Tom joined the CitySide team in 2013 with years of customer service experience with much enthusiasm for making sure that his customers are given an experience second to none. Tom started on the sales floor here at CitySide Subaru before being promoted to Finance Manager, then Sales Manager.
Read moreDealership Experience
13 yrs, 5 mos
Industry Experience
13 yrs, 5 mos
732 Reviews
Write a Review732 Reviews of Tom DAlessandro
February 28, 2015
Outstanding Service!!! I had a great experience! They were attentive, answered all of my questions and made sure I knew all the perks my car had to offer!! They responded to I had a great experience! They were attentive, answered all of my questions and made sure I knew all the perks my car had to offer!! They responded to my phone calls quickly and always attended to me right away when I was at the dealership. More
February 20, 2015
Return customers We liked Cityside so much that we went back for a second car with them. Do your research, know what you want, and they will work with you. We liked Cityside so much that we went back for a second car with them. Do your research, know what you want, and they will work with you. More
Other Employees Tagged: Michael Nelson
February 19, 2015
Excellent - Very Pleasant I had starte working with Tom D'Alessandro about a year ago when I had to stop the process because of a personal issue. We started up again when my ol I had starte working with Tom D'Alessandro about a year ago when I had to stop the process because of a personal issue. We started up again when my old car broke down for the last time and I was in a bind. I can't emphasize enough how easy and smooth and fair he made the whole process He even arranged a loaner car at no cost when the car I was going to purchase was delayed due to the snow storms. Cityside has been a great dealer. Highly recommended. More
February 10, 2015
Great Experience My experience with City side has been very positive. They are helpful and responsive without being pushy. Purchasing a new car from them.was easy and My experience with City side has been very positive. They are helpful and responsive without being pushy. Purchasing a new car from them.was easy and pleasant and I got exactly what I was looking for! More
Other Employees Tagged: Michael Nelson , Rob Krasow
February 10, 2015
pleasant time on pleasant street The overall process of buying my Subaru at Cityside was much faster and simpler than past dealerships I have dealt with . Tom was efficient, professio The overall process of buying my Subaru at Cityside was much faster and simpler than past dealerships I have dealt with . Tom was efficient, professional and personable, as were the rest of the associates I met. I got a great deal on a great car, cant ask for more! More
January 26, 2015
Car buying was seamless, no hassle, pleasant. Car buying experience was seamless, no hassle. We bought 4 Subaru from this dealer over the years. Sales Person Tom D'Alessandro is professional, cou Car buying experience was seamless, no hassle. We bought 4 Subaru from this dealer over the years. Sales Person Tom D'Alessandro is professional, courteous, knowledgeable, pleasant to work with. More
January 23, 2015
If you want to buy a Subaru, go to Cityside I have been involved with the purchase of one Outback and two Foresters within the past three months. My experience shows that not only does the sales I have been involved with the purchase of one Outback and two Foresters within the past three months. My experience shows that not only does the salesman I worked with, Tom D'lesandro, care about his customers, but the rest of the sales force do too. I used Consumer Reports Build-a-Car program, received three offers, and Cityside matched the lowest, as in I asked, they answered in the affirmative, and we moved onto the next topic. Talk about hassle free. It is no surprise that Cityside is the number 2 auto dealer on the Boston's 2014 A-List of auto dealerships and in the top 5 for both the State of Massachusetts and the greater Boston Area by Dealer Rater. More
Other Employees Tagged: Mark Lidano, Michael Nelson , John Melvin, Dan Rosengarten
January 23, 2015
Quick and easy transaction We already knew what we wanted. Our salesman, Tom, was promptly set us up for a test drive, even offered to help install our carseats in the brand new We already knew what we wanted. Our salesman, Tom, was promptly set us up for a test drive, even offered to help install our carseats in the brand new car we were about to test drive. Very pleasant car buying experience without sales pressure. More
Other Employees Tagged: John Melvin
January 21, 2015
Great atmosphere, very fair pricing I had a very positive experience working with Tom and Jr (aka Nate). I went to 2 different dealerships before this one, and felt most comfortable and I had a very positive experience working with Tom and Jr (aka Nate). I went to 2 different dealerships before this one, and felt most comfortable and confident at Cityside. Cityside does things a bit differently than other dealerships, so that's important to know that when you go in. Lots of car-buying articles will give you tips on how to negotiate and advise you to not talk about amount of trade-ins and monthly payments up front and to do a lot of back and forth haggling at the end of everything. Cityside talks with you right at the beginning about what you're looking to spend and what you want for a trade-in/financing terms, etc. I actually found this process to be a lot easier, since it allowed me to be firm on what I could afford for monthly payments and how to make the negotiation work in my favor. I also had done a lot of research on different sites about the Crosstrek that I wanted- pros and cons, average prices, etc and knowing all of these things helped a lot during the process as well. Tom and Jr were respectful of the research I had done and did not try to discredit what I'd learned to make a sale, which I have seen other salespeople do. I got a very fair price for my 2015 Crosstrek and a good trade-in for my old hyundai. I had wanted more for my hyundai, but since they couldn't sell the car as it wasn't a subaru, I got less than I would have if I were trading it at a hyundai dealership. But they did negotiate to give me the minimum amount I wanted for it and I was able to walk away with a new car that I could afford, so I was happy in the end! Jr and Tom were great in that they didn't put on a lot of sales tactics and were straight forward and helpful. Tom even re-worked the finances for me 4 different times to make sure I would know exactly what I was spending for the car, trade-in, document fees, taxes, everything! They work as a pair, which is helpful b/c when Tom was busy, Jr was able to help me and vice versa. I went there over two different days to do the test drive and financing, and then I went back two days later to pick up the car. Throughout all of that time, Tom was quickly responsive to my calls and texts. When I got home the night I got my car, I saw some very superficial scratches that had occurred during the transportation of the car to the dealership and I brought it back the next day and they buffed it out within 20 minutes without any hassle. Tom and Jr made sure I was happy with it and were genuine when they said to reach out with any questions or concerns in the future. I worked with John when I completed the final purchasing and contracts. I've read lots of different reviews about extended warranties and how sometimes they can be a waste of money, but I do A LOT of driving for work, so extended warranties make sense for me. John went over all of the different options and was able to give me a deal on them since I was buying two different ones. He was honest about which warranties wouldn't be beneficial for the amount of driving I do and reviewed all of the different warranties to find ones that would be the most beneficial. He didn't pressure me into buying an extended warranty just to get my money, he made sure it would fit my driving needs. The only thing I would change about the dealership is that they don't offer any service perks like other dealerships. For example, some toyota/hyundai dealerships that I went to offer free oil changes for the 1st year (if you go back to them) and free alignments/tire rotations, and other routine maintenance things. Cityside doesn't have any incentives like that, other than an extra package that you can buy to get those things, as opposed to offering them for free with any car purchase. But I guess the trade off is that they have a great sales team and are willing to make the negotiation work in order for you to buy the car. Everyone there treated me with genuine friendliness and respect, I didn't feel like they were trying to con me into buying a car just for the sales. Overall, I had a really positive experience and I would recommend this dealership to anyone looking for a Subaru at a fair price and who wants to feel like a valued customer. More
Other Employees Tagged: Nathan Williams , John Melvin
January 20, 2015
Very pleasant experience. No pressure, great service. Tom was great. He did not use pressure tactics or typical sales ploys. He just asked me some questions about what I was looking for in a car and let Tom was great. He did not use pressure tactics or typical sales ploys. He just asked me some questions about what I was looking for in a car and let me test drive the two cars I was interested in--a Forester and Outback. A week later and came in and bought an Outback. I'm very happy with my purchase and I'm glad I went to City Side. More

