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SurePayroll

Online payroll, tax management, HR solutions

Overview

SurePayroll provides online payroll, tax management, HR and benefits services designed for small businesses and household employers. Its platform automates payroll processing and tax obligations, while offering workers’ compensation, 401(k) plans, health insurance, and HR tools to handle back‑office tasks. Compared with competitors, SurePayroll emphasizes a streamlined, time-saving solution set and the backing and stability of being part of Paychex since 2011. The company aims to help small and micro businesses, along with household employers and their CPAs or bookkeepers, run payroll and related HR tasks more easily so they can focus on growing their operations.

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About SurePayroll

Simplify's Rating
Why SurePayroll is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

Enterprise SoftwareFinancial Services

Company Size

201-500

Company Stage

Series B

Total Funding

$8M

Headquarters

Glenview, KY

Founded

2000

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Simplify's take

What believers are saying

  • SurePayroll refreshed pricing and switch offers on 2026-11-06, signaling active acquisition efforts.
  • Huckleberry-powered SureProtect widens insurance attach rates across small-business payroll customers.
  • FreshBooks integration and 24/7 employee self-service strengthen retention and workflow stickiness.

What critics are saying

  • Paychex can prioritize its larger payroll brands, leaving SurePayroll underinvested or sunset.
  • Squeezed pricing at $29 to $39 monthly invites commoditization against Gusto and QuickBooks.
  • If payroll automation deepens, SurePayroll's small-business niche can vanish into bundled suites.

What makes SurePayroll unique

  • Paychex owns SurePayroll, combining startup UX with national-scale compliance and support.
  • SurePayroll supports over 6,000 active U.S. tax codes, including Washington and Pennsylvania.
  • SurePayroll offers payroll, 401(k), health insurance, and workers' compensation in one system.

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Funding

Total Funding

$8M

Below

Industry Average

Funded Over

1 Rounds

Series B funding is typically for startups that have proven their business model and need more funding to expand rapidly—often by entering new markets or adding more products. Investors are usually venture capital firms that specialize in later-stage investments.
Series B Funding Comparison
Below Average

Industry standards

$35M
$30M
$45M
$65M
$100M

Growth & Insights and Company News

6 month growth

0%

1 year growth

0%

2 year growth

-1%
TechRepublic
Jul 4th, 2023
QuickBooks Payroll vs SurePayroll (2023): Which is better?

Additionally, SurePayroll partners with the top-rated Paychex Insurance Agency to offer high-quality employee benefits in all 50 states.

HumanResources.Report
Jul 20th, 2022
SurePayroll, Inc. launched system integration that enables FreshBooks on Jul 20th 22'.

SurePayroll, a leading provider of small business payroll and HR solutions, and FreshBooks, a leading cloud accounting software, today launched a system integration that enables FreshBooks and SurePayroll users to automatically synchronize payroll expenses and liabilities to their FreshBooks account.

PR Newswire
Jul 19th, 2022
Surepayroll And Freshbooks Integrate Services To Simplify Payroll And Accounting Responsibilities

"We continue to form partnerships and integrations to help small business owners ease pain points, increase efficiency and save time every step of the way. The SureParyoll service integration with FreshBooks is yet another way we support small business owners as they build and grow their business, care for their employees, and help them succeed," said Ted Jordan, Paychex vice president, service. SurePayroll offers a robust online payroll tool—supported by a U.S.-based service team—so small business owners can easily and accurately process payroll and taxes. Plus, SurePayroll helps small business owners care for their employees by offering 401(k) plans, workers' compensation, and health insurance

The Motley Fool
May 18th, 2022
Kashoo Cloud Accounting Inc. integrates with SurePayroll, Inc.

Kashoo integrates with Sure Payroll, but keep in mind that if you’re paying multiple employees, you should be using a more robust accounting application such as QuickBooks Online or Sage 50.

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