Executive Assistant (6-Month Contract) at Simply Business

Boston, Massachusetts, United States

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Not SpecifiedCompensation

Mid-level (3 to 4 years)Experience Level

Full TimeJob Type

UnknownVisa

Insurance, InsurtechIndustries

Requirements

8 years experience working as an Executive Assistant (min 2 years supporting C Suite)
Able to work well under pressure and under tight deadlines and able to decipher priorities and make judgement calls when needed
Strong with coordination, organization skills, as well as time management skills
Excellent with their IT skills - G Suite
Exceptional written and oral communication - able to interact with people of all levels in a confident, professional manner
High on integrity (experienced in handling confidential information and understand the importance of maintaining it), honesty and reliability
Knowledgeable of Boston restaurants and social venues is a plus
Positive and outgoing in their personality and is a team player

Responsibilities

Provide first-class day-to-day EA support to the executive team: US CEO, Global Chief People Officer, and Global Chief Technology Officer acting as a main point of contact and gatekeeper for calendars and availability
Organize and manage complex calendars and schedules; resolving any issues and suggesting better ways of working to find efficiencies
Provide high quality administrative support and act as a gatekeeper to ensure the right priorities are kept at the top
Email and inbox management
Planning team offsites and luncheons – sourcing new innovative venues
Arrange travel, visas, hotels, restaurants, cars and create detailed travel itineraries
Various administrative support: managing expenses, raising POs/invoices, booking couriers, ordering catering for meetings, greeting guests, etc
Liaising with internal/external customers and suppliers
Complete ad hoc projects as assigned and conducting research

Skills

Key technologies and capabilities for this role

Calendar ManagementSchedule CoordinationEmail ManagementTravel PlanningEvent PlanningAdministrative SupportExecutive Assistance

Questions & Answers

Common questions about this position

What experience is required for this Executive Assistant role?

Candidates need 8 years of experience working as an Executive Assistant, with a minimum of 2 years supporting C-suite executives.

Is this a remote position or does it require office presence?

This information is not specified in the job description.

What is the duration of this contract position?

This is a 6-month contract position.

What key skills are needed for this Executive Assistant job?

Strong coordination, organization, and time management skills are required, along with excellent IT skills in G Suite, exceptional written and oral communication, and high integrity in handling confidential information.

What does Simply Business say about its company culture?

Simply Business has been named a best place to work, including ranking in Built In’s 2025 Best Companies to Work for in the US (Top 100) and Best Places to Work in Boston, and they emphasize taking care of their people while seeking team members who challenge boundaries.

Simply Business

Provides tailored business insurance online

About Simply Business

Simply Business provides business insurance specifically designed for small businesses and landlords in the UK. Their offerings include various types of insurance such as public liability, professional indemnity, employers' liability, and specialized coverages like tool and van insurance. Clients can easily obtain quotes and purchase policies through their online platform, which allows for quick adjustments to coverage as business needs evolve. Unlike many traditional insurance providers, Simply Business focuses on the unique requirements of small enterprises, making the insurance process straightforward and flexible. Their goal is to be a reliable partner for small business owners, helping them protect their operations with tailored insurance solutions.

London, United KingdomHeadquarters

2000Year Founded

ACQUISITIONCompany Stage

Fintech, Financial ServicesIndustries

501-1,000Employees

Benefits

Hybrid Work Options

Mental Health Support

Flexible Parental Leave

Paid Sabbatical

Life Event Leave

Professional Development Budget

Competitive Salary

Performance Bonus

401(k) Company Match

Private Medical Insurance

Health Cash Plan

Paid Vacation

Life Assurance

Flexible Benefits Scheme

Remote Work Options

Risks

Increased competition from new insurtech startups could erode market share.

New UK CEO may lead to strategic shifts misaligned with market demands.

Acquisition by Travelers may affect Simply Business's operational autonomy.

Differentiation

Simply Business offers tailored insurance for small businesses and landlords in the UK.

Their digital-first platform simplifies the insurance buying process for clients.

Partnerships with insurers expand their range of customizable insurance products.

Upsides

Growing demand for digital insurance solutions benefits Simply Business's online platform.

Partnership with Coterie Insurance expands BOP coverage nationwide.

Focus on mental health support enhances customer loyalty and brand reputation.

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