About
Rebecca Olesen is a certified mediator and family transition professional in Enfield, Connecticut. She helps individuals and families manage major life changes involving divorce in family law, estate planning, probate matters, and marriage ceremonies at The Guidance Office, LLC. Her approach centers on clear communication, respectful problem-solving, and practical guidance that helps people make informed decisions during emotionally difficult situations.
Rebecca has a scholarly background in literature, research, and writing. She also received intensive divorce mediation training from Attorney Richard O’Neil, whose practice focused heavily on mediation. Her professional development included years of work in his office, including service as a lead paralegal, where she gained practical experience with family-related legal processes and client support.
Rebecca assisted hundreds of local families with divorce, future planning, probate-related needs, and other important changes after opening her office in October 2013. She applies mediation methods to help separating couples work toward fair agreements while preserving control over decisions affecting their families. Her process is designed to reduce conflict, support constructive communication, and encourage solutions that parents can follow after separation.
Rebecca also uses her mediation experience in estate planning matters, where families may face difficult choices, grief, or disagreements about future arrangements. She assists with customized planning documents and aims to create a welcoming setting where each person can review available information and participate meaningfully in the decision-making process.
Rebecca Olesen became a Connecticut Justice of the Peace and began performing personalized wedding ceremonies in July 2015. She has officiated traditional, private, home, same-sex, and military weddings. Across her work, she remains committed to continued learning, current information, careful preparation, and compassionate service. Her goal is to help clients move forward with greater confidence, clarity, and peace of mind.
Law Office Affiliations
- Attorney, The Guidance Office, LLC
- Member, Connecticut Bar Association
Licensed State
Awards & Badges

- Power of Attorney
- Wills & Living Wills
- Child Custody
- Divorce & Separation
- Mediation & Collaborative Law




