CheckWriters Payroll
CheckWriters Payroll (Checkwriters Inc.) is a US-based, privately held cloud payroll and HR software provider selling subscription-based payroll, attendance, onboarding, compliance, and benefits tools to small and medium businesses, schools, and nonprofits, differentiated by concierge onboarding and in-house human support.
- Company typePrivate
- Founded1989
- HeadquartersWest Springfield, United States
- Headcount101–250
- GTM typeB2B
- OfferingSoftware
What CheckWriters Payroll does
CheckWriters Payroll (legal entity: Checkwriters Inc.) is a privately held US payroll and human resources technology company headquartered in West Springfield, Massachusetts, founded in 1989 and employing 101-250 people. It operates a cloud-based payroll and HR platform delivered via web and mobile applications (iOS and Android), with core products spanning payroll processing, time and attendance, applicant tracking and background screening, paperless onboarding, tracking and compliance, reporting and analytics, performance reviews and management, and benefits administration. The company supplements its software with a Tax and Compliance function that monitors state and federal regulatory developments.
The platform is sold on a recurring subscription basis under quote-based pricing (not publicly disclosed), with revenue classified as subscription-recurring. Go-to-market is sales-led and consultative: a direct field-sales team works with inside-sales phone support, and customer acquisition is pushed through a network of marketing channels including a podcast (Checkwriters Interviews), a blog, YouTube, LinkedIn, and structured comparison content against ADP, Paychex, Paylocity, Paycom, Gusto, and BambooHR.
The customer base is segmented horizontally across small and medium businesses and vertically specialized for schools, nonprofits, and franchise operations; named customers include a Dunkin' franchisee and the Sisters of Notre Dame de Namur. Competitive positioning is built on a concierge-style onboarding experience, direct human support staff located at the Massachusetts headquarters (rather than outsourced call centers), and a growing third-party integration ecosystem that allows customers to retain existing software tools. Operations are domestic-only with no disclosed international footprint.
CheckWriters Payroll firmographics
Firmographics- Name
- CheckWriters Payroll
- Legal name
- Checkwriters Inc.
- Website
- https://checkwriterspayroll.com
- Company type
- Private
- Founded year
- 1989
- Operating status
- Operating
- Headcount range
- 101–250 employees
- Short description
- CheckWriters Payroll (Checkwriters Inc.) is a US-based, privately held cloud payroll and HR software provider selling subscription-based payroll, attendance, onboarding, compliance, and benefits tools to small and medium businesses, schools, and nonprofits, differentiated by concierge onboarding and in-house human support.
- Ownership category
- akta.pro rank
CheckWriters Payroll industry classification
Industry- Product category
- Payroll and HR Software
- NAICS
- Payroll Services (541214), Accounting, Tax Preparation, Bookkeeping, and Payroll Services (5412)
- akta.pro primary industry
- Payroll Audit, Reconciliation & Payroll Controls (BPACAIAJ)
Keywords
Where CheckWriters Payroll is headquartered
LocationHeadquarters
- HQ city
- West Springfield
- HQ country
- United States
- HQ region
- North America
Offices1 record
Markets served
CheckWriters Payroll business model
Business model- GTM type
- B2B
- Offering type
- Software
- Cost components
- Personnel, Technology or R&D, Marketing or Sales, Operations, Infrastructure
Revenue model
- Payroll and HR Software Subscription: Subscription-based payroll and HR software services providing ongoing access to the platform, payroll processing, tax filing, compliance tools, and HR management features. The model includes concierge onboarding and ongoing support.
Pricing tiers
| Model | Billing | Price |
|---|---|---|
| Subscription | Monthly | Custom quote-based pricing |
Go-to-market motion1 record
Distribution channels4 records
Marketing channels6 records
CheckWriters Payroll product offering
Product offeringCore offering
CheckWriters is a Massachusetts-based payroll and HR technology company that sells a cloud-based platform covering payroll processing, tax filing, time and attendance, applicant tracking and background screening, paperless onboarding, performance reviews, benefits administration, reporting and analytics, and compliance management. The platform is delivered as a subscription service to small and medium-sized businesses, schools, and nonprofits, supported by concierge-level onboarding and direct human client support.
Product overview
Checkwriters is a unified payroll and HR platform that offers a comprehensive suite of interconnected modules. The core products include Payroll and Attendance, supplemented by additional modules for the complete employee lifecycle: Applicant Tracking & Background Screening, Onboarding, Tracking & Compliance, Reporting & Analytics, Performance Reviews & Management, and Benefits. The platform also offers industry-specific solutions for schools, nonprofits, small businesses, and medium businesses. Users can access the system via desktop and mobile applications (iOS and Android). The platform emphasizes integration capabilities to work alongside existing business tools.
Differentiator
Problem solved
Functional benefit
Products and services
- Payroll Core payroll processing platform that handles payroll runs, tax filing, and compliance with state and federal regulations for employers.
- Attendance Built-in time and attendance tracking system integrated with the payroll platform for workforce hours management.
- Applicant Tracking & Background Screening Recruiting and hiring solution that includes applicant tracking and background screening for employers.
- Onboarding Paperless onboarding and HR tools that streamline the employee onboarding experience for new hires.
- Tracking & Compliance Tracking and compliance management module that helps employers adhere to workforce regulatory requirements.
- Reporting & Analytics Reporting and analytics module that provides data-driven workforce insights for employers.
- Performance Reviews & Management Performance review and management system for conducting employee evaluations and managing performance.
- Benefits Benefits management module for administering employee benefits programs.
- Checkwriters Mobile App (ESS) Mobile application (iOS and Android) that allows employees to access payroll and HR services on-the-go, serving as the employee self-service (ESS) portal.
Quantifiable outcome
- Seamless and smooth transition from national providers
- +1 more outcomes
Companies that use CheckWriters Payroll
Customer profileNamed customers3 records
Segments4 records
Ideal customer profiles4 records
CheckWriters Payroll technology and API
TechnologyTechnology focussed Yes
API detail
- Has API
- No
- API docs
- API detail
Core technology
AI maturity
App detail
Integration1 record
Feature4 records
CheckWriters Payroll partnerships and signals
Strategic signalScale indicators1 record
Recent moves4 records
Expansion highlights4 records
CheckWriters Payroll competitors and assessment
Company assessmentDirect peers
- Paylocity: Paylocity is a cloud-based payroll and HR software provider focused on mid-market employers, offering payroll, talent management, benefits, and workforce management. Checkwriters explicitly compares itself against Paylocity, indicating direct competitive overlap in mid-market payroll software.
- Paycom: Paycom provides cloud-based payroll and HR software with a single-database architecture and employee self-service focus. It is named in Checkwriters' comparison content as a competitor, serving similar SMB-to-mid-market segments.
- Gusto: Gusto is a modern, SMB-focused payroll, benefits, and HR platform with a strong product-led GTM and consumer-grade UX. Checkwriters runs multiple comparison pages against Gusto, reflecting direct competition for the SMB payroll buyer.
- SurePayroll: SurePayroll is a Paychex-owned online payroll service focused on small businesses. It is a direct competitor in the SMB payroll segment, offering tax filing, time tracking, and HR add-ons similar to Checkwriters' platform.
- Paychex: Paychex is one of the largest US payroll and HR solutions providers for SMBs, offering payroll processing, HR, benefits, and retirement services. It is explicitly named by Checkwriters as a primary competitor and targets the same SMB and mid-market segments with subscription-based payroll.
Broad incumbents
- ADP (Automatic Data Processing): ADP is the dominant incumbent in US payroll with RUN, Workforce Now, and other SMB-to-enterprise tiers. It is a named competitor across Checkwriters' comparison content and serves the same customer base with a broader portfolio including tax, benefits, and time.
Emerging players
- Justworks: Justworks is a PEO-style payroll, benefits, and HR platform targeting SMBs and startups. While not named in Checkwriters' content, it competes for the same SMB payroll buyer seeking a higher-touch, more modern experience than ADP or Paychex.
- OnPay: OnPay is a cloud payroll and HR services provider for small businesses, including a vertical specialization in nonprofits and churches that overlaps with Checkwriters' nonprofit segment.
- BambooHR: BambooHR offers cloud-based HR software for SMBs with growing payroll and time-tracking capabilities. Named in Checkwriters' comparison content (e.g., Gusto vs. BambooHR vs. Checkwriters), it overlaps in HR-centric features and the SMB buyer persona.
- Rippling: Rippling unifies HR, payroll, IT, and finance in a single platform for SMB and mid-market customers. Its modern, automation-heavy product poses an emerging competitive threat to Checkwriters' premium-service positioning, particularly with growth-stage SMBs.
Market position
Strengths5 records
Weaknesses5 records
Competitive moat4 records
Key risks6 records
Key highlights6 records
Customer concentration
CheckWriters Payroll social profiles
Digital presenceCheckWriters Payroll financial estimates
Financial estimateRevenue estimate
Valuation estimate
CheckWriters Payroll leadership team
Management profileNumber of profiles
Profiles1 record
CheckWriters Payroll funding detail
Funding detailFunding overview
Funding rounds
Investors
Funding detail is available on the Subscription and Enterprise plan.Contact sales →
CheckWriters Payroll M&A and investment
M&A and investmentM&A
Investments
M&A and investment is available on the Subscription and Enterprise plan.Contact sales →
Frequently asked questions about CheckWriters Payroll
What does CheckWriters Payroll do?
CheckWriters is a Massachusetts-based payroll and HR technology company that sells a cloud-based platform covering payroll processing, tax filing, time and attendance, applicant tracking and background screening, paperless onboarding, performance reviews, benefits administration, reporting and analytics, and compliance management. The platform is delivered as a subscription service to small and medium-sized businesses, schools, and nonprofits, supported by concierge-level onboarding and direct human client support.
Is CheckWriters Payroll a public or private company?
CheckWriters Payroll is a private company. It is classified as founder individual operated bootstrapped and is currently operating.
When was CheckWriters Payroll founded?
CheckWriters Payroll was founded in 1989. It employs 101 to 250 people.
Where is CheckWriters Payroll based?
CheckWriters Payroll is headquartered in West Springfield, United States, in the North America region.
How does CheckWriters Payroll make money?
One revenue line is on record: payroll and HR Software Subscription.
Who are CheckWriters Payroll's main competitors?
Direct peers on record are Paylocity, Paycom, Gusto, SurePayroll and Paychex. ADP (Automatic Data Processing) is listed as a broad incumbent. Emerging players are Justworks, OnPay, BambooHR and Rippling.
Does CheckWriters Payroll have an API?
No public API is recorded for CheckWriters Payroll.
What industry is CheckWriters Payroll in?
CheckWriters Payroll's product category is Payroll and HR Software. Its primary akta.pro industry code is BPACAIAJ, Payroll Audit, Reconciliation & Payroll Controls. Its NAICS code is 541214.