In the Office

MassDrive Holiday Party!

All work and no play would make us boring!  Things are usually far from boring here at MassDrive, and this year’s holiday party was no exception! The team gathered for some time together outside the office to relax and enjoy some food and fun.

Holiday Party

Eleanor, Paul and Katie are all smiles before dinner!

We got together with the NGI folks at the end of December for our holiday party to celebrate the season, the company and our new hires at Elephant and Castle in Boston (not too far from our Fort Point office!).

Holiday Party

The newest team members at MassDrive, Jeff and Christine!

The evening featured a delicious meal, some words from Bill and Jean-Marie, and a heated game of trivia set to seasonal tunes that got us all in the holiday spirit – even if our competitive spirits were working against that!

Holiday Party

Bill and Jean-Marie give a toast!

We were divided into four teams and face off in several rounds of trivia. Of course, it wouldn’t be MassDrive if our trivia game didn’t have some hard-hitting insurance questions! My team’s strategy was to go big, answer confidently and cheer like we had answered the question right regardless of the outcome as to intimidate our competitors. It worked! That’s right, Team North Pole brought home a win!

Holiday Party

Team North Pole after their win!

 The party was a great time, and we all enjoyed the chance to spend some time together. A big thank you goes out to Angelique for planning such a fun night for us! From all of us at MassDrive, we hope you had a wonderful holiday season and we wish you a happy new year!

Meet the MassDrive Agent: Cassandre!

Meet Cassandre! She is one of our sales representatives at MassDrive, and she is happy to help you find the right Massachusetts auto insurance for your needs. How much does service matter to you? Maybe not a whole lot when buying insurance, but Cassandre believes that friendly, helpful service is a big part of what makes MassDrive so great. She does her best to make sure you feel like you’ve made a call to the right place!

How else can Cassandre and MassDrive help YOU? Watch her video to learn more!

Meet the MassDrive Agent: Aldo!

Shopping for Massachusetts car insurance? Meet Aldo – he can help! Aldo is one of our account managers at MassDrive. He can help you find a quote from several of our carriers, so you get the insurance you’re looking for at a good price.

The friendly service that MassDrive agents strive for is what sets MassDrive apart in Aldo’s opinion. When you give him or any of our other agents a call, they are happy to help and that’s something you’ll be able to hear, even across those phone wires.

Watch the video above to learn more about Aldo and how MassDrive can help you find the right car insurance. Fun Fact: Aldo has earned the nickname “Hasslehoff” around the office. Don’t hassle the ‘hoff!

Friends of Fort Point Channel Pumpkin Pageant!

Fort Point Pumpkin Pageant

We love our neighborhood – especially when our neighborhood has pumpkin pageants! Last week, the Friends of Fort Point Channel hosted a pumpkin pageant, where local Fort Point businesses could compete against one another in a pumpkin carving competition, to be determined by the voting public to get us all in the Halloween spirit. Does it get more fall than that? Or any cuter?

We were very excited to enter and began brainstorming our pumpkin right away. Our pumpkin was dropped off on Monday and Mike and I set to work designing and conceptualizing a pumpkin that would not only speak to what we do here at MassDrive, but also be a fun carving adventure that really embodied the season.What’s more MassDrive than a car? We couldn’t really think of anything! So a pumpkin car we set out to make. (more…)

Meet the MassDrive Agent: Steve!

Steve, or Fucci as he is affectionately known around the office, is the sales manager here at MassDrive, so if you are looking for car insurance, he can definitely help. Steve understands that buying insurance can feel odd and wants to make sure that while he can’t give you a literal bubble of protection, that he does make you feel as though you are better protected when you leave MassDrive.

To learn more about Steve and how he can help you find the right Massachusetts auto insurance for your needs, watch the video above.


Meet the MassDrive Agent: Katie

Ever wonder who’s there to help you at MassDrive? Meet Katie! Kate is our customer service manager at MassDrive, and you can rest assured that you’re in good hands when you give her a call with a question or concern. Katie understands that when you’re shopping for auto insurance, you have different needs and preferences – whether you’re shopping for the best price or a policy that offers extra coverage. As a new mom, she knows there are many factors that come into play when looking for a Massachusetts car insurance policy.

Watch the video above to learn more about Katie and MassDrive!

Meet the MassDrive Agent: Shawn

Ever wonder who’s there to help you at MassDrive? Meet Shawn! Shawn is an account manager here at MassDrive and he understands that most people buying auto insurance aren’t exactly sure what they’re looking for or what is most important in a policy. Luckily, Shawn is a great resource when it comes to car insurance – he’ll have you telling him what you need and finding you options in no time.

As he says above, Shawn loves to talk – he had all of us behind camera captivated as he spoke about his experiences with MassDrive. We learned a lot about what it takes to be a great MassDrive agent, as well as a bit about Shawn himself! Watch the video above to learn more about Shawn and MassDrive!


Meet the MassDrive Agent: Eleanor


Ever wonder who’s there to help you at MassDrive? Meet Eleanor! Eleanor is our customer service rep here at MassDrive and she works hard to make sure you’re taken care of and that you’re happy with your auto insurance policy. She is always ready to answer your questions, and she cares deeply about her customers, as well as her coworkers here in the office! She always knows the latest about what’s going on in Boston or beyond – if you’re looking for live music in the Boston area or a cool event, ask Eleanor!

Watch the video to learn more about Eleanor and what makes MassDrive such a unique and great place to find car insurance.

What is MassDrive? VIDEO

MassDrive is a whole lot more than just Massachusetts auto insurance. We’re an independent insurance agency with multiple carriers to quote from AND a company that offers you convenience – through our extended hours and technology, we’re able to be here for you when you need us, even if that’s after 9-5 or an online quote on the go. Our agents are happy help you find a quote from our different carriers to help you find the best coverage at the best price. We help you shop different carriers so you don’t have to.

Our agents are real people who care about our customers. They’re Massachusetts residents too, so they know the challenges (and pride!) that go along with being a Massachusetts driver and resident. We also offer home, pet and boat insurance, so we can help you make sure you’re covered. Get to know our agents – watch their videos to learn more about what they love about insurance, our customers and MassDrive.

We hope you like our videos! Over the next few weeks we’ll be highlighting each agent’s video so you can learn even more about our great agents. Thank you for visiting MassDrive and happy viewing!

We’re Hiring! Looking For A New Sales Rep To Join Our Team!

As our business keeps growing, we’ve found the need to expand our dynamic sales team in our Boston office and are now hiring!  We’re currently in the market for a hardworking sales representative to join our staff.   If you enjoy helping others, have strong organizational and communication skills, and are willing to obtain your P&C license, keep reading and see if the position sounds like a good fit for you!

Position: Sales Representative, MassDrive Insurance Group, LLC

Location: Boston, MA (South Station Area)

About MassDrive:

MassDrive Direct Insurance Group specializes in providing auto, home and life insurance to Massachusetts and New Jersey consumers. At MassDrive, the agent’s main focus is finding the consumer the best value we can offer and not just trying to provide the cheapest policy available. Our model is designed to provide the consumer with the convenience of shopping from anywhere in the state, but also offering comfort and more accessibility than your local agent.

We are seeking candidates that have:

  • A Bachelor’s degree (or working towards one)
  • Experience in sales or client service environment
  • Strong organizational skills and attention to detail
  • Excellent communication and interpersonal skills
  • Bilingual Spanish/English (a plus)
  • Integrity and a desire to work hard with good people to do what is best for customers and our company
  • An active P&C license (desired, but not required)

Responsibilities will include:

  • Fully understanding coverage needs of customers to match them with best carrier
  • Responding to inbound calls and making outbound calls to generate new business from quote requests/marketing efforts
  • Generating customer base from inbound and outbound leads as well as partnerships

You must be willing and able to pass licensing exam. Also you will be required to work a minimum of one Saturday each month (weekly hours are flexible).  Compensation will include a Base Salary and attractive commission plan.

This is a unique opportunity with a dynamic and innovative company. If you believe you are sales-minded and self-motivated, please contact us today!

Please send your resume to

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