Simply Business
What's the Company Culture Like at Simply Business?
Frequently Asked Questions
Simply Business’s culture is shaped by a shared focus on making insurance easier for small business owners. Employees are encouraged to contribute ideas and recognize strong work in ways that help teams keep improving.
- Open idea-sharing and employee voice: Simply Business encourages employees to speak up when they see ways to improve the business. A director of financial planning and analysis said her first company-wide meeting stood out because employees were “shouting out ideas” rather than passively listening, showing that participation is expected across levels. Annual hackathons and voice-of-the-customer field work give that idea-sharing a practical outlet tied to customer needs.
- Collaborative ways of working: Simply Business employees describe collaboration as active problem-solving rather than routine coordination. A security engineering lead said peers served as technical sparring partners who challenged one another to try new things and “level up,” showing how employees use peer feedback to strengthen work across teams.
- Recognition that makes impact visible: Simply Business reinforces a positive culture by recognizing employees whose work helps the business move forward. A director of financial planning and analysis said professional achievements made her feel “more confident, engaged, satisfied, motivated, and deeply invested in the work I do and the people I work with,” after being recognized as a U.S. Inspiring Leader. That recognition reflects a culture where employee impact is made visible, not treated as background work.
- Empowerment with trust and accountability: Simply Business describes empowerment as giving employees the trust to do meaningful work in the way that suits them best. One employee said she was encouraged to “take ownership and run with things,” describing a workplace where employees are trusted to lead initiatives and make decisions while remaining accountable for results.
- External signals:
- Employee experience: Employees surveyed on external review sites highlight strong culture and flexibility. Others mention supportive management, employee engagement, inclusivity and the ability to make an impact regardless of job title. Employee reviews also describe Simply Business as a workplace with authentic people, approachable leaders and a people-first environment. (Indeed; Comparably; Blind)
- Culture and retention: Employees surveyed on external review sites rate Simply Business highly for culture and retention, with an A- overall culture score and top 15% retention ranking among similarly sized companies. Additional external review data shows high employee rating, with strong marks for work-life balance, company culture and compensation and benefits. (Comparably; Blind)
Bottom line: Simply Business’s culture is built around employee voice and visible recognition. Trust-based leadership helps connect that day-to-day environment to the company’s mission of simplifying insurance for small business owners.
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 a collaborative, supportive team environment than on highly independent, individual-first work styles.
Simply Business Employee Perspectives
On employees shaping Simply Business’s culture and product ideas:
After gathering employee feedback about the company’s social impact and inclusion programs last summer, Duffield’s team discovered a trend: Employees wanted more ways to give back that didn’t just involve fundraisers and events. So, Duffield’s team pivoted its strategy, and now, employees can leverage their skill sets by reviewing resumes, coaching founders and judging business pitches, or engage in hands-on community work, such as cleaning tables at local pubs or helping a neighborhood baker box customer orders.
“This shift completely transformed our culture of giving. By offering different ways to show up, we made giving back so much more accessible and energizing for our broader organization.”
Simply Business Employee Reviews
What People Are Saying About Simply Business
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Healthy Workload & Retention: Flexible and hybrid working norms, alongside strong benefits, are emphasized to support balance and wellbeing. These practices appear to help many people feel heard and supported across locations.
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Learning & Knowledge Sharing: Workshops, mentoring, coaching, tuition reimbursement, paid certifications, and internal programs are highlighted to empower underrepresented groups and promote growth. Structured learning and knowledge sharing are presented as daily parts of the culture.
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Collaborative & Supportive Culture: Teams are often characterized as inclusive, close‑knit, and team‑oriented, particularly in the U.S. office. Colleagues and managers are described as caring about development and creating a welcoming environment.
Simply Business's Benefits
Company or teams have recognition rituals for individual work
Employee feedback used to shape policies and strategy
Encourages autonomy and ownership from employees
Established employee awards to honor work and contributions
Managers give public shoutouts and celebrate employee milestones
Provides modern technology across teams
Provides resources to build team camaraderie
Quarterly engagement surveys to gauge employee satisfaction
Flexibility provided during personal challenges
Has employee-led culture committees
Offers company-sponsored happy hours
Offers company-sponsored outings
SB has team outings, company wide holiday parties, awards, and a company trip.
Offers Employee Resource Groups
Offers team workouts
Offers wellness programs
Partners with nonprofits
SB has teamed up with Sky’s the Limit to advance Inclusive Entrepreneurship — and ensure that all young people, regardless of their background, have an equal opportunities.
Provides access to an onsite gym
Provides onsite meditation space
Provides opportunities to volunteer in the local community
Every SBer is given one full day to volunteer (or broken down into equivalent hours). On top of that, the US Giving Back Committee usually organizes at least one in-person volunteering event.
Provides recreational clubs
Works with employees to create a sustainable work pace
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
Async-friendly policies, culture that encourage work flexibility
Offers a remote work program
Provides work from home flexibility
Utilizes a flexible work schedule
Utilizes a hybrid work model
