Established in 2009, Rain Dogs Trucking quickly became one of Chicago’s most recognized transportation providers. Family owned and operated, the business started when the President, Rastko Vasovic, recognized the need for a safe and trustworthy service provider that caters to their customers’ every need. The company mission is based on the simple principle of unparallel customer service combined with state of the art equipment and security features. From our humble beginnings we’ve had one goal in mind, to grow our business by consistently investing in ourselves by purchasing innovative technology so we can invest in you.


Whether you need a full or partial truck load service, we can help. We don’t have a niche when it comes to what we transport. Need to move dry, high value goods or highly perishable/refrigerated products, our highly trained team can set you up in minutes. Do you need your shipment quickly? We can expedite it.

We service the entire United States, so whether you are on the East coast, in the Midwest or on the West coast, there is a Rain Dog near you.


Whether using our own fleet or one of our contracted owner operators, all of our units must pass highest levels of equipment inspections. We pride ourselves in having well-maintained, highly reliable trucks to ensure we always keep our delivery promise to our customers. Each of our units is equipped with state of the art satellite tracking devices allowing us to track your shipment live and provide you with detail regarding the location of your product 24 hours per day.




Rastko Vasovic, the President and CEO of Rain Dogs Trucking Inc began his career in the industry in 2004. He spent six years learning the business while driving for various companies and as an owner/operator. Rastko recognized potential in the trucking industry along with the need for innovation that leads to operational excellence. Starting a brand new business during rocky economic times was a bold move, however, Rastko felt strongly about the opportunities this new venture would bring and made the decision to follow his gut.  The Rain Dogs Trucking was born. After a year of taking on owner/operators and dispatching loads, he hired his first full-time employee in 2011. Rastko's experience as a driver allows him to relate to his employees in a unique way and encourage a work environment that focuses on professional growth and overall business excellence. Rain Dogs Trucking now consists of a full-time dispatch team, safety department and finance professionals. Rastko's main focus remains the same - to provide exceptional customer service by consistently exceeding industry trends through investing in state of the art equipment and continual employee growth.




Ext. 1   rjendra@raindogstrucking.com / dispatch@raindogstrucking.com

An accomplished business development professional who followed in the footsteps of his father who has over 25 years of logistics experience. Theoretical and practical knowledge of a variety of operational environments allow him to thrive in a fast-paced environment and to simplify what some would consider complex. Enjoys making quick, accurate decisions that remind him of his glory days of leading the fast break on the court. Still enjoys playing and refereeing basketball games and relaxing on the golf course.



Scotty Sean 

Ext. 1      ssean@raindogstrucking.com / dispatch@raindogstrucking.com

As one of the most influential and positives forces at rain dogs "Scotty like Scotty Pippen", provides the backbone of our attitude. Encompassing a never quit mentality and willing to work his fingers to the bone, he embodies our company's dedication to service and excellence. In his free time he enjoys socializing at EDM Festivals, hanging out with great company, and video games making him an awesome nerd. Feel free to contact him at anytime, he is patient, calm and is always willing to help anyone he comes across.



Milan Stupar

Ext 1   mstupar@raindogstrucking.com / dispatch@raindogstrucking.com

Passion and hard work are just two of the qualities that make Milan stand out as a member of the Rain Dogs team. When he is not on the phone, you can be sure that he is providing updates or working with drivers to ensure the safe and timely delivery of ours customers freight. With a Bachelors in Criminal Justice, his attention to detail is unsurpassed. While his competitiveness and teamwork come from numerous years of being an athlete, his attitude is one of a kind. If your looking for a positive attitude and a drive to get the job done do not hesitate to call Milan. 



Dan Klaric

Ext 1   dklaric@raindogstrucking.com / dispatch@raindogstrucking.com

Dan began his career in the transportation field 4 years ago. With his logistics experience and hard work-ethic, he know’s how to keep his customers coming back. Juggling various duties in a fast-paced environment , Dan is always able to overcome daily obstacles while making it look easy. In his off time, when Dan is not watching sports, he enjoys getting out on the golf course but most importantly, he devotes his time to his 2 beautiful daughters.




Ext: 3    aandrejevic@raindogstrucking.com / dispatch@raindogstrucking.com

Anastasija, the youngest member of the team, she illustrates her excitement and dedication to the job by always communicating with colleagues and drivers to ensure better safety performance. Constantly keeping drivers trained to the highest safety standards and driver documents up to date, are just 2 of her methods in avoiding penalties and violations.. Finding enjoyment in helping people, she thrives on her ability to approach a problem with a positive attitude. With multiple years of experience working with over the road and local drivers, her exceptional customer service skills has allowed her to resolve conflicts in a timely and professional manner. When she’s not busy competing in swimming events, she enjoys relaxing, listening to some R&B while spending time with friends and family.



Nikolay (Niko) Naumchik

Ext. 4   nnaumchik@raindogstrucking.com / management@raindogstrucking.com

When it comes to enthusiasm and a positive attitude, Niko, is constantly spreading good vibes around the Rain Dogs office. A Loyola University graduate he contributes his background in finance and marketing in assisting the company in determining the most beneficial way in serving each customer's individual needs. In his personal life, Niko enjoys various genres of music, cooking, and spending quality time with his family and friends. But when the opportunity comes up to get out and enjoy a day of peaceful fishing, he never refuses.