In this episode, Dan and Brandon cover:
- Brandon’s founder journey: from building software in college to multiple exits and now leading Forward
- The pain points of legacy acquiring and why funds-held and outdated tech nearly cost him a business
- The three 20-year “eras” of payments and why embedded software is just getting started
- Why most vertical SaaS companies vastly under-monetize payments, and how to move from ~20% attach to 50–70%
- How Forward pairs modern infrastructure with hands-on program design instead of a DIY “here are the APIs” approach
- Forward’s growth (800%+ this year) and what makes their integration experience so fast for CTOs
- A nuanced take on AI: where it’s already transforming risk, operations, and interchange optimization
- Why Brandon is skeptical that true agentic commerce (autonomous agents completing purchases) will reach scale soon
- The vision for continuous, 365-day settlement without leaning on expensive credit or warehouse lines
- Leadership, family, and sports: what Brandon learned from his Military-officer dad, college basketball, and parenting four kids
- Real-world founder advice on surviving outages, hard days, and the long grind of company building