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Insurance Technical Trainer

Boston, MABoston Customer Solutions CenterPermanent (Full-Time or Part-Time)Boston Customer Solutions Center

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Simply Business is more than our name. It's how we approach insurance: Make it clear. Make it simple. Make it affordable. By combining exceptional talent, technology, data, and knowledge, Simply Business is the go-to online insurance brokerage that protects small businesses and the entrepreneurs who work hard to build them. 

We want team members who have the drive to challenge boundaries. If you’re smart and passionate about delivering brilliant customer experiences, we’d love to hear from you.

Simply Business’ Customer Solutions Center (CSC) is seeking an enthusiastic Insurance Technical Trainer to help and support the development, delivery, and maintenance of training programs within the CSC. This is an exciting opportunity to help set up new sales and service team members for success in their roles, ultimately creating a major impact on the overall engagement and performance within the CSC and at SB. 

They will play a key role in the development of our training program for our Sales and Service teams within the CSC.  

As an Insurance Technical Trainer you will:

  • Be responsible for development, delivery, and maintenance of training solutions for the CSC as it relates to onboarding, refreshers, & operational changes (i.e. systems, insurance knowledge, skill development, customer service skills)
  • Design and develop effective, engaging, modern training materials with consideration of adult learning principles. (If you can make learning insurance FUN, yet impactful, this is the role for you!)
  • Consult internal and external subject matter experts where applicable from technical and business backgrounds to develop, review, and optimize training material 
  • Evaluate learning interventions to measure impact and quality of training
  • Gather data, respond to evaluation outcomes, and provide recommendations to relevant stakeholders
  • Utilize available learning technology systems (LMS, onboarding tools) to create and maintain training content
  • Conduct and analyze training needs assessments to establish training priorities and desired learning outcomes
  • Have the ability to lead and facilitate training via Zoom and Google Meet, and in person if/when applicable 
  • Collaborate with and develop a close and productive working relationship with the Sales and Service Operations Manager, Training & Change Analyst, and Learning & Development department
  • Manage end to end logistics of training programs through scheduling, registration, tracking

What we are looking for:

  • Prior classroom facilitation (both in person & virtual) and systems training experience required
  • Knowledge of insurance industry and technical experience preferred
  • Experience developing content using popular authoring and design tools (e.g. Articulate Storyline 2, Captivate, Camtasia, etc.) preferred 
  • Proven ability to translate complex topics into digestible content and learning journeys 
  • Someone who stays up-to-date on the latest training trends and insurance newsAdapts quickly to changing priorities 
  • Someone comfortable with ambiguity and willing to jump in and solve challenges
  • Someone who is able to effectively prioritize  
  • Ability to clearly articulate messages to a variety of audiences
  • Strong stakeholder and team collaboration skills 
What are the benefits?

Here are some of the great benefits and perks that come from being a Simply Business employee:
• A salary that reflects your experience, our pay policy, and the market we’re in from your first day
• Group plan for medical, dental, vision, and prescription drug coverage
• Short term disability, long term disability, and life insurance coverage
• Participation in the Company’s bonus program
• Participation in 401(k) plan with a 3% employer match
• Commuter benefits to help cut down on parking and public transit costs
• 25 days of vacation time plus 10 sick days and 10 company holidays
• Annual company trip, regular outings, and volunteer opportunities 
• An awesome WeWork office with cold brew coffee and other beverages on tap, local pop-up events, and more 

Simply Business is an equal opportunity employer. We're committed to welcoming and helping to grow employees within an inclusive & diverse culture. And that commitment starts with our interview process. 

Once you apply, your info will be reviewed in a committee with employees from different levels, teams, and experiences. We pride ourselves on fostering a sense of community, which is only made stronger by each individual at SB, so you'll have the opportunity to meet a variety of people throughout the process. Get excited!

Want more info on working at Simply Business? Check out our careers page: 

What's going on with work from home and return to the office?

More and more, people are talking about going back to the workplace and the new normal. At Simply Business, we’re thinking of it as a Better Normal. That means offering our SBers more choice and greater flexibility to work in a way that’s best for their particular job, their teams, and their lives.

We’re shifting to a hybrid working model, so we’ll have employees working virtually and in the office at any given time.

We’re also aware there are times when working together in person is the best way to get things done. We expect our SBers to connect in their hubs (that’s what we call our offices) most likely once every few weeks. That said, there’s no one-size-fits-all solution, so we expect all SBers and their teams will find the operating rhythm that works best for them.

If you’re wondering what it might be like for you at Simply Business, our Talent Acquisition is happy to answer any questions. In fact for them, it’s perfectly normal.

Most of our interviews will still take place over Zoom (however, depending on the role, there may be the opportunity/expectation to meet members of the team in-person).  If it looks like you could be a good fit for the role, we’ll ask you to interview on Zoom – you’ll need WiFi and a laptop, or a 4G-enabled smartphone. If you don’t have access to either of these, or you need support with your application, get in touch with us at [email protected] Similarly, please email us with any questions or if you want to pause your application for a bit – we’ll be happy to keep you updated on future opportunities like the one above.
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© Copyright 2021 Simply Business. All Rights Reserved. Simply Business is a trading name of Xbridge Limited which is authorised and regulated by the Financial Conduct Authority (Financial Services Registration No: 313348). Xbridge Limited (No: 3967717) has its registered office at 6th Floor, 99 Gresham Street, London, EC2V 7NG.