Our Team

Thomas Fitkin


Thomas “Tom” Fitkin has owned and operated Oswego Mortgage since 1996. Born and raised in Eugene, Oregon, Tom graduated from Churchill High School (Go Lancers!). Following high school, he first attended Whittier College in Whittier, California to play baseball. After freshman year he transferred to the University of Colorado, where he received a double Bachelors degree in Finance and Real Estate.

After graduating Tom worked for Ticor Title for one year and then at First American Title for four. At that time he was given the opportunity to get into this crazy mortgage business and has never looked back.

What Tom loves most about the mortgage business is being privileged to meet and interact every day with new people who become friends and clients for life. “Over the last twenty-plus years I have chosen to specialize working with Veterans. While working with these extraordinary people who have defended our country and freedom, I have gained an unsurmountable amount of passion and enthusiasm towards helping Veterans.”

Outside of work, Tom believes that family is always number one, no matter what. “As a family we enjoy vacationing as often as we can as our hectic schedules will permit. My wife’s name is Shandell and we have two daughters, Alannah and Courtney, and one son, Jared. We are a family of animal-lovers…thus we have one horse named Rowdie, two dogs (Cliff and Lola), and one cat, who thinks he’s a dog named George.”

His personal hobbies include exercising, golfing, fishing, comedy and suspenseful movies, scuba diving, skiing, and hanging out at Allevannas Beach in Costa Rica.

Tom’s philosophy is to remember that “if you treat people the way you want to be treated”, life will always be abundant.

Sean Weakland

Mortgage Loan Originator

Sean has lived in Oregon for over 23 years starting a family that includes his beautiful wife, Kari and two wonderful (and beautiful) daughters, Marley and Zoey. Sean is active in his community involving himself in his daughter’s school and coaching soccer. An active outdoor enthusiast Sean enjoys Oregon’s diversity while fishing camping or playing the occasional round of golf.

A loan officer in Portland since 1993, Sean understands that investing time with each client ensures that the experience of purchasing or refinancing your home is a pleasant and rewarding one. As one of the founding members of Oswego Mortgage Sean’s dedication to personalized service has helped him build a reputation for communication and experience.

Jackson Hindman

Mortgage Loan Originator

Desiree Elsbury

Loan Processor

Desiree became a part of the Oswego team March 2015 as a Loan Processor. She has previously worked in a variety of customer service roles. Desiree is married with two children and in her spare time she likes to spend quality time with her and enjoy the outdoors.

Amity Jones

Loan Processor

Prior to working for Oswego Mortgage Amity worked for Windermere Real Estate for 7 years in many different roles. She then made the switch to Oswego Mortgage in 2013. She is a proud army brat and has lived all over the country. Her family has a long history of military service; her father, both of her Grandfathers served, along with her Grandmother, Great Grandmother, Uncle and a few cousins. Amity loved that Tom and Sean had chosen to focus on Veterans and she is glad that she is in a position to help them as their loan processor.

When Amity is not at work she spends most of her time with her two sons watching them play sports and participate in many other activities. When she does get quiet time she loves to read and spend time with her friends and family.

Dakota Magistrale

Mortgage Loan Assistant

Kali Carr

Marketing Director

Kali has been with the Oswego Mortgage team for a year and is the Marketing Director, she also helps assist the Loan Originators. She attended Oregon State University and graduated with a major in Human Development and Family Science in 2014. During this summer she got married to her husband, Jake and they have two Olde English Bulldogs named Daisy and Dax.

When Kali is not at Oswego Mortgage she loves to spend time with her friends and family. You can catch her enjoying the outdoors with her husband and her dogs, as well as taking a day to spend at the local wineries and restaurants.

Stephan Kelley

Loan Originator