The image shows the Simply Business logo

Simply Business

HQ
Boston
1,000 Total Employees
Year Founded: 2005

What's the Work-Life Balance Like at Simply Business?

Updated on June 24, 2026

Frequently Asked Questions

Workload Sustainability

Simply Business treats work-life balance as part of how employees do sustainable, productive work. Flexible work practices give employees room to manage life outside the job, while manager trust helps teams stay aligned without relying on constant oversight. 

  • Flexible work with practical support: Simply Business supports hybrid work through digital tools that help teams stay connected across locations. A product manager said hybrid work at Simply Business lets her be “more productive” while staying close to customers and growing into a global product management role.
  • Manager trust and workload clarity: Simply Business emphasizes empowerment, which it defines 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 approach is “trust but verify,” using clear expectations to give employees space to manage their work while keeping priorities aligned.
  • Wellbeing and time away: Simply Business supports balance through a focus on employee well-being and time-off practices that give employees space to recharge. The company provides 25 vacation days, 10 sick days and additional company holidays, creating a benefits structure that recognizes rest as part of sustainable workload.
  • Benefits that reduce life stress: Simply Business pairs workload support with benefits that help employees manage life beyond work. Medical coverage supports day-to-day health needs, while parental leave and income protection help employees navigate bigger life moments.
  • External signals:
    • Work-life experience: Employees surveyed on external review sites consistently point to work-life balance as a strength, with Simply Business earning a 4.7 out of 5 rating in that category. Reviews also mention remote flexibility and a strong vacation policy as reasons employees value the workplace. (Blind; Glassdoor)
    • Supportive workplace: Employees surveyed on external review sites describe Simply Business as people-first, with managers who help employees feel trusted and supported. Reviews also connect that experience to flexibility, making balance feel like part of how work gets done rather than a separate perk. (Indeed; Glassdoor)

Bottom line: Simply Business supports work-life balance by combining flexibility, manager trust and benefits to keep well-being in mind. This culture helps employees do meaningful work without treating sustainability as an afterthought. 

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 organization-wide flexibility and autonomy than on tightly standardized schedules and uniform work structures.

What People Are Saying About Simply Business

  • Remote or Hybrid Flexibility: Hybrid working is framed as “choice and flexibility,” allowing people to work remotely with periodic hub visits aligned to team needs. Company materials describe a model intended to let employees shape how and where they work.
  • Time Off Access: U.S. benefits highlight generous paid vacation, sick time, company holidays, floating days, and sabbaticals described as above market. These provisions create space for real recovery and make taking time away more feasible.
  • Wellbeing Programs: Wellness initiatives include employee‑led culture committees, wellbeing events, and mental‑health resources such as the Unmind app and onsite meditation space. These offerings aim to support day‑to‑day wellbeing and provide flexibility during personal challenges.

Simply Business's Benefits

Offers generous PTO

Simply Business offers a generous 25 days of vacation per year for all employees.

Offers paid volunteer time

Every SBer is given one full day to volunteer (or broken down into equivalent hours)

Offers sabbatical leave

Eligible employees get 2 weeks of paid sabbatical after 5 years at SB and 4 weeks of paid sabbatical after 10 years at SB.

Provides bereavement leave

Provides floating holidays

Provides paid holidays

Provides paid sick days

Employees receive 10 sick days per year.

Provides wellness days

Utilizes company-wide vacation

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

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