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Who We Are

Difford Underwood Inc. is a boutique law firm with a primary focus on Family, Property and Commercial Law. Directors Carolyn Difford and Jaclyn Underwood have extensive experience in all areas of Family Law and Conveyancing.
We strive to put the needs of our client’s first, to offer a more collaborative approach to Family Law matters and to provide sound advice at an emotionally difficult time. It is our aim to provide our clients with a more personalised approach.

The parties involved in property transactions, including the Estates Agents, banks and other parties should feel open to liaising with us directly and on a regular basis to ensure that all respective interests are aligned and met.

In these tough economic times, tenants defaulting on rental payments becomes commonplace. Our Civil Litigation Department can assist with the eviction process. Our Commercial Law experience covers areas of Labour Law, Liquidation Applications and General Litigation.

What We Do

  • Divorce (Opposed and Unopposed)
  • Antenuptial Contracts / Postnuptial Contracts
  • Parenting Disputes
  • Cohabitation Agreements
  • Separation Agreements
  • Parenting Plans / Parental Responsibility and Rights Agreements
  • Mediation / Arbitration
  • Collaborative Law
  • Domestic Violence
  • Maintenance / Rule 43 Applications
  • Post-Divorce Assistance
  • Adoption
  • Surrogacy Agreements
  • Lease Agreements (Residential and Commercial)
  • Sale of Land in Instalments
  • Sale/Purchase of Immovable Property (Residential and Commercial)
  • Eviction Applications
  • General Litigation in both Magistrate’s Court and High Court 
  • Debt Collection
  • Draft and Vetting of Contracts 
  • Labour Law 
  • Sequestration and Liquidation Applications

Our Directors

Carolyn Jean Difford

Carolyn Jean Difford

Carolyn studied at the University of Natal where she obtained her B.Proc. degree. She completed her Articles of Clerkship at Abdo & Abdo Attorneys and was admitted as both an Attorney and a Conveyancer. Carolyn was later admitted as a Notary Public while at IC Clark Inc. and headed the Family Law Department at Drake Flemmer & Orsmond Inc. for a period of 24 years. Carolyn completed her Masters in Family Law in 2014 and held an Acting Judge position at the High Court of South Africa based in Bhisho during 2015.

Jaclyn Underwood

Jaclyn Underwood

Jaclyn studied at Rhodes University in Grahamstown where she was awarded her Bachelor of Social Science and Bachelor of Laws degrees. She was admitted as an Attorney in 2009 and later as a Conveyancer. She completed her Articles of Clerkship in the Family Law Department at Drake Flemmer & Orsmond Inc. where she worked for 8 years. Jaclyn is passionate about Family and Matrimonial Law and has a special interest in Property Law. A keen entrepreneur she founded Difford Underwood Inc. with Carolyn Difford in 2016.

Our Team

Jaclyn Underwood

Courtnay Chamberlain

Candidate Attorney

Courtnay studied at the University of Stellenbosch where she obtained her BAccLLB Degree (Bachelor of Accounting and Bachelor of Laws) and LLM (Masters in Law), with a focus on Family Law. Courtnay began her articles with Difford Underwood Inc. in January 2019. Her primary focus has been domestic violence, maintenance and Children’s Court applications, but Courtnay has also gone on to learn civil litigation techniques and is accomplished in drafting both pleadings and advice on merits. Courtnay is due to be admitted as an Attorney in March 2020.

“A niche practice built on a foundation of professionalism, empathy and a highly personalised service”