The image shows the Simply Business logo

Simply Business

HQ
Boston
Total Offices: 3
1,000 Total Employees
300 Product + Tech Employees
Year Founded: 2005

Simply Business Compensation & Benefits

Updated on October 06, 2026

Frequently Asked Questions

Base Pay & Bonuses

Simply Business presents competitive rewards as part of a total employee experience rather than just a base salary. Pay is tied to work experience and market context from the first day, while bonus eligibility and retirement support add financial value over time.

  • Market-informed pay from day one: Simply Business states that employees receive a salary reflecting their experience, the company’s pay policy and the market from their first day on the job. That framing positions pay as a market-aware decision from the start, rather than a fixed offer disconnected from role expectations.
  • Bonus and retirement value: Simply Business employees may participate in the company bonus program, adding upside beyond base salary. The company also offers a 401(k) plan with a 5% employer match, which strengthens long-term financial value.
  • Benefits that extend total rewards: Simply Business pairs compensation with health coverage and income protection, giving employees support beyond their paycheck. Its benefits include group medical coverage and company-paid protection through disability and life insurance.
  • Support for life outside pay: The company’s rewards approach also accounts for time, family needs and daily expenses. Employees describe the overall package as a meaningful complement to compensation.
  • External signals:
    • Compensation and benefits: Employees surveyed on external review sites rate Simply Business highly for compensation and benefits, with reviews calling out pay and bonus opportunity as strengths. (Blind)
    • Rewards experience: External employee reviews describe Simply Business as offering strong vacation time and benefits that contribute to a people-first workplace. Reviews also highlight management investment in employees, reinforcing the value of the broader rewards package. (Indeed)

Bottom line: Simply Business keeps rewards competitive by tying pay to market context, adding bonus eligibility and building a benefits package that gives employees meaningful financial and personal support. 

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 comprehensive, top-tier benefits than on accelerating compensation growth year over year.

Simply Business Employee Reviews

We instituted our exceptional circumstances policy, which provides employees flexibility to adjust their hours or take time off without using paid time off. We encourage employees to take time if they just need a mental health break, as we know the stressors set off by the pandemic can be especially taxing.

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

What People Are Saying About Simply Business

  • Retirement Support: A 401(k) with a 5% employer match is highlighted in role materials, and feedback suggests this meaningfully strengthens total rewards. This feature stands out as a reliable pillar of the package.
  • Leave & Time Off Breadth: PTO levels are described as generous (e.g., 25 vacation days plus sick days and company holidays), with long‑service sabbaticals noted in some materials. Feedback suggests time off is a notable strength.
  • Parental & Family Support: Paid parental leave (e.g., 12 weeks in the U.S., with longer policies in the U.K.) is emphasized as part of the offering. Feedback suggests family support is a standout component of the package.

Simply Business's Benefits

Offers competitive compensation and rewards package

Offers employee discounts

Offers performance bonuses

Employees may be eligible to participate in the Company’s short term incentive compensation (bonus) plan.

Hosts company-sponsored family events

Our "Simply Scary" Halloween party brought together the families of our team for costumes, trick or treating, cookie decorating, a photo booth, and more!

Offers childcare benefits

Simply Business employees save 10% on standard weekly tuition rates for full- and part-time care at select childcare centers.

Offers generous parental leave

Provides adoption assistance

Provides an onsite Mother's Room

Provides family medical leave

Provides fertility benefits

Offers dental insurance

Offers Flexible Spending Account (FSA)

Offers health insurance

Offers Health Savings Account (HSA)

Offers mental health benefits

Offers transgender health care benefits

Offers vision insurance

Offers 401(K)

Simply Business offers a 401(k) plan through Fidelity, allowing employees to save money on a pre-tax and/or ROTH basis to plan for their retirement.

Offers charitable contribution matching

Offers disability insurance

Offers life insurance

Offers supplemental life insurance

Provides 401(K) matching

Simply Business will match 100% of each dollar you contribute up to 5%