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Heartland Payroll vs CheckMark Payroll Comparison

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Heartland Payroll

4.6(118 reviews)

Starting at Contact for pricing

  • Medium Business
  • Small Business

Heartland Payroll is a payroll management software for small and medium sized companies. It handles all your payroll processing requirements such as bi-weekly, monthly or yearly paychecks, cost accounting and tracking of…

CheckMark Payroll

4.2(6 reviews)

Starting at $449

  • Free Trial
  • Large Enterprises
  • Medium Business

CheckMark Payroll is a desktop payroll application for small business owners who want to run payroll in-house without outsourcing. It handles check printing, W-2 generation, and federal tax reports directly from the user…

Heartland Payroll leads on user satisfaction with a 4.6-star rating across 118 reviews.

Heartland Payroll vs CheckMark Payroll — at a glance

FeatureHeartland PayrollCheckMark Payroll
Rating4.6 / 54.2 / 5
Reviews1186
Starting priceContact for pricing$449
Free trial No Yes
Free version No No
Best forMedium Business, Small BusinessLarge Enterprises, Medium Business, Small Business
CategoryPayroll SoftwarePayroll Software
PlatformsSaaS/Web/CloudSaaS/Web/Cloud
API——
Support modes24/7 (Live rep)Online
Certifications—SOC 2
Data residencyUS—

Key differences between Heartland Payroll and CheckMark Payroll

  • Pricing: CheckMark Payroll starts at $449. Heartland Payroll pricing is not publicly listed.
  • Free trial: CheckMark Payroll offers a free trial; Heartland Payroll does not.
  • Target audience: Heartland Payroll is built for Medium Business and Small Business, while CheckMark Payroll targets Large Enterprises and Medium Business.
  • User satisfaction: Heartland Payroll scores higher with a 4.6-star average.
  • Deployment: Heartland Payroll supports SaaS/Web/Cloud; CheckMark Payroll supports SaaS/Web/Cloud.

Heartland Payroll vs CheckMark Payroll — find the better fit before you commit.

01

Which tool fits your team best

02

Which is actually cheaper for your team size

03

Where each product wins, per real buyers

Most Payroll Software tools look identical on paper. This comparison cuts to the differences that matter — pricing structure, team fit, and what real buyers found after signing up.

Heartland Payroll - Payroll Software
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CheckMark Payroll - Payroll Software
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Heartland Payroll vs CheckMark Payroll: Biggest differences

Start here before you go deeper into features.

Heartland Payroll

Best for small to mid-sized businesses needing streamlined payroll with strong support.

Choose if
  • You run a retail, hospitality, or healthcare business with 20-500 employees.
  • You want automated tax filings and integrated payment processing to reduce manual work.
  • You value responsive, knowledgeable payroll specialists for personalized customer support.
Consider alternatives if
  • Your company is a large enterprise with complex payroll needs requiring high customization.
  • You need a highly customizable payroll entry and reporting system beyond standard options.

CheckMark Payroll

Best for

Large Enterprises, Medium Business, Small Business

Heartland Payroll typically suits Medium Business and Small Business. CheckMark Payroll tends to fit Large Enterprises and Medium Business better. The right choice depends on your team size, workflow, and whether a free trial matters.

Description

Heartland Payroll is a payroll management software for small and medium sized companies. It handles all your payroll processing requirements such as bi-weekly, monthly or yearly paychecks, ... Read More about Heartland Payroll

CheckMark Payroll is a desktop payroll application for small business owners who want to run payroll in-house without outsourcing. It handles check printing, W-2 generation, and federal tax ... Read More about CheckMark Payroll

Entry Level Pricing

  • Not Available
  • Starts from $449

Free Trial Availability

  • No free trial

SpotScore

What's this? ↗

8.7/10

8.2/10

User Ratings

Based on verified Spotsaas reviews

4.61

(118)

4.17

(6)

Best Company Size

20-50 employees51-500 employees
—
Get pricing help
Get pricing help

Where each option fits best

See where each product is strongest, which teams it fits, and what causes buyers to keep looking — before you commit.

Based on buyer reviews and verified product data collected by Spotsaas.

Strengths

Key strengths

Heartland Payroll

  • Integrated Payments & Payroll: Combines payroll with Heartland's payment processing, simplifying employee compensation and business transactions.
  • Compliance & Tax Filing: Automates federal, state, and local tax filings, helping reduce compliance risks and administrative workload.
  • User-Friendly Platform: Designed to simplify payroll with easy-to-use dashboards, direct deposit options, and responsive customer support.
Best fit

Best fit

Heartland Payroll

  • 20–500 employees
  • Retail, hospitality, healthcare, manufacturing, and small to mid-sized businesses
  • Payroll Managers, HR Directors, Finance Officers, Business Owners, and Operations Managers
Watchouts

Reasons buyers look elsewhere

Heartland Payroll

  • Businesses seeking deeper integration between payment processing and payroll may explore other all-in-one providers.
  • Companies requiring advanced HR management, benefits administration, or time tracking may consider broader HCM platforms.
  • Firms with multi-state or complex compliance needs might look for payroll solutions specializing in regulatory support.

Software Demo

Demo

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Step 1 of 4

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How do Heartland Payroll and CheckMark Payroll Compare on Features?

Total Features

12 Features

8 Features

Unique Features

No unique features

No unique features

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Compare Heartland Payroll and CheckMark Payroll on pricing

Review starting price, plan structure, and free-trial access side by side so you can see which option fits your budget and buying process.

Pricing Option

      Starting From

      • Not Available
      • $449

      Pricing Plans

      • Not Available
      • Not Available

      Pricing Page

      Pricing information not available

      CheckMark Payroll pricing

      Heartland Payroll vs CheckMark Payroll: Other Details

      Organization Types supported

      • Freelancers
      • Large Enterprises
      • Medium Business
      • Small Business
      • Individuals
      • Freelancers
      • Large Enterprises
      • Medium Business
      • Small Business
      • Individuals

      Platforms Supported

      • Browser Based (Cloud)
      • Mobile - Android
      • Mobile - iOS
      • Installed - Windows
      • Installed - Mac
      • Browser Based (Cloud)
      • Browser Based (Cloud)
      • Mobile - Android
      • Mobile - iOS
      • Installed - Windows
      • Installed - Mac
      • Browser Based (Cloud)

      Modes of support

      • 24/7 (Live rep)
      • Business Hours
      • Online
      • 24/7 (Live rep)
      • Business Hours
      • Online

      API Support

      • Not Available
      • Not Available
      Get help choosing
      Get help choosing

      Heartland Payroll vs CheckMark Payroll Security & Compliance

      Certifications, data handling, and security controls for IT and compliance evaluators.

      SOC 2

      —
      ✓ Yes

      HIPAA

      ✗ No
      ✗ No

      Data Encryption

      —
      ✓ Yes

      Data Residency

      🇺🇸 US
      —

      Heartland Payroll User Reviews & Rating Comparison

      User Ratings

      Rating Distribution

      98

      11

      6

      2

      3

      3

      3

      0

      0

      0

      Spotsaas Editor’s POV generated by AI

      Buyer sentiment

      Users appreciate the user-friendly platform and strong customer service but note onboarding challenges and portal access issues.

      What buyers like

      • Ease of use
      • Customer support quality
      • Automation of tax filings

      Common complaints

      • Onboarding process
      • Portal accessibility problems

      Buyer sentiment

      Buyer sentiment is positive across 6 reviews, with strong overall satisfaction.

      What buyers like

      • Offers multiple check printing formats so businesses can customize how employee paychecks are printed.
      • The ability to print paychecks, reports, and federal tax forms directly from your own printer gives businesses full control over payroll operations without relying on third parties.
      • Reduces the administrative burden of payroll processing, making it suited for small to mid-sized businesses.

      Common complaints

      • The product focuses primarily on check printing and payroll processing, and may not include broader HR functionalities like onboarding, time tracking, or benefits administration.
      • Some functions, such as data entry or record updates, may require manual intervention, which can be time-consuming and prone to user error.
      • The product description suggests a desktop-based system, which may lack modern cloud features like remote access, automatic updates, or mobile support.

      Pros and Cons

      • Intuitive self-service portal with easy payroll entry and custom reporting

      • Responsive and knowledgeable dedicated payroll specialists

      • Automated tax filings and payroll calculations reducing manual work

      • Disorganized and manual onboarding process causing errors

      • High turnover of payroll representatives affecting service continuity

      • Multiple check printing options enhance flexibility.

      • User-friendly interface simplifies payroll tasks.

      • Affordable pricing makes it accessible for SMBs.

      • Limited online features may hinder some users.

      • Basic customer support may not meet all needs.

      Positive Reviews

      No reviews available for the product

      No reviews available for the product

      Negative Reviews

      No reviews available for the product

      No reviews available for the product

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      Media and Screenshots

      Videos

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      2 Videos

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      1 Videos

      Top Alternatives to Heartland Payroll and CheckMark Payroll in 2026

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      Disclaimer: This research has been collated from a variety of authoritative sources. We welcome your feedback at [email protected].

      Frequently asked questions

      Which is better, Heartland Payroll or CheckMark Payroll?
      Heartland Payroll edges out the other on user ratings (4.6 vs 4.2). That said, the best pick depends on your use case, so use the comparison tables above to evaluate each dimension.
      Do Heartland Payroll and CheckMark Payroll offer a free trial?
      CheckMark Payroll offers a free trial. Heartland Payroll does not.
      What is the starting price of Heartland Payroll vs CheckMark Payroll?
      Heartland Payroll starts at Contact for pricing. CheckMark Payroll starts at $449.
      What are the top alternatives to Heartland Payroll?
      Top alternatives to Heartland Payroll include QuickBooks Payroll, OnPay, Square Payroll, Patriot Payroll, SurePayroll.
      What are the top alternatives to CheckMark Payroll?
      Top alternatives to CheckMark Payroll include Heartland Payroll, OnPay, Square Payroll, Microkeeper, APS Payroll.