Passion for the yachting lifestyle is what drives Dean Yacht Company. We bring a higher level of customers satisfaction and loyalty above and beyond any other company. Our Customers rely on our years of experience to assist them towards the yacht of their dreams. Understanding and listening to each customer guarantees a client for life. Let Dean Yacht Company help you navigate the buying and or selling of your yacht.
Why Choose Dean Yacht Company
Dean Yacht Company has the expertise to understand your vessel inside and out which differentiates us from our competitors. We will walk you thru your vessel identifying certain items and issues that should be addressed before we put her up for sale. Our 17+ years of service and management within Dean Yacht Company will get you the most money for your yacht.
Our Team
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Lisa Dean | Vice President & Sales Professional
Spending the last 25 years with my husband, Jim, I...
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Peter Pupshis | Sales Professional
After a successful corporate career as a Certified Public Accountant...
Team Members
Jim Dean | President & Sales Professional
I grew up in NW New Jersey on a glacier lake where we spent every summer sailing, canoeing, and making boats out of anything that floated. When I was 20, my stepfather and mother bought a 42’ Post that they kept in Bay Head, NJ. This took my boating adventures to the next level, to say the least! Every weekend, we would run out of the Manasquan inlet and enjoy taking a cruise and fishing! When I received my Bachelor of Science degree from Centenary University in 1992, I went to work in the Corporate World. My first job was Bell Atlantic Mobile in NJ. I spent about a year there and had an opportunity to transfer to the Annapolis Sales team. This is when I was introduced to the Chesapeake Bay boating scene! The first thing I did was buy a boat and explore the Bay on the weekends. I spent the next 10+ years in sales driving around the beltway for Bell Atlantic Mobile, MCI, Quest, Microsoft, and Net App.
In 2006, upon the arrival of my first of three boys, I decided to make my dream a reality to start my own company. I combined my love of boats, sales and service to create Deans Yacht Services, Inc. We are currently are in our 15th year, and are a full service boat and yacht maintenance company in the Annapolis and surrounding areas. Dean’s Yacht Services, Inc. believes that personal leadership and involvement gets things done in exceptional ways.
When I decided to become a Broker and pursue a Yacht Sales Company, I wanted to find one that believed in service first, sales second. Since customer service is the driving force behind Dean’s, I felt I was missing the ability to help purchase and sell vessels for my customers.
As for my personal life, My wife and I, and our three boys, a dog and two cats live on Kent Island. We are very busy with sports on the weekends, but always find time to get out on the water, go surf fishing down on Assateague Island and skiing in the winter! We truly love Kent Island and the lifestyle that goes along with it!!
Jim Dean
Cell: 410-353-8888
Email: [email protected]
Team Members
Lisa Dean | Vice President & Sales Professional
Spending the last 25 years with my husband, Jim, I grew to love the Chesapeake Bay and all that it has to offer. Many of our most special times were on a boat! My role with the Company is to make sure everyone is aware of the amount of sales support, advisement, management etc that Dean Yacht Company brings to our customers on a daily basis. See you on the water!
Email: [email protected]
Team Members
Dailey Tipton | Sales Professional
After a successful corporate career and many years of yachting Dailey has joined Dean Yacht Company in July 2023. Starting off, he worked as a rigger to fund his way through college and gained a Navy Scholarship, leading flight school and eight years of service including the Gulf War. He then spent 25+ years in High Tech and Sustainability field, all the while pursuing his passions for the water and yachting.
He has many years of experience as a big boat bowman on offshore racing yachts on both East, West coasts and Caribbean, then migrated to the Chesapeake in the 90’s where his interest split to large power boats and sailing. Dailey is a skilled mechanic, rigger, fiberglass/carbon fiber fabrication and repair, and marine wood working. His passion for the yachting industry is infectious.
In personal life, Dailey and his wife Jessica own a Mochi Craft 44 Dolphin they keep in the Northern Chesapeake and race sailboats competitively out of Annapolis. Dailey and Jessica’s have two grown children (Nate married to Kacie, and Leah married to Shane) and two grandchildren. Dailey is a competitive athlete in open water swimming, long distance trail running and the continued focus on racing sailboats.
Dailey Tipton
Cell: 484-947-9334
Email: [email protected]
Team Members
Peter Pupshis | Sales Professional
After a successful corporate career as a Certified Public Accountant and many years of yachting Pete joined Dean Yacht Company in August 2023. He spent his early years fishing and crabbing the Chesapeake Bay and its tributaries. His first boat was a 1972 Boston Whaler and owned and operated may more sense that time. In 2018. Pete obtained his U.S. Coast Guard Operator of Uninspected Passenger Vessel (OUPV) and later obtained his 25ton Masters with a Towing endorsement. He then spent 25+ years in public accounting, all the while pursuing his passions for the water and yachting.
He has many years of experience as a charter boat captain in and around Ocean City Maryland both offshore and coast bays. In addition, he spends time on the water teaching safe boating as a certified safe boating instructor. He also is a level one certified Yamaha technician. His passion for the yachting industry is infectious.
In personal life, Pete and his wife Cheryl own a center console Sportsman that they keep in Ocean City and the Chester River. Pete and Cheryl have two grown children (Alec and Cameron). Pete is an avid fisherman and spends as much time offshore chasing Tuna and Mahi Mahi.
Peter Pupshis
Cell: 443-243-6930
Email: [email protected]
Team Members
Teressa Penland | Comptroller
Teressa is the eyes and ears of the financial health of Dean Yacht Company. She brings a over 30+ years in the Financial, accounting, taxes and insurance industry. She manages day-to-day financials as well as long term financial decisions.
Team Members
Tom Flint | IT Manager
Tom is responsible for making sure Dean Yacht Company’s website, social media platforms, as well as their technology partners are in place. Tom keeps our platforms nimble which gives us the ability to apply all new technologies in a timely manner to help give our clients a great experience whether on a social media platform, or on our website.
Dean Yacht Company’s lending sources works with 15 different banks and credit unions to insure you receive the lowest rate possible in the market. Don’t limit your options! From $100K to $4MM, we can obtain the lowest rate as any other yacht sales company.
With DYC as our boat broker we purchased a 2008 60 foot Searay Sundancer which needed inspections, regular maintenance, upgrades, work in many areas, installations for safety due to my MS and some personal wishes. You did repairs, upgrades, teak work, dingy work, window work, bilge work, as well as training us on this new boat. Even though Richard is a lifelong boater you spent hours training in all types of weather to learn these engines, this boat’s technology, review of the various systems, practice using the boat and answering our questions on the various systems. Jim did everything with such a positive and professional expertise and we highly recommend him for your boating needs.
Stevensville, MD: Jimmy helped us buy our first boat. He was very patient and helped us through every phase. His knowledge helped us narrow our search, navigate the purchase process and ensure we had all the right contacts to service our boat. Thanks to Jimmy, we are thoroughly enjoying boating on the bay!
Crownsville, MD: Owning a boat can be an overwhelming task. But it doesn’t have to be. When we were in the market for a new boat, Jim worked closely with us to identify the best boat for our family and then locating and negotiating the best deal possible. But it didn’t end there. He helped us move the boat north from Florida to the Chesapeake Bay and served as captain on our boat on many occasions. But much more than that Jim was crucial to the maintenance and upkeep of the boat. He scheduled the regular maintenance for us as well as any repairs required. When we finally sold the boat, Jim was there every step of the way to get us the best price and make the process seamless. He made boating easy.
Baltimore, MD: My wife and I listed our 60’ Sundancer with Jim, and he sold it for us within 1 month! He then was our broker on our boat we bought in Florida. Both transactions went flawlessly! Jim’s knowledge of boats and his professionalism is top notch! We will continue to use Jim and his company, Dean Yacht Company for all of our future boat transactions!
Baltimore, MD: If you’re looking for kind, honest and hard working, you’ll find it in Jim Dean. His years of experience are evident. Every question you have is answered, sometimes before you are even able to ask it. Jim was helpful during our boat search, throughout our closing and months later when Spring finally came and we were able to get our boat in the water. As new boaters, we needed loads of help and reassurance. We got it and more. Thank you!
Arnold, MD: We recently purchased a 2020 Beneteau Antares 27 from Captain Jim Dean. Because of his experience, Jim was able to provide us with an exceptional experience buying a new boat. He spent a lot of time with us, ensuring we understood everything about our prospective boat. He answered all questions honestly and merely shared his thoughts about value and performance and did not try to persuade us on any particular option or feature. Throughout the buying process and continuing post sale, he truly went above and beyond in making sure everything was handled and that we were completely at ease with everything. Jim will be “our guy” for years to come!
Barrington, RI: Jim was a pleasure to work with on our recent purchase. He served both as the selling broker for our new yacht acquisition and separately facilitated professional delivery from Annapolis to Rhode Island. He provided detailed and timely information to keep us in the loop throughout the whole process and worked hard to ensure any minor issues were fairly and promptly resolved. Would gladly work with him again in the future.