The image shows the Simply Business logo

Simply Business

HQ
London
Total Offices: 2
1,000 Total Employees
Year Founded: 2005

Simply Business Leadership & Management

Updated on June 24, 2026

Frequently Asked Questions

Management Quality

Managers at Simply Business lead through trust and coaching while helping employees connect their work to broader business goals. The company equips leaders with development programs that strengthen empowerment and accountability, creating an environment where learning is part of everyday management. 

  • Trust with clear expectations: Simply Business defines empowerment as trusting employees to get the right work done in the way that suits them best. A director of the customer solutions center said his management style is “inquisitive, trusting and supportive,” using one-on-ones and team meetings to align employees on expectations without turning support into micromanagement.
  • Supporting employee growth and development: Managers at Simply Business are expected to help employees build skills and progress in their careers. The company creates an environment where ongoing development is part of regular manager-employee interactions, helping employees grow professionally while contributing to team success. An insurance product architect noted he’s been “lucky enough to have managers at Simply Business who’ve always had my career growth top of mind and have been there to support me the whole way.”
  • Creating room for ownership: Simply Business managers support employees by giving them space to take initiative and lead work that improves the business. A senior manager said leaders encourage employees to bring forward ideas and make meaningful contributions beyond their immediate responsibilities, reflecting a management style that gives employees both responsibility and confidence. One marketing project coordinator said “We have a fantastic culture of support and growth. Leadership is committed to helping everyone develop and succeed in their own way.”
  • External signals:
    • Manager support: Employees surveyed on external review sites describe Simply Business as a workplace with supportive management, accessible leaders and genuine investment in employee development. Reviews also highlight trust as a recurring part of the employee experience. (Indeed; External employee reviews)
    • Leadership experience: External workplace data gives Simply Business a B manager score and a B+ CEO rating, placing its CEO rating in the top 20% among similarly sized companies. Employee reviews also describe leadership as people-first and engaged with the workforce. (Comparably; Glassdoor)

Bottom line: Simply Business managers support employees by pairing autonomy with direction, helping people understand priorities and creating space to solve problems with confidence.

Simply Business's Candidate Tradeoffs

If you’re weighing whether Simply Business is the right fit, these are the core tradeoffs to consider.

  • Simply Business places greater emphasis on autonomy paired with clear accountability and measurable standards than on loosely defined roles with flexible performance expectations.

Simply Business Employee Reviews

We train our managers on the importance of creating a safe and open space for their teams to have ongoing conversations and check in on how they’re feeling. Our leaders are trained to understand the different resources available for our employees, whether that be a policy, a therapy outlet, reimbursed meditation apps or access to our employee assistance program.

Mary Ann, People Operations Manager
Mary Ann, People Operations Manager

Almost every team has a member who has made the transition from a different department. Department managers and leads are always open to discussing how their teams work and what skills you would need to be able to make that transition

Adam, Insurance Product Development Specialist
Adam, Insurance Product Development Specialist

I’ve been lucky enough to have managers at Simply Business who’ve always had my career growth top of mind and have been there to support me the whole way.

Connor , Insurance Product Architect
Connor , Insurance Product Architect

What People Are Saying About Simply Business

  • Strategic Vision & Planning: Public leadership materials consistently describe a focused strategy—a data- and AI-enabled digital marketplace serving small businesses across the UK and US. Messaging across company pages and executive appointments reiterates this direction and customer focus.
  • Strong Execution: Recent launches and partnerships, including an AI advisor, ChatGPT-based entry points, and distribution integrations, align with the stated model and make the go-to-market tangible. Product and channel moves line up with the marketplace thesis rather than contradict it.
  • Collaborative & Aligned Leadership: Named leaders across Group, UK, and US reinforce the same marketplace thesis, with remits spanning technology, operations, finance, and data. This structure signals coordinated execution rather than fragmented direction.

Simply Business's Benefits

Defined values and mission statements

Engineering team utilizes pair programming

Hosts in-person all-hands meetings

Simply business has monthly town hall meeting and quarterly all hands meetings.

Implements team-based strategic planning

Leadership encourages open, transparent debate

Mistakes are treated as learning opportunities

Open office floor plan to encourage communication and collaboration

Prioritizes mission-driven work in decision-making processes

Prioritizes real-world impact of work in decision-making processes

Promotes a people-first, social culture

Uses an OKR operational model to clearly define goals and priorities

Utilizes an open door policy that encourages accessibility