Jim-Dwyer-quoteAfter my first nine years of practicing law, I realized that I was not happy. I had over 200 cases and three legal assistants, but little contact with my clients. My main job was putting fires out – solving only the problems my legal assistants could not.

When I went to work with Dean it was with the stated goal of keeping my practice small so I worked with my clients.

I love to make the law a non-intimidating process that works for my clients. My focus is on helping them navigate a complex system, so they can make a full and speedy recovery. By making sure their medical bills and wage loss are paid, and they are treated by the providers of their choice, my clients are able are able to get their life back as quickly as possible.

I return my clients’ calls promptly. I take the time to make sure I really answer their questions. I never want my client to leave my office or phone call confused by what we talked about.

I know that if I take care of my clients, everything will work out. I practice law the way that it feels right to me.

I am so lucky to have Dean Heiling as my law partner. Not only is he smart and well-respected, he showed me how generous and caring an attorney can be. With Dean, I’ve been able to discover who I am as an attorney, the type of lawyers I want to work with and what I want the practice of law to be about.

In addition to making sure my clients receive a fair settlement, nothing is more important than our health.

There are so many things my clients cannot anticipate in this adversarial process. I’ll take care of the legal hassles so they can focus on their health, family and work.


Jim’s first job at a law firm was in the 6th grade. He worked for his father delivering documents to the courthouse. In high school his dad took him to legal seminars and talked with him about the art of practicing law. He always stressed the importance of taking care of each client.

Jim graduated from law school in 1987 and starting practicing with his father in 1988 in Eugene, Oregon. He took care of clients injured in cars, on motorcycles, on bikes, as pedestrians and in stores.

Jim married his wife, Jan, in 1990. His first daughter, Caitlyn, was born in 1993 and his youngest, Adair, was born in 1995.

In 1998, Jim and his family moved to Portland so his wife could help take care of her mother, who has Parkinson’s. Jim and Dean have been working together since 1998 practicing personal injury and workers’ compensation law.

Jim enjoys cooking, traveling and volunteering for the Oregon Trial Lawyers Association and his church, where he was board president and is on the Finance committee.

He has written a book for men called “The Caged Truth.” He also created a website called Tipping-the-Scales. It’s dedicated to lawyers’ personal and professional fulfillment through the practice of law. He speaks to both lawyer and legal assistant organizations.


Jim is licensed to practice law in Oregon, Washington, and in the U.S. District Court for the District of Oregon.

Jim is a member of the Oregon Trial Lawyers Association, the American Association for Justice, Multnomah Bar Association and the Oregon State Bar.

He has been awarded Volunteer of the Year for the Oregon Trial Lawyers Association.

We offer a no-charge initial consultation.  Please feel free to email me personally at Jim@HeilingDwyer.com and together we can figure out how Heiling Dwyer Attorneys can be of service to you.

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  • A Caring, Knowledgeable, and Helpful Lawyer

    “Jim helped me tremendously after an auto accident this past year, and turned the experience into a smooth and timely process. The combination of his expertise and honest care makes Jim an excellent lawyer, who gives trustworthy advice and attentive support to his clients. We are lucky to have such a great lawyer in Portland!”