Simply Business
We Protect The Small Businesses You Love.

Insurance Product - Team Lead

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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.


As an Insurance Product Development lead, you will lead a team of Insurance Product Development Specialists. Reporting to the Insurance Product Development Manager, you will be responsible for ensuring that the team is set up for success, assisting with prioritizing a healthy backlog of work and create a highly motivated and engaged team.


You will gain and then leverage detailed knowledge within the TCB team in order to both provide commitment and reassurance on efficient, Agile led product development as well as drive knowledge and learning with the aim to enhance TCB's already powerful operations.

As an Insurance Product Development Lead you will:

  • Manage a team of Insurance product development specialists to ensure delivery and performance is aligned to business needs
  • Manage a pipeline of work coming into the Insurance Product Development team
  • Ensure appropriate distribution of work amongst the wider team, and support efficient delivery
  • Be dedicated to delivering the maximum impact with the minimum effort, releasing value early wherever possible, creating a sense of urgency and momentum
  • Deliver solutions in an agile way by: ensuring user stories and acceptance criteria is sufficient, planning delivery sprints and coordinating across the business with key stakeholders and other teams
  • Working closely with Insurance Product Development Manager and Insurance Product Managers to prioritize and enable delivery of insurance product changes
  • Work closely with Insurance Product Development Manager and Insurance Product Managers to add additional products to our platform
  • Ensure stakeholders are kept up to date and we deliver in an efficient manner, breaking down changes into smaller value chunks and iterate through delivery
  • Constant look at ways to extend the Insurance Product Development capability to serve the business needs
  • Develop and coach Insurance Product Development Specialists and Insurance Product Development Trainee’s to expand their knowledge of our software and systems
  • Provide 121 support to specialists on a regular cadence
  • Assist in the hiring of future Insurance Product Development Specialists and Trainees
  • Support Insurance Product Managers during carrier talks and negotiations

What we are looking for:

  • Proven success managing a team of direct reports, including coaching, training, and performance evaluation
  • Experience either in the Insurance Industry or with project management preferable
  • Proven experience in managing and prioritizing complex backlogs and workloads
  • Understanding of the Agile development cycle and basic tools and processes used to support it, such as Kanban, prioritization, sprints, etc
  • Aptitude and mindset to learn new skills, such as coding methods using our DSL (Domain specific language), basic Ruby and Markdown, and are excited to learn 
  • Critical thinker and logic based problem solving skills
  • Seamlessly blends product management with product development
  • Demonstrates ownership, responsiveness – a bias to action, and commitment
  • Cares deeply about customers
  • Champions and loves learning, both through and with others
  • Loves collaboration, compromises in the right way, and has experience in leading varied groups to swift decisions
  • Has good organizational skills with an eye for detail (ability to see small details in large data)

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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