Jack Demmitt Photo

Jack Demmitt

Mortgage Banker


Jack Demmitt is a proud University of Dayton alum. He graduated in 2007 with a BS in Finance. Following graduation he moved to Chicago where he began his career in sales and banking.

Jack joined The Federal Savings Bank with over 5 years of experience in banking and mortgage lending. Coming from a “Big Bank” environment he is passionate about TFSB’s personalized approach and flexibility. He prides himself on treating all his customers as if they are close friends or family, making sure they receive the highest level of service and have a great customer experience. Jack takes time to work with each of his clients to make sure they fully understand the home buying process and are comfortable with all of their financing options. A teacher at heart, he enjoys making sure his clients are well informed and knowledgeable about the transaction they are undertaking.

Jack and his wife Jen have been residents of Chicago’s West Loop neighborhood since 2009. Most of his free time is joyfully occupied by his young daughter Nora. He is also the captain of a men’s 16 inch softball team at Oz Park and a much tortured Buffalo Bills fan. Jack has volunteered with the United Way’s Big Brother program and been a tutor with the Cabrini Green Tutoring Program at St Vincent de Paul.


Jack is an absolutely wonderful Mortgage Banker. We worked with him from start to finish purchasing our first home, and he was incredibly helpful. He was available for every question I had and was always quick to respond and reply. He answered all my ridiculous first time home buyer questions and always made me feel very confident in our decisions. I cannot recommend Jack any higher, he is so great to work with. I will be referring all my friends and colleagues who are future home buyers to him. Thank you for everything Jack!

- Ashley G. and Andrew K.
“This was my first time purchasing a home (condo) and I couldn't have asked for a better Mortgage Banker than Jack! After starting the condo purchase process in Chicago with another mortgage broker, I decided late in the game to make a switch to Jack. Although I was worried we wouldn't have enough time to get all the necessary approvals on time, Jack ensured me that he would take care of things to make sure the loan got approved on time. The loan was approved on time, and because it's Jack, it was approved a few days early. 

Throughout the process, I found it truly enjoyable to work with Jack as he was extremely easy to get a hold of and very responsive when it came to questions. As a first time home buyer, I needed to rely on my mortgage banker to be honest and truthful when it came to rates and Jack was able to provide me with the most competitive rate available. 

I have and will continue to highly recommend Jack to anyone looking to buy a home, first time home buyer or not!” 

- Austin H
Jack was very responsive and with us every step of the way on a mortgage and home purchase full of challenges. He went above and beyond on more than one occasion throughout the process. I cannot imagine anyone more professional, knowledgeable and pleasant to work with than Jack. He simply represents what customer service is all about.

- Chris and Marion H
Jack Demmitt was very helpful and knowledgeable throughout the refinancing process and would recommend him to family and friends in a heartbeat. He also represents your company very well with his professionalism.

- Dan and Kathy B
As complicated as the modern mortgage happens to be, my wife and I were always confident in the process thanks to the attentiveness, experience and all-around knowledge that Jack brought to the table on a regular basis. We ended up with a great rate, closed right on time and were able to move in without a hitch thanks in a large part to the effort of Jack and his surrounding mortgage team.

- David and Megan J
Jack was critical in helping my wife and I through a difficult home purchase. He is extremely knowledgeable in all forms of residential financing, which allowed him to give us clear, sound advice on the best path to take to secure a mortgage. He was responsive every step of the way, and definitely helped to ease the burden in a stressful situation. Truly great to work with!

- Josh H
Jack helped us with the purchase of our first house, that was also a duplex, and I would consider this to be a more complex type of transaction. Jack was extremely knowledgeable regards what type of loan can we use to purchase this property. He was very prompt to request any documents needed throughout the whole process. Whenever there was an issue he would address it immediately and make sure it got resolved and the loan is moving. We would highly recommend using his services for any type of purchase condo/house/investment property. He'll make sure to help you get the best product!

- Lucy B
Mr. Demmitt was always keeping us in the loop on our mortgage process. Our process was a little different as it was a VA loan and one month prior to closing we decided to go with him as he would save us a lot of money with a lower interest rate. Within that one month he was able to get everything done with impressive speed and was able to have us close without any issues. I would highly recommend Jack to anyone that is looking for a loan officer that cares about his clients and is willing to go the extra mile.

- Mike and Lauren L
As first-time home buyers, Jack was extremely helpful in guiding us through the process. His dedication was refreshing, as he always ensured that we had a clear understanding of the remaining steps, which kept everything moving smoothly. We highly recommend Jack to any home buyers!

- Tom and Luisa J