The Paycast Network

The Paycast Network

The Paycast Network exists to educate, inform, and unite professionals while elevating the Payments and Fintech industry to a new standard of quality and expectation.

  1. 1d ago ·  Bonus

    MWAA 2026 Ep 10: Kevin O'Connell | Dejavoo Omnichannel & POS Expansion

    In this episode of our Paycast Network series live from Chicago, Kevin O'Connell from Dejavoo returns to the set to discuss the rapid expansion of Dejavoo's hardware and software ecosystem. Kevin highlights Dejavoo's latest integration with Beed, bringing crypto, Bitcoin, Klarna, PayPal, and Venmo straight to P Series terminals. He explains how Dejavoo balances robust features with simple merchant experiences, dives into the massive growth of Dejavoo Pay Pro with direct DoorDash, Uber Eats, and Grubhub integrations, and discusses the untapped opportunities in unattended payment terminals. Plus, stick around to hear Kevin put on a masterclass in the Sell the Duck challenge with a clever charity twist. In this episode, we cover: Why hands-on trade show demos drive adoption for new terminal lines. Expanding payment options with Beed crypto, PayPal, Venmo, and Klarna integrations. Software updates across Enroll & Pay, Blocko, and Microsoft Dynamics CRM. How Dejavoo simplifies omnichannel payments through Cloud POS and iPOS Pay. Dejavoo Pay Pro growth, KDS features, and Android table mapping. Tapping into the multi-billion dollar unattended payment terminal market. Kevin O'Connell's charity edition Sell the Duck challenge pitch. Sponsored by Cutter Curious about the true value of your payment processing residual portfolio? Whether you are looking to retire, reinvest in your business, or secure liquidity, Cutter purchases residual portfolios from agents and ISOs with no obligations, no new business requirements, and no lock in contracts. Find out what a full or partial residual sale could do for your business today: https://cutterfinancial.com/paycastnetwork/ If you are enjoying our MWAA coverage, follow the show on Spotify, leave us a rating, and share this episode with fellow payments professionals!

    MWAA 2026 Ep 10: Kevin O'Connell | Dejavoo Omnichannel & POS Expansion

  2. 2d ago ·  Bonus

    MWAA 2026 Ep 9: Melissia Fernander | Empowering Women in Fintech

    In this episode of our Paycast Network series live from Chicago, Melissia Fernander, Vice President of Business Development and Corporate Development at PayTech Women, joins us to discuss the organization's 21 year legacy of empowering women across payments and fintech. Melissia shares how PayTech Women drives education, advocacy, and mentorship for over 6,000 members across the United States and Canada. She breaks down the impact of their 20 local chapters, details for the upcoming Annual Leadership Summit in Atlanta, and why male allyship is becoming a vital part of supporting women in executive leadership. Plus, stick around for a lively Chicago history trivia round covering local architecture, the 1893 World's Fair, and city founder Jean Baptiste Point du Sable. In this episode, we cover: The 21 year origin story and evolving mission of PayTech Women. How PayTech Women supports 6,000 members through mentorship, education, and networking. Local chapter growth across 17 US cities and 3 Canadian regions. Details for the upcoming Annual Leadership Summit in Atlanta. The critical role of male allies and Gen X advocates in fintech. Chicago history trivia covering the 1893 Ferris Wheel and Jean Baptiste Point du Sable. Sponsored by CutterCurious about the true value of your payment processing residual portfolio? Whether you are looking to retire, reinvest in your business, or secure liquidity, Cutter purchases residual portfolios from agents and ISOs with no obligations, no new business requirements, and no lock in contracts. Find out what a full or partial residual sale could do for your business today: https://cutterfinancial.com/paycastnetwork/ If you are enjoying our MWAA coverage, follow the show on Spotify, leave us a rating, and share this episode with fellow payments professionals!

    MWAA 2026 Ep 9: Melissia Fernander | Empowering Women in Fintech

  3. 6d ago

    Slashed Churn to 1%: Card-Linked Loyalty with Brian Booth (Enroll & Pay)

    In this episode of The Paycast Network, we sit down with Brian Booth, Founder & CEO of Enroll & Pay, to explore the power of card-linked loyalty in the payments and fintech space. Discover how turning standard credit card transactions into frictionless loyalty experiences helps local merchants drive repeat business, gather invaluable customer data, and help ISOs drop merchant churn from 25% down to just 1%. Brian shares the journey of Enroll & Pay from early hardware prototypes to embedded POS software, and explains how AI and transaction data are reshaping customer retention. Key Takeaways: Card-Linked Loyalty Explained: How Enroll & Pay turns Visa, Mastercard, and Amex cards into instant loyalty cards right at the payment terminal. Evolution of POS Software: Moving from bulky standalone tablets to seamless DejaVoo P-Line hardware integration. Why "Retention is the New Revenue": Why ISOs need value-added services beyond price competition to secure long-term merchant relationships. Cutting Churn to 1%: How embedded loyalty software creates long-term value for merchants and increases portfolio stability. AI & Small Business Data: How everyday SMBs can leverage customer transaction insights to build high-converting automated campaigns. Episode Timestamps: 00:00 – Welcome to The Paycast Network 00:48 – Loyalty Trivia: Green Stamps to Modern Clubcards 02:00 – What is Enroll & Pay? 03:22 – Hardware Evolution: Tablets to Embedded POS Integration 06:00 – Differentiating Your Offering in a Commodity Market 07:45 – "Retention is the New Revenue" & Slashing Churn 10:15 – Real-World Success Stories Across Unconventional Industries 12:00 – Unlocking the Power of AI and Customer Data for SMBs 14:50 – How ISOs Can Partner with Enroll & Pay Connect & Resources: Enroll & Pay: https://enrollandpay.com Connect with Brian Booth on LinkedIn: Brian Booth ISO Contact: Email Dana Dahms at dana@enrollandpay.com Enjoying the podcast? Follow The Paycast Network on Spotify and leave a 5-star rating to help others find the show!

    Slashed Churn to 1%: Card-Linked Loyalty with Brian Booth (Enroll & Pay)

  4. Aug 12 ·  Bonus

    MWAA 2026 Ep 8: Steven Morris and Jason Isidore on Board Ops & Networking

    In this episode of our Paycast Network series live from Chicago, Paycast favorites Steven Morris (MWAA Board Member) and Jason Isidore stop by the booth for an insider look at MWAA 2026. Steven shares what goes into planning and executing a major payments trade show, reflecting on the success of the MLS Forum, panel dynamics, and how MWAA's intimate layout creates the ideal environment for high quality networking. Later in the episode, the team discusses the viral growth of the Sell the Duck challenge, leading into an unscripted, high stakes pitch where Steven attempts to sell Jason the exclusive Black Edition Duck for $1,999.99. In this episode, we cover: Behind the scenes of planning MWAA 2026 and conference logistics. MLS Forum panel dynamics and key session takeaways. Why MWAA's floor layout fosters better networking for first time attendees. The viral evolution of the Sell the Duck challenge across the industry. The unscripted Black Edition Duck sales pitch between Steven Morris and Jason Isidore. Sponsored by Cutter Curious about the true value of your payment processing residual portfolio? Whether you are looking to retire, reinvest in your business, or secure liquidity, Cutter purchases residual portfolios from agents and ISOs with no obligations, no new business requirements, and no lock in contracts. Find out what a full or partial residual sale could do for your business today: https://cutterfinancial.com/paycastnetwork/ If you are enjoying our MWAA coverage, follow the show on Spotify, leave us a rating, and share this episode with fellow payments professionals!

    MWAA 2026 Ep 8: Steven Morris and Jason Isidore on Board Ops & Networking

  5. Aug 11 ·  Bonus

    MWAA 2026 Ep 7: Stephen McIver and Johnathon Kiriakos on Merchant Perks & Point Rewards

    In this episode of our Paycast Network series live from Chicago, Stephen McIver and Johnathon Kiriakos from Loyalty Merchant Rewards (LMR) join us to discuss how ISOs and sales agents can break free from the traditional credit card processing rate race to the bottom. Stephen and John explain how offering volume based merchant rewards flips the script on standard cash discounting and margin cutting. By earning points directly through their processing volume, merchants can redeem rewards for Disneyland trips, Pebble Beach golf getaways, iPhones, and gift cards, turning merchant processing into a perk instead of a cost. Plus, stick around to hear John take on our famous Sell the Duck sales challenge. In this episode, we cover: Why credit card processing fee cutting has become a race to the bottom. How Loyalty Merchant Rewards lets ISOs offer real value through point programs. How merchants earn points toward Disneyland trips, golf getaways, and tech. Winning cash discount accounts by pitching rewards instead of lower rates. The Sell the Duck sales pitch challenge with Johnathon Kyriakos. Curious about the true value of your payment processing residual portfolio? Whether you are looking to retire, reinvest in your business, or secure liquidity, Cutter purchases residual portfolios from agents and ISOs with no obligations, no new business requirements, and no lock in contracts. Find out what a full or partial residual sale could do for your business today: https://cutterfinancial.com/paycastnetwork/ If you are enjoying our MWAA coverage, follow the show on Spotify, leave us a rating, and share this episode with fellow payments professionals! Sponsored by Cutter

    MWAA 2026 Ep 7: Stephen McIver and Johnathon Kiriakos on Merchant Perks & Point Rewards

  6. Aug 5 ·  Bonus

    MWAA 2026 Ep 6: 27 Years in Payments, Y2K Fraud Stories & Going Independent

    In this episode of our Paycast Network series live from Chicago, 27 year payments industry veteran Jennifer Ashby joins us to share lessons learned from nearly three decades in merchant processing. Jennifer takes us back to 1999 during the Y2K panic, preparing merchants with manual imprinters and Verifone Omni 3200 terminals. She breaks down wild real world fraud schemes, including a $10,000 cowboy boot scam and a $30,000 scuba gear chargeback. Jennifer also discusses how chip card technology and prompt security features protect merchants today, why she took the leap to go independent after 25 years in corporate, and finishes with a Chicago origin trivia challenge. In this episode, we cover: Preparing merchants for Y2K in 1999 with manual imprinters and early terminals. Uncovering wild fraud schemes and chargeback horror stories. How EMV chips and last four digit security prompts prevent modern card fraud. Leaving a 25 year corporate role to build an independent merchant portfolio. Discovering the Native American origin of the word Chicago. Curious about the true value of your payment processing residual portfolio? Whether you are looking to retire, reinvest in your business, or secure liquidity, Cutter purchases residual portfolios from agents and ISOs with no obligations, no new business requirements, and no lock in contracts. Find out what a full or partial residual sale could do for your business today: https://cutterfinancial.com/paycastnetwork/ If you are enjoying our MWAA coverage, follow the show on Spotify, leave us a rating, and share this episode with fellow payments professionals! Sponsored by Cutter

    MWAA 2026 Ep 6: 27 Years in Payments, Y2K Fraud Stories & Going Independent

  7. Aug 4 ·  Bonus

    MWAA 2026 Ep 5: Greta POS on FSMA 204 Traceability, Digital Shelf Tags & Grocery Tech

    In this episode of our Paycast Network series live from Chicago, we sit down with Ben and Jordan from Greta Point of Sale to discuss how specialized vertical software is replacing standard payment processing in niche markets. Ben and Jordan break down how Greta POS serves grocery stores, meat markets, delis, and bakeries by going far beyond basic payment acceptance. They explain the upcoming FSMA 204 food traceability regulations, USDA certified scale integration, and how automated digital shelf tags save store owners massive labor costs. Plus, stick around to hear Ben attempt our famous Sell the Duck sales challenge. In this episode, we cover: Why the payments industry is shifting toward deep vertical specialization. FSMA 204 regulations and food traceability requirements for food merchants. How integrated scales and digital shelf tags automate pricing across physical stores. Eliminating labor inefficiencies in retail grocery environments. The Sell the Duck sales pitch challenge. Curious about the true value of your payment processing residual portfolio? Whether you are looking to retire, reinvest in your business, or secure liquidity, Cutter purchases residual portfolios from agents and ISOs with no obligations, no new business requirements, and no lock in contracts. Find out what a full or partial residual sale could do for your business today: https://cutterfinancial.com/paycastnetwork/ If you are enjoying our MWAA coverage, follow the show on Spotify, leave us a rating, and share this episode with fellow payments professionals! Sponsored by Cutter

    MWAA 2026 Ep 5: Greta POS on FSMA 204 Traceability, Digital Shelf Tags & Grocery Tech

  8. Aug 4 ·  Bonus

    MWAA 2026 Ep 4: Neighborhood Payments on POS Tech, AI and Generational Mentorship

    In this episode of our Paycast Network series live from Chicago, we sit down with local industry professionals Lucio Viezca and Joe Ayala from Neighborhood Payments. Lucio reflects on nearly two decades in merchant services, covering the evolution from traditional terminal processing to complex, integrated POS systems. Joe shares what it is like navigating his first three years in payments, leveraging new AI software, and growing a team of sub agents. Together, they discuss the power of cross generational mentorship, securing capital to compete with big tech, and the importance of continuous learning in an ever changing industry. In this episode, we cover: How MWAA has grown and expanded over the last decade in Chicago. Major industry shifts including cash discounting, EMV chips, and integrated point of sale software. How new agents can leverage AI and veteran mentorship to scale their business. Strategies for recruiting sub agents and securing capital to stand out against big tech competition. Testing Chicago history knowledge with a famous Great Chicago Fire myth. Sponsored by Cutter Curious about the true value of your payment processing residual portfolio? Whether you are looking to retire, reinvest in your business, or secure liquidity, Cutter purchases residual portfolios from agents and ISOs with no obligations, no new business requirements, and no lock in contracts. Find out what a full or partial residual sale could do for your business today: https://cutterfinancial.com/paycastnetwork/ If you are enjoying our MWAA coverage, follow the show on Spotify, leave us a rating, and share this episode with fellow payments professionals!

    MWAA 2026 Ep 4: Neighborhood Payments on POS Tech, AI and Generational Mentorship
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About

The Paycast Network exists to educate, inform, and unite professionals while elevating the Payments and Fintech industry to a new standard of quality and expectation.

Information

  • Creator
    The Paycast Network
  • Years Active
    2025 - 2026
  • Episodes
    77
  • Rating
    Clean
  • Copyright
    © The Paycast Network
  • Show Website
    The Paycast Network