Check Mate by Checkissuing

Mark Greenspan
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Check Mate by Checkissuing Mark Greenspan is the founder of Checkissuing LLC and a payments and operations specialist. After graduating from Arizona State University with a degree in Business Finance, he joined early internet startup CWIE as its sixth employee, later co-founding Secured Servers and WebmasterChecks—Secured Servers ultimately became a division of phoenixNAP.

Episodes

  1. Episode 5: Payment Lockbox Explained: How Lockbox Services Speed Up Accounts Receivable

    MAR 7

    Episode 5: Payment Lockbox Explained: How Lockbox Services Speed Up Accounts Receivable

    How do payment lockboxes work, and why do so many businesses rely on lockbox services to process incoming payments? In this episode, we break down the payment lockbox process step-by-step and explain how businesses streamline accounts receivable, process mailed checks faster, and improve cash flow. Lockbox processing allows companies to outsource check handling to secure facilities that scan payments, capture remittance data, and deposit funds quickly — often the same day. If your organization receives a high volume of mailed checks, lockbox services can significantly reduce manual processing, improve reconciliation accuracy, and accelerate deposits. In this episode, we discuss: • What a payment lockbox is • How lockbox processing works step-by-step • Retail vs. wholesale lockbox services • Why businesses outsource accounts receivable processing • How lockboxes improve cash flow and reduce manual workload • Security, fraud prevention, and compliance in lockbox operations • The role of lockboxes in an increasingly digital payment environment Whether you're in finance, accounting, treasury, or operations, understanding how payment lockboxes  work can help your organization process incoming payments more efficiently and maintain better cash flow visibility. If you're exploring ways to streamline incoming payments, lockbox banking services and lockbox payment processing can help automate check handling, accelerate deposits, and improve accounts receivable efficiency. Learn how CheckIssuing supports businesses with secure lockbox processing solutions here Contact us or schedule a consultation here. #lockbox #lockboxservices #lockboxpaymentprocessing #lockboxbankingservices #checkissuing

    7 min
  2. Episode 4 - Rebate Strategy for Businesses: Mail-In vs Instant vs Online Rebates Explained

    FEB 6

    Episode 4 - Rebate Strategy for Businesses: Mail-In vs Instant vs Online Rebates Explained

    What is a rebate from a business perspective — and how do you choose the right type without hurting margins or customer trust? In this episode, Mark Greenspan from Checkmate breaks down how rebates actually work behind the scenes and why the type of rebate often matters more than the dollar amount. This isn’t a consumer explainer — it’s a practical guide for business owners, operators, and pricing leaders who want to use rebates to drive sales while protecting cash flow, accounting, and brand experience. We cover: - The real difference between a rebate vs a discount - Mail-in rebates — why businesses use them and when they backfire - Instant rebates — the hidden cost of “simplicity” - Online rebates — why they’ve become the modern default - How rebate friction affects redemption, margins, and trust - The danger of relying on breakage as a strategy - How rebates impact cash flow, accounting timing, and operations - What to consider before launching any rebate program Rebates are not set-and-forget promotions. They require fulfillment, tracking, customer support, and clear communication. A poorly designed rebate can cost more in brand damage than it saves in margin — while a well-designed program can move volume without cutting price integrity. If you’ve ever wondered whether rebates are worth it — or why some rebate programs work while others create frustration — this episode will help you think about rebates the way businesses actually should. This is Mark from Checkmate. If this helped, share it with another operator thinking about pricing, promotions, or incentives. And if you want to go deeper into how rebate processing, payments, and fulfillment work behind the scenes, that’s what we focus on here. 🔗 Learn more about rebate management and fulfillment: https://www.checkissuing.com/rebate-processing-company-services/

    6 min

  3. 12/15/2025

    Episode 3 - Positive Pay: The Most Underrated Tool in Fraud Prevention

    In this episode of Check Mate, Mark Greenspan breaks down Positive Pay, one of the most effective tools businesses can use to prevent check fraud. While it may not be flashy, Positive Pay quietly shifts liability, stops fraudulent checks before they clear, and can even save companies money on stop-payment fees. Mark explains how standard Positive Pay works, how Payee Positive Pay adds an extra layer of protection, and why formatting precision matters more than most businesses realize. If your company issues checks, this is essential listening. Whether you’re issuing 10 checks a month or 10,000, understanding Positive Pay is critical to protecting your business. Learn more here. Many businesses pair Positive Pay with ACH payments to further reduce fraud exposure.

    4 min

  4. 11/26/2025

    Episode 2 - How Paper Checks Became Digital: The Hidden Story Behind Check 21 & eChecks

    How did we go from flying bags of paper checks around the country… to depositing them with a smartphone… to sending ⁠eChecks ⁠by email? In today’s episode, Mark takes us back to a moment in financial history that most people never realized shaped the modern payments world. Before mobile banking, before instant transfers, before digital checks, our entire U.S. banking system relied on one fragile assumption: Checks had to move as paper. Mark breaks down how that system worked, why it was so vulnerable, and the pivotal moments that pushed the industry into the digital era. From the ripple effects of 9/11 to the passage of Check 21 to the rise of mobile deposit, this episode maps out the major milestones that ultimately made eChecks possible. Learn more about our eCheck service ⁠⁠here⁠⁠. Or set up an appointment with the team ⁠here⁠.

    4 min

  5. 11/19/2025

    Episode 1 - The Check Is Not in the Mail: The Case for eChecks

    In this episode of The Pen, host Mark Greenspan breaks down why more and more businesses are ditching paper checks and adopting eChecks — fully digital checks that move through the banking system just like traditional ones, but without the paper, postage, or delay. In this episode, Mark explains how the typical paper-check workflow creates unnecessary cost, friction, and risk for businesses and their vendors. He walks through how eChecks work, why banks accept them, and the key benefits that matter most to business owners. Learn more about our eCheck service ⁠here⁠, or set up an appointment with the team ⁠here⁠.

    5 min
  • 5 Episodes

About

Check Mate by Checkissuing Mark Greenspan is the founder of Checkissuing LLC and a payments and operations specialist. After graduating from Arizona State University with a degree in Business Finance, he joined early internet startup CWIE as its sixth employee, later co-founding Secured Servers and WebmasterChecks—Secured Servers ultimately became a division of phoenixNAP.

Information

  • Creator
    Mark Greenspan
  • Years Active
    2025 - 2026
  • Episodes
    5
  • Rating
    Clean
  • Copyright
    © Copyright 2025 All rights reserved.
  • Show Website
    Check Mate by Checkissuing