Payments Strategy Show
Payments Strategy Show
Podcast Description
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.
Podcast Insights
Content Themes
The show focuses on payments integration within SaaS, examining topics such as common pitfalls in choosing payment providers, strategies to enhance adoption rates, essential contract terms, and the impact of organizational structure on payment success. Episodes include explorations of why 85% of SaaS payment offerings underperform and how to navigate the complexities of the fintech landscape.

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!
Bolting on payments can be a “quick win” for vertical software companies, but it doesn’t unlock the full opportunity.
Experienced payments leaders know the biggest gains are the result of continuous optimization of product, pricing, messaging, cost, and more.
On this episode, Freshbooks VP & General Manager of Payments Shirley Hsu joins host Becky Kopplin to share her experience growing the payments business at Freshbooks and the three critical levers to drive meaningful margin expansion.
They discussed:
- The marketing message that’s resonating with service-based business owners to drive payments adoption right now
- How to position automation and efficiency as growth levers for SMBs
- Why switching to IC+ pricing doesn’t guarantee more margin
- Pricing, product, and cost optimization strategies to maximize payments margin
- When to hire a payments leader and how to align the organization for payments success
The Payments Strategy Show is brought to you by Vertex and Rainforest.
Vertex: The Vertical Software Conference
This invite-only event and community offers networking, learning, and unique insights on go-to-market, monetization, product expansion, fundraising, and M&A.
Learn more: https://www.vertexconference.com/
Get updates on LinkedIn: https://www.linkedin.com/company/vertex-vertical-software-conference
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

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