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Vice President of People

| Greater Boston Area
Simply Business is more than our name. It's how we approach small business insurance: Make it clear. Make it simple. Make it affordable. Founded in 2005 (with our first international office in Boston launched in 2016), Simply Business is an online business insurance brokerage that specializes in one thing: protecting the businesses that entrepreneurs have worked hard to build.
Through blending a combination of technology, data, and insurance knowledge - with 10 years of expertise in the UK in how to build great products for our customers - we are looking to simplify the insurance-buying process for all small businesses across the US.
Right now we’re at the start of that journey. We need people who are looking for a challenge and have the drive and ambition to challenge the boundaries in whatever exciting project they believe in. We believe that people work more productively and imaginatively when they are free from rigid hierarchy and structures and we’re creating a colorful and collaborative environment to help support you in meeting your ambitions.
If you’re smart, passionate about delivering brilliant customer experiences across an integrated online and offline user journey, and enjoy solving complex challenges then you should apply to join our team.
As the Vice President of People, you will own all People functions at Simply Business USA. In this role you will influence and develop People programs, organizational development, culture/values growth and employee development across the business. You will have the exciting opportunity to help shape the people, culture and business at Simply Business as we scale from 65 to hundreds of employees over the next few years. Reporting to the US CEO, you will also be a trusted business partner and functional expert to the US Management Team.
Additionally, you will coach and lead a team of talented People Partners, People Operations, Learning & Development and Talent Acquisition professionals to maximize their impact on the business, while achieving their full potential as HR professionals and people.
You will also be a member of the global People Leadership team and responsible for contributing to the global People strategic initiatives, OKRs and business priorities, while acting as the US subject matter expert.

As the Vice President of People, you will:

  • Lead our Simply Business USA People strategy that enables growth and contributes to business goals
  • Grow and assist in the development of high performing People programs across all core People functions to include; People Partners, Talent Acquisition, Learning & Development, and People Operations
  • Be a strategic business partner, coach, thought-leader and functional expert to the Simply Business USA Management Team
  • Be a member of the People Leadership team, which is made up of People Leaders globally, and contribute to the overall direction of the Simply Business People success
  • Ensure that our global compensation and reward structure is strategic, market-based, fair and consistent across the business
  • Partner with the US Management Team to support Diversity & Inclusion programs that further enable an inclusive and diverse work environment as we scale
  • Be a champion of the Simply Business culture and ensure that our values are clearly communicated and apart of everyday life at Simply Business

What we are looking for:

  • Demonstrated success of developing and executing forward-thinking People strategies that have enable company growth and enhanced company culture
  • 10+ years of People, Human Resources, People Operations or other relevant experience, ideally in high growth and values led environments
  • Bachelor’s degree in a relevant field; Master’s preferred; relevant HR certifications a plus
  • Demonstrated success operating at a strategic level along with knowledge of all People related functions
  • Someone who is an inspiring leader and that is passionate about the impact of people, yet business-minded and results oriented
  • The ability to inspire, motivate and coach employees at all levels
  • You have excellent communication and consulting skills, with demonstrated ability to build relationships with senior leaders and a complex set of stakeholders
  • You have experience of working in agile/lean environments with distributed teams
  • Passion and enthusiasm for making Simply Business the best place to work in Boston (this is what we can’t teach!)
  • The ability to challenge us! We want people who can come in and shape the future of this business and not be afraid to raise questions and help us improve

What are the benefits?
Working in our Boston Office, you will have the chance to shape a business from the very beginning, and an opportunity to develop and learn new skills across various technology and business areas as you desire.
 
Plus there’s all the serious (but important) stuff we call "core benefits".
 
The ‘core’ stuff
Some of these will kick in once you’re confirmed in post, but here’s the summary:
• A salary that reflects your experience, our pay policy and the market we’re in from your first day
• Group plan for medical, dental, 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 commuting costs
• 25 days of vacation time plus 10 company holidays
• Flexible working hours and working from home
 
But there’s so much more to Simply Business than insurance. We also commit to flexible working options, smart working (our offices are kitted out for you to work when and how you choose)and we have a handy online form to put in any training or conference requests.
 
Best of all, though, are the groups, clubs, and adventures that come with the Simply Business territory. We trek the Sahara for charity, take you on weekends away, throw epic summer parties, meet up for book groups, public speaking coaching and lots, lots more
 
It’s a big claim but we genuinely believe the Simply Business culture is truly unique. You sort of have to come and spend time with us to appreciate it. So get that application in and we’ll take it from there!
 
Our values
Everything we do comes down to these five values – empowerment, authenticity, simplicity, learning and pioneering.
 
In practice, these will mean something unique to every person at Simply Business, but if you’re considering working here, give them some thought. They’re at the heart of our story.
 
Empowerment
We believe in our people and the positive impact they can have so we enable everyone to stretch themselves
 
Authenticity
We celebrate diversity, avoid jargon and genuinely care about helping small businesses thrive
 
Simplicity
We attempt to simplify complex solutions to save our customers time and effort
 
Learning
We’re never done learning about new possibilities and act to explore them
 
Pioneering
We’re obsessed with finding new ways to create even better experiences
We want to meet you
As a company, we pride ourselves on inclusion in the workplace. We succeed as an organization because we are comprised of intelligent women and individuals from other underrepresented groups. We understand you don’t find that in a lot of companies, so we’re emphasizing it here should you feel any hesitation to apply for that reason.
The hiring process at Simply Business is focused on candidates who are enthusiastic about the role and company. So even if you don’t fit every qualification listed in one of our job postings, yet you feel you’d be a great fit, we’d love to meet you. With any luck we’ll be seeing you at an interview soon.

Read Full Job Description

Location

We are located in downtown Boston, accessible to every line on the T and surrounded by a lot of history and a lot of great places to grab lunch.

An Insider's view of Simply Business

How would you describe the company’s work-life balance?

We genuinely care about the work-life balance of our teammates and understand that things come up. That’s why we give our employees the ability to work from home when they see fit, not the other way around. Plus, all of our meetings are remote-friendly, so we never feel like we’re missing out on important conversations!

Mariah

Senior Manager, Customer Communications

What projects are you most excited about?

I've really enjoyed working on the Front End for our Knowledge Center redesign, now called Simply U. Our current blog design has been sufficient, but the redesign will have new features including commenting, recommended articles, and categorization. Additionally, the new design will look much fresher and offer a better experience to customers.

Bryan

Front End Developer

How has your career grown since starting at the company?

When I started at Simply Business, I was given the opportunity to take a leap and take on new responsibilities that I had never done before. My team has supported me and worked with me to help me learn so many new skills. I feel like I have grown in so many ways since starting here and I can't wait to see what is next.

Kelsey

Talent Acquisition Specialist

What projects are you most excited about?

Myself and another female colleague are working on bringing a program called #iamremarkable to SB. It is about female empowerment, which is one of my passions! The program aligns with SB's devotion to gender diversity. It’s exciting that I have been encouraged and supported in this effort and I think it speaks volumes for the company I work for!

Jill

Licensed Insurance Agent

What are Simply Business Perks + Benefits

Simply Business Benefits Overview

Some of these will kick in once you’re confirmed in post, but here’s the summary:
• A salary that reflects your experience, our pay policy and the market we’re in from your first day
• Group plan for medical, dental, 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 commuting costs
• 25 days of vacation time plus 10 company holidays

Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Retirement & Stock Options Benefits
401(K)
401(K) Matching
Performance Bonus
Child Care & Parental Leave Benefits
Generous Parental Leave
Flexible Work Schedule
Remote Work Program
Family Medical Leave
Vacation & Time Off Benefits
Generous PTO
Paid Volunteer Time
Paid Holidays
Perks & Discounts
Casual Dress
Commuter Benefits
Company Outings
Professional Development Benefits
Job Training & Conferences
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