How Freshbooks grew payments margin by 75% in one year with Shirley Hsu

January 6, 2026
The Payments Strategy Show

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. 

Freshbooks VP and General Manager of Payments Shirley Hsu joined 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

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