Payments Strategy Show

Rainforest

When vertical SaaS platforms hear about the success of companies like Toast or Shopify at monetizing payments, it’s tempting to think they can just integrate payments and double their revenue overnight.  The reality is a bit more complex, and a lot of SaaS companies miss out on the full revenue potential because their payments product, positioning, or pricing is a little off.  Seemingly insignificant details of the payments implementation and go-to-market strategy can have a disproportionate impact on the financial success of a payments offering. Join host Joshua Silver in conversations with SaaS leaders, investors, and industry experts to illuminate the details that actually move the needle – so you can optimize your payments offering for maximum adoption, revenue, and enterprise value. New episodes biweekly on Tuesdays!

  1. 1일 전

    How to surcharge the right way (and when to surcharge at all) with Becky Kopplin

    The most frequently asked questions about surcharging tend to focus on surcharging compliance. Compliance is important. But the first question should be “is surcharging even the right solution?”  In this episode, Rainforest VP of Payments Becky Kopplin joins host Joshua Silver to share their insights on both questions. They discussed when to consider surcharging, which problems surcharging does (and does not) solve, and – if you do decide to surcharge – how to be compliant. This conversation covers: Surcharging, convenience fees, technology fees, and discounts – exactly which fee models are subject to surcharging rules and whyHow card networks enforce surcharging rules and the consequences of non-compliance3 must-haves for compliant surcharging and how to approach eachHidden costs of surcharging and how to decide if it should be a priority for your platformOne specific use case where surcharging can significantly accelerate card adoption The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference September 9th, 2025 in San Francisco, CA https://www.vertexconference.com/ Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay

    16분
  2. 7월 24일

    Operations will make or break your payments product with Emi Keshler and Kyle Scott

    When vertical software companies transition from referral-based payment providers to an embedded solution, one of the critical challenges is bringing payments support in-house. Vertical SaaS veterans Emi Keshler and Kyle Scott joined us this week to share their experiences supporting day-to-day operations for embedded payments at vertical software companies, and how to transform payments support from cost center to revenue driver. We discussed: How support and payment operations directly contribute to payments adoption and revenueProduct gaps that create the vast majority of payments-related support tickets – and how to find and fix themWhy an internal payments advocate is essential for a profitable payments product How to move from reactive support to proactive support, and become your merchants’ trusted partnerThe hidden decision that can drive 2x revenue when vertical SaaS companies get it right The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference September 9th, 2025 in San Francisco, CA https://www.vertexconference.com/ Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay

    36분
  3. 7월 8일

    Protect your business from first-party fraud with Shanthi Shanmugam

    The chargeback exists to protect consumers. And it assumes that all consumers are good actors. But what happens when they’re not? First party fraud is increasing by 30% every year. It’s hard to detect, accounts for more than 75% of chargebacks, and costs US businesses more than $100B per year. Shanthi Shanmugam, CEO of dispute automation platform Casap, joined guest-host Brooke Smith to discuss how payment providers, ISVs, and merchants can fight first-party fraud. They covered: Why first-party fraud isn’t detected by traditional fraud toolingThe tradeoff between friction and fraud, and how ISVs can strategically insert friction to reduce first-party fraud How modern technology like first-party fraud scores can identify high-risk consumersWhy some customers file chargebacks when they’re confused – and a simple strategy to identify (and fix) the most likely causesSpecific strategies to reduce chargebacks on subscription payments The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference September 9th, 2025 in San Francisco, CA https://www.vertexconference.com/ Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay

    28분
  4. 6월 24일

    Grow payments volume and revenue by upgrading your ACH experience with Joshua Silver

    The Automated Clearing House (ACH) network moved $86 trillion in the U.S. in 2024 – more than 7x the four major card networks combined. Yet the big embedded payment providers treat ACH as an afterthought.  On this episode, Rainforest Founder and CEO Joshua Silver joins guest host Brooke Smith to discuss how software companies can drive more payments volume and revenue with ACH. They covered: Why ACH is still the backbone of U.S. money movement, and will continue to be for a whileDeep dive into the mechanics, timelines, and risk profile of ACH vs credit cardsModern tools that can reduce the risk of ACH for merchants, software platforms, and payment providersHow to monetize embedded ACH payments by selling the value of the whole solution3 ways to encourage end customers to pay online instead of mailing a check, so you can increase embedded payments utilization (and volume!) The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference September 9th, 2025 in San Francisco, CA https://www.vertexconference.com/ Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay

    23분
  5. 6월 17일

    Swallow the frog and become the system of record with Luke Sophinos

    Will AI erode vertical SaaS? How can vertical software companies win market share when enterprise customers can use AI to build their own systems? Vertical software founder, CEO, and investor Luke Sophinos joined Rainforest VP of Revenue Aaron Steinberg to discuss the future of vertical SaaS.  They covered: Why focusing on just one or two core values can help software companies build a strong teamLuke’s proven playbook for success in vertical SaaS, and how AI is changing itThe biggest mistake startups make when building AI products and what to do instead One prerequisite vertical software platforms must have before adding paymentsHow vertical SaaS companies can win their market by becoming the system of record Mentioned on this episode: Luke Sophinos: https://lukesophinos.com/ Luke’s newsletter: https://www.newsletter.lukesophinos.com/  Vertex: The Vertical Software Conference September 9th, 2025 in San Francisco, CA https://www.vertexconference.com/  Vertical Software Summit October 16th and 17th in Miami, FL https://www.verticalsaasgroup.com/vertical-software-summit  The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference September 9th, 2025 in San Francisco, CA https://www.vertexconference.com/ Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay

    29분
  6. 6월 10일

    How embedded payments growth can drive 135% net revenue retention with Kevin Lee

    What does it take to grow a SaaS company from pre-revenue to market leader or scale to a successful exit? Kevin Lee has been a software and payments leader for more than 25 years and his track record includes multiple successful exits. He joins host Joshua Silver to discuss the the rise of embedded fintech, how the strongest SaaS companies are approaching embedded payments, and why the most promising SaaS companies are selling all-in-one solutions. They covered: How payments combined with business intelligence makes the core SaaS product sticker (and a real-world example)The hidden cause of low adoption and how to prevent itWhy Stripe is no longer the default choice for embedded paymentsHow to choose a payment provider that won’t steal your merchants (this is more common than you think)Overcoming common objections when selling embedded payments to existing customers The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference September 9th, 2025 in San Francisco, CA https://www.vertexconference.com/ Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay

    29분
  7. 5월 27일

    How robust quoting and invoicing features helped ProLine drive payments adoption with AJ Briley

    One of the biggest challenges for software companies launching embedded payments is adoption. How do you get customers to use embedded payments? Roofing CRM platform ProLine didn't have this problem. Customers asked for payments. And, when ProLine launched their embedded payments, customers eagerly moved their payments volume to the platform. On this episode, ProLine Co-Founder and CEO AJ Briley joined host Joshua Silver to share how ProLine worked closely with customers to build the right product and get adoption so quickly: Why iteration is essential to building a great productHow customer feedback helped Proline build a winning productChoosing the right payment provider, and when it makes sense to engage a consultantSpecific features in the core product that drove Proline’s success with paymentsHow embedded payments can increase company valuation The Payments Strategy Show is brought to you by Vertex and Rainforest. Vertex: The Vertical Software Conference September 9th, 2025 in San Francisco, CA https://www.vertexconference.com/ Rainforest is the embedded payments purpose-built for vertical SaaS. Grow revenue with the only payfac-as-a-service provider optimized to help you drive more payments volume at higher margins, without risk or compliance headaches. Learn more: https://rainforestpay.com Connect with us on LinkedIn: https://linkedin.com/company/rainforestpay

    18분

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When vertical SaaS platforms hear about the success of companies like Toast or Shopify at monetizing payments, it’s tempting to think they can just integrate payments and double their revenue overnight.  The reality is a bit more complex, and a lot of SaaS companies miss out on the full revenue potential because their payments product, positioning, or pricing is a little off.  Seemingly insignificant details of the payments implementation and go-to-market strategy can have a disproportionate impact on the financial success of a payments offering. Join host Joshua Silver in conversations with SaaS leaders, investors, and industry experts to illuminate the details that actually move the needle – so you can optimize your payments offering for maximum adoption, revenue, and enterprise value. New episodes biweekly on Tuesdays!

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