Does Simply Business pay their employees well?

According to anonymously submitted Glassdoor reviews, Simply Business employees rate their compensation and benefits as 3.4 out of 5. Find out more about salaries and benefits at Simply Business. This rating has decreased by 11% over the last 12 months.

How satisfied are employees working at Simply Business?

57% of Simply Business employees would recommend working there to a friend based on Glassdoor reviews . Employees also rated Simply Business 3.8 out of 5 for work life balance, 3.3 for culture and values and 3.0 for career opportunities.

What are the top reviewed jobs at Simply Business?

Software Engineer (15) , Product Manager (8) , Licensed Insurance Agent (7) , Insurance Sales Agent (6) , Analyst (5) , Anonymous (5) , Insurance Agent (5) , Senior Software Engineer (5) , Consultant (4) , Customer Service (4) , Manager (4) , Outbound Sales Consultant (4) , Sales (4) , Sales Associate (4) , Senior Product Manager (4)

What are the pros of working at Simply Business according to real employee reviews?

"Great culture and provide what is needed for hybrid work." ((in 53 reviews)); "The people are great and very inclusive." ((in 44 reviews)); "On the whole the benefits are good and having PMI was really valuable for me." ((in 28 reviews)); "5) Good work life balance" ((in 20 reviews)); "Flexible working, fast" ((in 8 reviews))

What are the cons of working at Simply Business according to real employee reviews?

"Bad management and they don’t care about employees!" ((in 11 reviews)); "No salary increment every year" ((in 8 reviews)); "The company is floundering internally with massive layoffs of tenured employees, leaving contractors to come and go like a revolving door." ((in 6 reviews)); "Upper management is poor and has only gotten worse as good leaders head for the exit." ((in 4 reviews)); "Very little attrition in some teams resulting in lack of career progression" ((in 4 reviews))

What are employees saying about Simply Business layoffs in 2026?

Explore Glassdoor’s employee reviews to understand what current and former employees are saying about Simply Business layoffs and their outlook for job security at Simply Business in 2026.

What are the top reviewed Simply Business locations?

Boston , Atlanta , Fayetteville

Simply Business reviews

3.6

57% would recommend to a friend

(306 total reviews)

David Summers

78% approve of CEO

56% positive business outlook

Ratings by demographic groups

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Simply Business has an employee rating of 3.6 out of 5 stars, based on 306 company reviews on Glassdoor which indicates that most employees have a good working experience there. The Simply Business employee rating is in line with the average (within 1 standard deviation) for employers within the Insurance industry (3.6 stars).

Reviews by job title

306 reviews

5.0

May 11, 2026

Great Flexibility, Strong Culture, and an Exciting Future

Great flexibility, strong culture, and an exciting future

Recommend

CEO approval

Business Outlook

Pros

Unrivaled Flexibility: The current hybrid model is very reasonable, typically requiring only 8 days in the office per month. It feels like a genuine balance rather than a forced mandate. Trust-Based Culture: Work-life balance isn't just a buzzword here. Managers truly trust you to own your deliverables. If you need to head out early for your kid's recital or a doctor’s appointment, the autonomy is there as long as the work gets done. Flagship Events & Heritage: The company does a fantastic job of maintaining its "startup soul" even as we scale. The Annual Trek is a major highlight. Last year’s 4-day trip to Portugal was incredible, it's exciting to see what this year's Trek is. It’s also impressive to see how these traditions have successfully evolved with the organization. Perks that Matter: Small touches like free lunch on Wednesdays go a long way in making office days more enjoyable. Strong Vision: Leadership is visibly committed to employee engagement and has a clear, dedicated roadmap for scaling our presence in the US market.

Cons

Global vs. Local Clarity: With the organization split between the US, UK, and Shared Services, the lines can occasionally get blurred. We could benefit from more clarity regarding which initiatives are US-specific versus global to help streamline communication.

Simply Business Response

1mo

Thanks for taking the time to leave a review. It's fantastic to hear that our startup soul is still shining through as we continue to scale our presence in the US. Hearing that our hybrid model and trust-based culture provide you with the genuine autonomy you need is exactly why we prioritize flexibility. We’re also thrilled you enjoyed the trek to Portugal; we agree that maintaining those flagship traditions is a huge part of what makes us Simply Business. Our leadership team is hard at work on that US-specific roadmap, and we’ll keep leaning into that transparency to make sure our global structure helps our speed. We’re glad to have you on the journey as we continue on this journey together!

5.0

Apr 25, 2023

Real talk

Anonymous employee

Recommend

CEO approval

Business Outlook

Pros

Simply Business lives it’s values out specifically through it’s Realtalk program in which transparent, constructive, and ongoing conversations are encouraged to flow between managers and their reports.

Cons

If people are involved, they’ll be some problems - but no major ones to emphasize here!

Simply Business Response

3y

Thank you for taking the time to post your review. We're pleased to hear that your experience with Real Talk reflect a positive time at Simply Business for you!

5.0

Mar 6, 2023

Great place to work.

Insurance sales agent

Recommend

CEO approval

Business Outlook

Pros

Fair salary. plenty of PTO time, good training, remote opportunity, and attainable bonuses.

Cons

no current cons for working here its been good so far.

Simply Business Response

3y

Thank you for taking the time to post such a positive review. We are very glad to hear that you are enjoying your time at Simply Business!

Viewing 25 - 27 of 306 Reviews

Jobs at Simply Business

Accounts Payable Analyst

US MGA Claims Program Manager

Senior Manager, Marketing Analytics

Boston, MA

View job

Portfolio Underwriting Manager, US MGA

Simply Business

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Great Flexibility, Strong Culture, and an Exciting Future

Real talk

Great place to work.

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