How to Collect Outstanding Payments

How to Collect Outstanding Payments
Author Name By CMSME Club Team



Updated on Aug. 5, 2025, 3:32 p.m.

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In the business world, managing cash flow is crucial, and ensuring timely payments is a key part of that. However, collecting outstanding payments can be a delicate task, especially when you are trying to maintain positive relationships with clients. Here is how you can collect outstanding payments in a professional way to ensure that you maintain good client relationships. 

  1. Clear Communication and Documentation 

Every transaction should be supported by a signed written agreement that outlines payment terms, interest on late payments, dispute resolution mechanisms, and consequences for non-payment, including legal action. This contract serves as your first legal line of defense.  

The first step in managing outstanding payments is having clear and honest communication. In many cases, delays in payment arise from simple misunderstandings or administrative oversights. Addressing these situations with courteous and respectful reminders helps set a constructive tone. Transparency in every interaction, whether issuing payment reminders or handling overdue accounts, builds trust, minimizes the risk of further miscommunication and supports the timely resolution of payment issues, all while maintaining positive professional relationships. Each communication should clearly state the amount due, the payment due date and any applicable late fees as stipulated in the agreement. 

  1. Flexible payment options 

Flexibility in repayment options is one of the most effective ways to reduce friction in debt collection while maintaining good client relationships. When clients face financial hardship, rigid demands often lead to frustration, disengagement or even default. When a large debt is broken down into smaller, manageable installments, it significantly reduces the immediate financial burden on clients, making repayment far more achievable. This approach removes the overwhelming pressure of a single lump-sum payment and instead provides a structured way to settling obligations. As a result, clients are more likely to stay engaged with the repayment process rather than avoiding communications or defaulting. 

Ensure these payment arrangements are recorded in writing, ideally through a signed repayment agreement acknowledging the debt, the new terms, and consequences of non-compliance. 

  1. Escalate gradually and professionally 

When debts remain unpaid, collection efforts should be escalated gradually. You can start with friendly reminders and progress to more formal reminders and notification of outstanding payments while maintaining respect. Do not harass your clients. Harassment looks like daily calls for extended periods, verbal abuse, threats or inflexible demands for immediate payment without offering solutions. In contrast, professional persistence involves measured, respectful contact every 7-10 days through calls, emails or SMS, where the business clearly communicates the debt details while actively listening to the client's circumstances. 

If there is no response after these attempts, consider issuing a demand letter. This demand letter outlines the amount owed, refers to the contract, and gives the client a final opportunity to pay before legal action is taken. This often compels payment without proceeding to court. 

  1. Legal Enforcement  

When all amicable efforts fail, SMEs can pursue legal enforcement options to recover debts. These include: 

  • Small Claims Court – Ideal for debts under Kshs, 1 million, this is a fast and cost-effective way to recover funds. 

  • Civil suits in Magistrates’ or High Court – For debts of up to Kshs. 20 million file a case at the Magistrates court and for larger debts, file a case for breach of contract at the High Court. 

  • Warrants of Attachment and Sale – Once a judgment is obtained, the court can issue a warrant allowing auctioneers to seize and sell the debtor’s assets to settle the debt. 

  • Negotiated Settlements – Sometimes, simply filing suit triggers negotiations. A written settlement agreement can then be signed and enforced as a court order if necessary. 

Conclusion 

Recovering outstanding payments is a necessary part of maintaining a healthy business, but it should never damage client relationships. By taking a structured, professional approach with clear communication, flexible solutions and respectful follow-ups, you protect both your cash flow and your reputation. 

Remember that the process doesn’t end when the debt is settled. A thoughtful follow-up, whether a simple thank you or an offer of continued support helps rebuild trust and demonstrates your commitment to long-term partnerships. By balancing firmness with empathy, your business can resolve payment issues while preserving and even strengthening valuable professional connections. 

At CM SME Club, we support SMEs in managing and recovering debts. Whether you need help drafting enforceable agreements, issuing demand letters, or pursuing recovery, our team is ready to assist. 

Contact us today at law@cmsmeclub.com 

Contributor: Magdaline Njeru (mnjeru@cmadvocates.com) 

Published on Aug. 5, 2025, 3:03 p.m.

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