Simply Business
We Protect The Small Businesses You Love.

Insurance Sales Training Program

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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.


We need self starting, hard working, fun loving, customer centric individuals who are willing to learn and are excited to go above and beyond to provide a world class sales experience. You will help us call out to prospective customers and qualify leads while we train you and support you in becoming a licensed commercial insurance agent. 


This is a growing department that helps shape the processes and approach Simply Business takes with its customers. It allows for development and knowledge gain to support individual growth both within the department as well as in other departments within the business.


As a Customer Solutions Trainee/Lead Qualifier, you will be making outbound calls to prospective leads who have already filled out a quote request online, as well as taking part in self led trainings to support you in becoming a licensed agent.

As a Customer Solutions Trainee/Lead Qualifier you will:

  • Provide a world class customer experience 
  • Call out to prospective leads with the goal of qualifying them for the licensed agents 
  • Learn about insurance, the customer, and Simply Business!
  • Study for and pass the Property & Casualty license test (materials and some time will be provided by Simply Business) 
  • Overcome customer objections throughout a sales process
  • Ensure maximum business leads with successful sales techniques
  • Adhere to all compliance and quality standards (we will teach you!)Use relevant systems to update information held on customer accounts
  • Respond to emails and handle high volumes of calls and leads relating to new business
  • Communicate and liaise with customers using appropriate methods to ensure a good customer journey
  • Ensure a smooth process is followed regarding payment of premiums and the issue of documentation
  • Effectively manage call backs and follow ups using appropriate methods

What we are looking for:

  • Someone who is passionate about the customer experience
  • Someone willing to learn and put the time in to become a licensed insurance agent! 
  • Good active listening skills, with the ability to show acknowledgement to customers
  • Be able to adapt one's style to engage with different customers in the right way
  • The ability to recognize and understand different customer needs and treat each customer as an individual
  • Communicate information on our different products that shows real value to each customer
  • Be able to deal with different customer concerns, questions, and objections
  • Ensure that all interactions result in a positive experience for the customer regardless of the sale outcome
  • A team player who is able to work with others as well as in isolation when required
  • Self-motivated with the drive to reach realistic & stretching targets
  • Experience as a real estate agent, a customer service representative, an investment advisor, and more are all great backgrounds for this role!

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: https://www.simplybusiness.com/careers/ 


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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What are Simply Business Perks + Benefits

Simply Business Benefits Overview

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 8 company holidays, and 2 floater days
• A genuine investment in your learning and development
• Annual company trip, regular outings, and volunteer opportunities
• Generous Parental Leave program, for your growing family
• Focus on employee wellbeing with a membership to TalkSpace
• 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: https://www.simplybusiness.com/careers/

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 four times a month. 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.

Culture
Volunteer in local community
Simply Business has volunteered with Rebuilding Together, Greater Boston Food Bank, and more.
Partners with nonprofits
Open door policy
OKR operational model
Team based strategic planning
Pair programming
Open office floor plan
Employee resource groups
Quarterly engagement surveys
Hybrid work model
In-person all-hands meetings
Employee awards
Flexible work schedule
Remote work program
Diversity
Dedicated diversity and inclusion staff
Mandated unconscious bias training
Diversity manifesto
Diversity employee resource groups
Hiring practices that promote diversity
Diversity recruitment program
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability insurance
Dental insurance
Vision insurance
Health insurance
Life insurance
Wellness programs
Team workouts
Mental health benefits
Financial & Retirement
401(K)
401(K) matching
Performance bonus
Child Care & Parental Leave Benefits
Generous parental leave
Family medical leave
Return-to-work program post parental leave
Company sponsored family events
Our "Simply Scary" Halloween party brought together the families of our team for costumes, trick or treating, cookie decorating, a photo booth, and more!
Vacation & Time Off Benefits
Generous PTO
Simply Business offers a generous 25 days of vacation per year for all employees.
Paid volunteer time
Sabbatical
Eligible employees get 2 weeks of paid sabbatical after 5 years at SB and 4 weeks of paid sabbatical after 10 years at SB.
Paid holidays
Paid sick days
Employees receive 10 sick days per year.
Floating holidays
Bereavement leave benefits
Office Perks
Commuter benefits
Company-sponsored outings
Monthly "First Thursday" events have included bowling, museums, food tours, Halloween parties, and more. Something different happens every month!
Free snacks and drinks
Some meals provided
Simply Business provides a weekly catered lunch on Wednesdays.
Company-sponsored happy hours
Onsite office parking
Recreational clubs
Home-office stipend for remote employees
Mother's room
Onsite gym
Professional Development Benefits
Job training & conferences
Tuition reimbursement
Lunch and learns
Promote from within
Mentorship program
Continuing education available during work hours
Online course subscriptions available
Customized development tracks
Paid industry certifications
Personal development training

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