth startup that enables businesses to seamlessly manage money around the world so our clients can access more markets, accelerate their growth and simplify their operations with the only truly cross-border banking platform. Loop is enabling the next generation of businesses to thrive around the world and we are looking for ambitious people to join our mission.

About The Role

Hi, I'm Sarah, Chief of Staff, at Loop and I am hiring a Collections & Customer Support Associate to help customers navigate overdue accounts while also providing exceptional support when they need it most.

This role is an onsite position at our downtown Toronto office (Bay and Bloor). 

Where You Come In

This is an opportunity for a customer-focused problem solver who enjoys building relationships, solving complex situations, and taking ownership from day one.

Around 70% of your time will be dedicated to managing our collections portfolio—working directly with customers to resolve overdue accounts, negotiate repayment plans, and protect both our customers and the business.

The remaining 30% will be spent supporting customers with operational questions and ensuring they receive an exceptional experience throughout their journey with Loop.

You'll be speaking with business owners every day. Some conversations will involve helping them solve problems, while others will require having difficult discussions about overdue balances. Success in this role comes from balancing empathy with accountability and always looking for practical solutions.

What You'll Be Doing

Collections (~70%)

• Own a portfolio of past-due customer accounts and proactively work toward resolution.
• Contact customers by phone and email to collect outstanding balances and negotiate repayment arrangements while maintaining positive relationships.
• Review customer financial information, account history, and supporting documentation to determine the most appropriate recovery strategy.
• Draft and send collection correspondence, including payment reminders, document requests, and demand letters.
• Maintain detailed and accurate records of customer interactions and repayment progress.
• Manage legal recovery matters, including small claims, settlement conferences, bankruptcy filings, process serving, and enforcement actions, working with internal teams and external legal counsel or collection agencies as appropriate.
• Continuously improve collections processes, tooling, and reporting as we scale.

Customer Support (~30%)

• Respond to customer inquiries across phone, email, and other support channels.
• Help customers navigate their Loop accounts, payments, cards, and general platform questions.
• Investigate customer issues and work closely with internal teams to drive timely resolution.
• Deliver thoughtful, professional, and empathetic support during every interaction.
• Identify recurring customer pain points and help improve internal processes and documentation.
• Ensure customers receive timely updates throughout the resolution of their requests.
  
  

Desired Qualities, Skills, and Experience

• 1–3 years of experience in collections, customer support, financial services, banking, or credit operations in a customer-facing capacity.
• Excellent written and verbal communication skills.
• Able to navigate difficult conversations with empathy and professionalism.
• Strong customer service mindset with a genuine desire to help people solve problems.
• Highly organized with excellent follow-through and attention to detail.
• Analytical and able to assess customer situations to determine appropriate next steps.
• Self-starter who takes ownership and works independently.
• Comfortable juggling multiple priorities in a fast-paced startup environment.
• Experience using CRM or customer support platforms (Salesforce, Zendesk, Intercom, or similar) is an asset.
• Proficiency with Google Workspace and Microsoft Excel.
• Fluency in English; conversational French is considered an asset.
  
  

What's in it for you?

• Real ownership and significant career growth opportunities in one of Canada's fastest-growing fintech companies.
• Hands-on exposure to customer operations, collections and credit risk.
• The opportunity to work directly with entrepreneurs and growing businesses every day.
• Mentorship from experienced leaders invested in your professional development.
• A collaborative, high-performing team where your work is visible and valued.

What we offer

• Salary range CAD$50,000-$60,000 annual, commensurate with experience 
• Equity ranging 0.01-0.05%
• 3 weeks vacation 
• Enrolment in group's health benefits after probation period

The Challenge

We receive a lot of applications for this role, so instead of relying solely on CVs, we ask every applicant to complete the same short challenge. This helps us understand how you think and gives everyone a fair opportunity to stand out.

Your task is to create a workflow showing how you would manage an overdue customer account from Day 0 to Day 60. We want to see how your approach changes over time, how you would communicate with the customer, when you would escalate the situation, and any assumptions you make along the way.

There isn't a right or wrong answer and we're much more interested in your thought process than whether your workflow matches ours. Feel free to present your answer as a flowchart, timeline, workflow diagram, or any other format that clearly explains your approach. Please keep your submission to a maximum of two pages, which you can submit alongside your regular application.

Interview Process

• Apply for the role alongside the challenge (please note that applications without the challenge wo
• 30 minutes virtual meeting with Sarah, Chief of Staff
• 60 minutes in person meeting with Viddhi, Risk Associate, and 1 other member of the team 
• Take home questionnaire 
• 30 minutes in person meeting with Cato, CEO and Co-Founder and 15 minutes with Sarah, Chief of Staff 
• Background check and offer

*Criminal Record Check, Identity Verification, Adverse Media, Global Watchlist and Sanctions, Politically Exposed Persons. 

Our Mission, Vision and Values

Mission: To help businesses seamlessly manage money around the world so they can access more markets, save money and simplify their operations

Vision: The future of business is global by default. Loop will be the first business bank that is global by default.

Values: Act with Urgency, Take Radical Ownership and Be Kind

How to Apply

To apply for this position, please click “apply” and share your resume, alongside the challenge noted above. Your application will be reviewed by our recruiters and hiring managers; we do not use AI tools for screening or selection.

Loop is committed to creating a diverse culture. We encourage you to apply regardless of who you are or where you came from - what matters is the journey ahead. Put simply, if you’re unsure about your qualifications for this position, we’d still encourage you to apply!