C

CPS

Automates vendor payments with Virtual Cards/ACH

Overview

CPS Payments, now part of REPAY, focuses on simplifying business payments by handling outbound payments to vendors and suppliers. Its system integrates with a company’s existing platform to automate 100% of vendor payments, using electronic methods such as Virtual Cards or ACH, regardless of the vendor’s payment acceptance. The product works by connecting to a business’s platform and processing payments automatically to pay vendors, optimizing the payment flow end-to-end. Compared with competitors, REPAY/CPS emphasizes total automation from day one and broad compatibility with vendors, supported by a vertically integrated payment solution stack and scale from a public company with multiple office locations. The overall goal is to help businesses streamline and accelerate their payment processes, reducing manual work and improving payment timing by automating outbound vendor payments.

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About CPS

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

Industries

ConsultingEnterprise Software

Company Size

11-50

Company Stage

Acquired

Total Funding

N/A

Headquarters

Atlanta, GA

Founded

2011

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Simplify's take

What believers are saying

  • August 31, 2026 leadership renewal signals growth focus after Kate Root's retirement.
  • November 5, 2026 Rapid Payments adds Venmo and PayPal for business customers.
  • September 14, 2026 Rebolt launch gives CPS instant-pay rails, stablecoin access, and partner reach.

What critics are saying

  • Kate Root retires end-2026, risking client churn during Casey Porter's first year.
  • Rebolt and Rapid Payments commoditize CPS's core processing, squeezing fees by 2027.
  • PayPal, Venmo, and bank-native competitors can disintermediate CPS if merchants bypass its platform.

What makes CPS unique

  • Chesapeake Payment Systems operates inside Chesapeake Bank, bundling payments with deposits since 1995.
  • Casey Porter brings Visa, TSYS, and REPAY experience to embedded-finance strategy.
  • Rebolt and Rapid Payments integrate real-time payouts inside bank online banking.

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Funding

Total Funding

N/A

N/A

Industry Average

Funded Over

1 Rounds

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Benefits

  • Health Insurance
  • Life Insurance
  • Employee Discounts
  • Paid Vacation
  • Wellness Program
  • Mental Health Support
  • Health Savings Account/Flexible Spending Account
  • Professional Development Budget
  • Remote Work Options

Growth & Insights and Company News

6 month growth

0%

1 year growth

-20%

2 year growth

-20%
Associated Press
Aug 31st, 2026
Casey Porter named president of Chesapeake Payment Systems, succeeding retiring Kate Root

Chesapeake Bank has appointed Casey Porter as president of Chesapeake Payment Systems, effective August 2026. He will succeed Kate Root, who plans to retire at the end of 2026. Porter brings over 25 years of leadership experience in payments and financial technology, having held positions at REPAY, Visa, TSYS, and BlueSquare. His expertise includes embedded finance, payment acceptance, and commercial strategy. Chesapeake Payment Systems, a division of Chesapeake Bank since 1995, is headquartered in Norge, Virginia. The company provides payment acceptance and processing solutions for businesses throughout Virginia and across the United States. Porter and Root will work together through 2026 to ensure a smooth leadership transition.

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