Meet The Sales Team

Gary Smith, CPYB

Senior Partner

Jason Mashke, CPYB

Managing Director

Doug Mashke, CPYB

Board Member

Paul Flannery

Director of SYS Palm Beach

Alex Rowe, CPYB

Board Member

Chuck Royhl, CPYB

Yacht Broker Associate

Craig Crossley

Yacht Broker Associate

Team Millikin

Yacht Sales Associates

Doug Mashke Jr

Sales & Service Executive

Steve Stevens

Yacht Sales Associate

Alan Learch, CPYB

Yacht Broker Associate

Bobby Randolph

Yacht Sales Associate

Rob Welling

Sales Executive

Office Staff

Rhiana Mann

Business Manager

Michael Riccio

Marketing Director

Christina Smith

International Promotions

Broker Contact Info:
1 941.321.1705 (cell)

Gary Smith, CPYB, Senior Partner

{certified professional yacht broker} is a lifetime boater, scuba diver and one of two aircraft pilots within the company. He grew up on the Louisiana waterways where fishing and living on a water ski is a way of life. Gary is an active alumnus of LSU in Baton Rouge. With his family as crew he cruised the Bahamas, the Eastern Caribbean and headed as far south as South America, spending a year cruising aboard the 62' Motor Yacht, Lady Alistina. This cruising experience combined with ownership of his other boats allowed Gary to obtain an extensive knowledge of all aspects of yacht ownership, excelling in full-time cruising and living aboard larger yachts. He has traveled as far as the country of Turkey for a survey and sea trial, proving that he will go to the ends of the earth to find the best yacht for his clients. "I'm looking for lifelong clients, so satisfaction is my only concern. Whether it is your first yacht or tenth, I will work as hard as humanly possible to ensure that your yacht purchase goes as smoothly as possible before, during, and after the sale." Gary was one of first in the state to obtain his Certified Professional Yacht Broker designation. Most recently Gary is serving his second two-year term on the Board of Directors of the Florida Yacht Brokers Association (FYBA), located in Fort Lauderdale, Florida. He also is the Vice-President and chair of several committees within the organization. In addition, he served on the Certification Advisory Council in the Certified Professional Yacht Broker (CPYB) Program.


"Dear Gary I must compliment you, this is by far the most professional interaction I have had with the Boating Industry . You are a consummate professional, thank you for the most informative briefing." - Dirk Ackerman

"The trip went extremely well with out any problems. We made it in only seven days which is a record for me and one of the shortest transit times I've heard off. The boat handles well in rough water and we were able to surf down some seas that were following. The 58 classic draws a crowd at every marina and is not a boat for people that do not want any attention. THE WOODWORK is absolutely incredible and everyone is stunned when they see the interior. Its already the Queen of Marina Bay Boston and a lot of boats are not in the water yet. The best way to describe the yacht is that.....SHE WAS BUILT WITHOUT COMPROMISE." - Bob Mondello, purchaser of a 2010 58' Vicem Classic

Broker Contact Info:
941.345.3200 (cell)

Jason Mashke, CPYB, Managing Director

{certified professional yacht broker} Jason is native to Sarasota and grew up enjoying the beautiful waters of Florida. Jason is a life-long boater, following in the footsteps of his father Doug, founder of Sarasota Yacht & Ship. As an avid fisherman, spear-fisherman, and diver, Jason has an intimate knowledge of the waters surrounding Sarasota and beyond. Jason's travels have taken him abroad where he has cruised extensively throughout Florida, the Keys, Dry Tortugas, Bahamas, Turks and Caicos, Dominican Republic, Puerto Rico, USVI's, BVI's, St. Lucia and Costa Rica. Jason's studies took him out of state where he earned both Bachelor's and Master's degrees in Biology and Ecology. Jason began his career as a consultant at one of the world's largest engineering firms where he honed his skills in project management, marketing, research, analysis, and public relations. Jason returned to Sarasota early in 2004 where he joined his father in operating Sarasota Yacht & Ship. Jason's consulting experience helped cement his dedication to client satisfaction, which has been vital to his success and the success of Sarasota Yacht & Ship. Jason has been a consistent topproducer since joining the team and attributes his success to his constant research of market data and product knowledge. Jason enjoys the challenges of brokerage in difficult markets and is confident in his ability to satisfy his clients in the purchase and sale of their first or fifteenth yacht. Jason prides himself in his ability to negotiate through the ever-growing masses of market data to provide his clients with the best information to base their purchasing and selling decisions. Jason is a life-long learner and continually attends professional meetings and seminars to further his product knowledge, keep up to date with the latest laws and regulations, and to develop ways to continually improve the yachting industry. Jason is one of the founding members of the Sarasota Waterfront Alliance, which was organized in order to support strategies that help maintain the boating way of life that brought so many to the beautiful waters of Sarasota. As a member of the Florida Yacht Broker's Association (FYBA), Yacht Broker's Association of America (YBAA), and one of few Certified Professional Yacht Broker's (CPYB), Jason is continually seeking knowledge in order to better serve the clients of Sarasota Yacht & Ship. As with the rest of the SYS team, Jason is committed to doing whatever it takes to satisfy the needs of clients. "Please call on me day or night for any of your boating needs."


"Thank you so much for all your help and the courtesies that you extended to Kenny and me. I know selling "Gotta Life" was a challenge but you were always positive and very professional. We have enjoyed working with you and hope to continue the friendship." - Shea Bockrath

Broker Contact Info:
941.650.5000 (cell)

Doug Mashke, CPYB, Board Member

{certified professional yacht broker} has been in Sarasota since 1955. Doug founded SYSS in 1986 and has owned and operated the 200-slip, Harbor Marina, selling new and used boats, with one of the largest service yards in the area. The marina serviced all brands and was the largest Californian dealer in the country for 4 years. Doug credits his brokerage success to the lessons learned while at the Marina. Doug has a passion for boating and is very energetic about representing his clients. "At our downtown and marina locations in Sarasota, we start with knowledge and dedication; we proceed from the first phone call to the closing with the aim of making boat-buying a pleasurable experience. Our referrals make us the most recommended Brokerage firm in the area."


"We wish all brokers took the time you did to talk to us to find out just what we wanted in a boat and then took the time and effort to find it. Your guidance, expert knowledge of boats, and exceptional negotiating skills throughout the process were essential to making everything work as well as it did. We encourage all other customers to listen closely to your sound advice and expertise in boats. After a lifetime of boating, it was hard to believe that you could find us a boat that had everything we wanted and more, and at a price we were happy with. You are a true professional. Not only did you work hard to get us what we wanted, but you also made very sure that we knew exactly what we got. You can be sure that if anyone we know is in the market for a boat, we will definitely send them to you. Again, thanks so much" - Dale and Terry Morrison, purchasers of a 45' Tollycraft "Miss T"

Contact Information:
1 941.365.9095 (office)

Rhiana Mann, Business Manager

Rhiana oversees a number of operations for the business/management side of Team SYS. She works with our clients and brokers to help with all closing forms, documentation and registrations, ensuring a smooth and professional listing/closing process. A 15-year veteran of the banking industry, Rhiana is an integral part of our team and is dedicated to providing the highest levels of customer service. Rhiana received her education through Career Education International, with a focus on Business Administration, History and Science.

A native of Guyana, Rhiana originally moved to New York before finding her home here on the Suncoast. In her spare time she loves to travel and explore hidden destinations, enjoy our local natural beauty and spend time in and along the beautiful coastline of Sarasota.

Contact Info:

Michael Riccio, Marketing Director

With over 15 years of experience in marketing, Michael started his career in public relations, business development, destination and brand marketing as well as governmental affairs work in the Travel & Tourism industry. He is an award-winning veteran of the global luxury real estate industry with a skill set that includes copywriting, graphic design, web design, SEO & social media marketing, event planning and management, media planning, strategic business development and market analysis. Michael oversees all aspects of our marketing program, including print/digital media and advertising, public relations and events/activities.

Michael holds Degrees in Political Science, International Economics and Sociology from Bradley University and is an Alum of Pine View School. No stranger to being on the water, Michael grew up on Florida's Gulf Coast boating, surfing, paddle boarding, kayaking, diving and fishing. He is dedicated to volunteer work with coaching youth sports, working with local charities and is a Support Member of the Florida Yacht Brokers Association.

Broker Contact Info:
941.376.2208 (cell)

Alex Rowe, Board Member

{certified professional yacht broker} Alex began his sales career in 1999 with the largest Sea Ray dealer in the US. With over twelve years of experience, Alex is very knowledgeable of Sea Rays and their competing brands. Now with over two years of Brokerage experience, his knowledge of other boat lines is quickly on the rise. Alex absolutely loves his career choice and it shows in everything that he does. His Enthusiasm, Trustworthiness, Marketing Techniques, & Hard work will have your yacht sold in the shortest possible time.


"I just wanted to take a moment to express my gratitude for the professional manner you exhibited in handling the sale of my 2006 Sea Ray. You consistently demonstrated a high commitment to communication and follow-up and provided me with valuable insight into the challenges of selling my boat in a difficult economic environment. I have no doubt your persistent and tenacious approach will serve future prospective ship buyers and sellers well." - Michael E. Remsberg purchaser of a 2006 Sea Ray

"Alex was absolutely fantastic! He not only spent a lot of time during our decision making process, ensuring that we understood everything about our prospective boat, but was invaluable in assisting us in locating and securing all of the services necessary, including boat survey, boat transport, maintenance services, temporary dockage and haul out services. His knowledge and experience in the field, especially as it concerns Sea Ray products is outstanding and his customer rapport is as good as I have ever experienced. He truly went above and beyond in making sure everything was handled in an efficient manner and that we were completely at ease with everything." - Patrick Speer purchaser a 2006 Sea Ray

Broker Contact Info:
941.350.3437 (cell)

Chuck Royhl, CPYB, Yacht Broker Associate

{certified professional yacht broker} has been with Sarasota Yacht & Ship Services for over 18 years. Born in Chicago, he moved to Florida at the age of 18, and moved aboard the first of many boats at 19. Professional Yacht brokerage was a natural progression, but also a planned one, as Chuck had always known the water was his passion. A licensed captain since 1980, Chuck now holds a 100-ton Master's License. He has first-hand knowledge and experience with a wide variety of vessels - having been involved in virtually every aspect of boats, from building and commercial fishing to private yachts - enabling him to find the right boat for his clients.


"You have my appreciation and thanks for the manner in which you and Sarasota Yacht & Ship Services, Inc. handled our acquisition of the Ensign D III. From the first call I made to you in April 2008 regarding the vessel, and continuing through to the closing in September 2008 you helped facilitate the transaction in the highest professional manner. Additionally, throughout the eight months of renovation you contractor recommendations and other assistance were of great help" - Austin D. Shaw

"We are writing this letter to acknowledge the outstanding performance of one of your salespersons, Captain Charles M. Royhl. Chuck's dedication to service, and keeping of promises goes above and beyond any assistance we could possibly have expected. My husband and I had been boaters in the past, yet my husband Stan had never operated a vessel as large as the 43' Hatteras we recently purchased, from Chuck. Chuck's patience and dedication to providing Stan with all possible information, from recommendations for surveyors, mechanics, rules of the waterways, operation of the vessel, is more than we could have expected. I am in sales myself and pride myself on customer service, yet was more than pleased to see that there was someone else, such a Chuck, who kept every pledge he made." - The Stan and Angela Cegar,purchasers of 43' Hatteras

Broker Contact Info:
401.330.6135 (cell)

Craig Crossley, Yacht Sales Associate

licensed yacht salesman. A senior executive leading businesses around the world within a variety of multinational and family owned industrial and consulting companies, Craig now directs his passions towards the marine world. Creating and developing Rhode Island and Florida based CrossCurrent Marine, which has formed a marketing alliance with Sarasota Yacht and Ship Services, his businesses are dedicated to providing a select group of individuals with high-performance, well designed luxury yachts that truly stand out from the crowd. Associating with world-class brands like J/Boats and Maxi Dolphin, he has the knowledge and experience to help you make the right choice with your next new or previously owned yacht.

Broker Contact Info: (email) 941.365.9095 (Office) 941.504.0957 (mobile)

Doug C. Mashke, Jr. - Sales & Service Executive

Sales & Service Executive. Born and raised in Nokomis, Florida, Doug has a love of the sea unlike any other. For the past 35 years Doug has spent every day either working on or selling luxury vessels. Starting in 1987, Doug founded and owned Outboard Motors & Marine Parks, Inc., where he earned his certification from OMC (currently Bom Bardier) and Mercury Marine motors. During that time, Doug supervised a staff of 20 employees who remanufactured over 400 outboard motors per year.

From 1996 to 1999, Doug owned Grassy Key Marina in the Florida Keys. This full-service marina offered boat rentals, boat storage and other services including bait & tackle. Also during that time, Doug founded and owned Venice Boat World where he and his staff sold new and used Johnson Outboard motors, Carolina Skiff boats, and many other boats from the world’s premier boat manufacturers. In the pursuit of continuing his extensive experience, Doug holds his certification as a Yamaha Outboard Technician.

Over the years, Doug has amassed thousands of satisfied clients who followed him to Sarasota Yacht & Ship in 2014 where he became Sales & Service Executive. Doug likes collecting rare coins and during his spare time, Doug goes offshore fishing for grouper, snapper, tuna and any other Gulf of Mexico game fish. His largest ever catch was a 605 pound Dusky Shark.

“One of my greatest pleasures in life is helping my clients buy the boat of their dreams. Call me today to learn how I can help you on this journey, 941-504-0957.”

Broker Contact Info:
561.300.7406 (Palm Beach Office)

Paul Flannery, Director of SYS Palm Beach

licensed yacht salesman Paul is Director of SYS's Palm Beach office and of all east coast operations for Sarasota Yacht & Ship. His many years of service, including his former ownership of Flannery Yacht Sales, provide him with a fantastic foundation to build the SYS brand on Florida's East Coast. While he has extensive experience in many areas of boating, in recent years he has leaned significantly toward the cruising markets. Pilothouse motoryachts, Downeast cruisers and high end trawlers being the primary focus of his business, he says he still remains close to his roots in the fishing business.

Paul has enjoyed over 30 years in the marine industry and has been a licensed yacht broker in Florida since 1992. He holds a USCG 500 ton Masters license, is currently a Board Member and President of the Florida Yacht Brokers Association and has served as Captain from Portland, Maine to St. Thomas US Virgin Islands. He owned and operated his own brokerage/dealership/service center for 8 years and is a past board member of the Northeast Florida Marine Industries Association.

Broker Contact Info:
941.587.5969 (cell)

Steve Stevens, CPYB, Yacht Sales Associate

licensed yacht salesman has had a long history in boating. Born in Boston, Steve was introduced into boating at age 2 by his parents who boated up and down the New England Coast. They owned upwards of a dozen boats from Sailboats to Trawlers. After many years, Steve moved to New Jersey where he enjoyed boating on the Hudson River, Long Island Sound, and the Connecticut Shoreline. After graduating from Rider University with B.A. degrees in both Speech Journalism and Communications, Steve entered into the Insurance Business as a Special Agent with Northwestern Mutual and Equitable Life Of New York where he spent 21 years in Insurance and Financial Planning. After living outside of Philadelphia for over 25 years, Steve was seeking a better boating environment. His true love for boating and cruising the waterways led him to Sarasota, Florida where he began an 11 year career in Boat sales. Steve worked with one of the largest Sea Ray and Boston Whaler dealers in the country. His long term desire to assist his Customers in larger yachts brought him to Sarasota Yacht & Ship in Sarasota, Florida. His passion for boating and providing exceptional service and attention to his customers is his main focus. He is never too busy to help guide a current and future boater to satisfy all of their boating desires. Having owned a number of personal boats himself, he is familiar with all types of watercraft. When Steve is not boating, he can be found enjoying the Florida lifestyle in and around Sarasota, Florida.

Contact Information:

Christina Smith,

International Promotions, Christina holds a Masters Degree from the University of Florida at Gainesville. In addition to her international marketing experience, she is a very experienced boater, living aboard during her childhood and experiencing all there is to love in boating. Christina represents the company through a number of international channels, including a great deal of philanthropy work and adventure travel. Most recently, Christina traveled to Nepal where she worked with a number of organizations to help provide food, medical supplies and rebuild homes and schools after the devastating earthquake.

Contact Information:
1 561-300-7406 (Office)

Bobby Randolph,

Yacht Sales Associate, Born and raised on the intracoastal waterways of Stuart, Florida, also known as the “Sailfish Capitol of the World”, Bobby has been boating his entire life. At the age of 16, he was managing and living aboard a 50’ motor yacht. Knowing his passion for the water would be his career path, Bobby set out on a quest to start his own charter fishing business. Through hard work and perseverance, he was able to purchase his own charter sport fishing boat, The Tidewater, "48 foot pacemaker" at the age of 24. This not only allowed Bobby access to broaden his yachting skills and business experience, it also taught him valuable lessons regarding maintaining boats in Bristol condition and the “tell-tale” signs of a well-maintained boat.

He was eventually recruited into the “big league” of sport fishing and captained both custom and production boats. Competing in the top sport fishing tournaments in the world, running the crew and keeping meticulous servicing records were all aspects of his daily work. During this time, he also had the opportunity to understand another aspect of boating…the build. By working as a conduit between the owner and the builder, Bobby was responsible for making sure that every need was met to perfection. His most recent accomplishments include 2 boat builds of a 70’ and 67’ custom sport fisherman.

From the buyer’s perspective, Bobby knows what to look for and what to avoid. From the seller’s perspective, he knows where there will be added value. He has been honored to work at such an elite level of this profession and honor and integrity have guided me throughout my entire career. Bobby is the father of two beautiful little girls and the husband to a wonderful wife, Janis. In their free time, they spend every minute they can on the open water.

Broker Contact Info:
910.690.8695 (cell)

Jackie Millikin, Yacht Sales Associate

Lynn and Jackie Millikin are avid boaters and both are 100 Ton Master Captains with Towing Certification.They have worked in the boating industry since 2003 as Brokers, Delivery Captains, Boating Instructors and Boat Show Manufacturing Reps. They have owned many different types and sizes of boats/yachts and cruised from the Northern Chesapeake to St. Petersburg. They love to share their passion for boating with both new and experienced boaters. They strive to help them sell their boat or find the "right boat" and then help them feel comfortable in operating it. They are excited about being part of the Sarasota Yacht and Ship Team.

Lynn Millikin, Yacht Sales Associate

Lynn and Jackie Millikin are avid boaters and both are 100 Ton Master Captains with Towing Certification.They have worked in the boating industry since 2003 as Brokers, Delivery Captains, Boating Instructors and Boat Show Manufacturing Reps. They have owned many different types and sizes of boats/yachts and cruised from the Northern Chesapeake to St. Petersburg. They love to share their passion for boating with both new and experienced boaters. They strive to help them sell their boat or find the "right boat" and then help them feel comfortable in operating it. They are excited about being part of the Sarasota Yacht and Ship Team.

Contact Information:
1-941-587-6644 (Cell)

Rob Welling, Sales Executive

A Sarasota resident for nearly 25 years, Rob comes to SYS with a background as a professional yacht delivery captain with more than 60,000 nautical miles logged throughout the Eastern and Western Caribbean, including three Panama Canal transits, and the US coast from Texas to Maine.

Growing up in southwest Michigan, Rob's love for boats and the water developed at a very young age. His father was a charter captain and Rob grew up spending nearly every weekend on the waters and beaches of Lake Michigan with his family.

Moving to Florida in 1992 to pursue a career in the visual arts, Rob graduated from Ringling College of Art and Design and enjoyed a successful career in the advertising world as an art director and then Creative Director for several of the area's leading advertising agencies. But his first love was never far away, and in 2003 he left the advertising world for the open water.

Since then he has maintained a career as a professional captain, currently holding a USCG Master 200 Ton License, providing yacht delivery, instruction and captain services on a wide variety of brokerage and private vessels from 40 to over 100' in length. Rob brings his knowledge, experience and passion for boats and travel to SYS and their clients across the country in hopes of helping them discover and achieve their own boating dreams.

"After so many years in the business, shifting gears to sales just seemed to be a natural progression, and I'm very proud to be a part of the SYS team."

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SYS Yacht Sales

1306 Main St.
Sarasota, FL 34236
Tel: 941-365-9095