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  1. The Product Podcast
  2. Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy
Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy

The Product Podcast · Sep 25, 2026

Toast's VP of Product on shipping practical AI into a 14-year-old SaaS platform, solving real-world problems for non-technical users.

Consumer AI Tools Force B2B SaaS to Shift from 'Helpers' to 'Doers'

The rise of consumer AI agents that perform tasks end-to-end is setting a new standard. B2B products must evolve from simply providing insights ('help me do this') to executing entire workflows ('do this for me') to meet rising user expectations.

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy thumbnail

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy

The Product Podcast·8 days ago

AI Products Require Constant Re-onboarding as Capabilities Evolve Invisibly

Unlike software with discrete feature releases, AI capabilities are updated continuously in the background. Product teams must build mechanisms to constantly re-educate users on what the tool can now do, as its evolution is invisible to them and requires overcoming the 'blank page problem' repeatedly.

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy thumbnail

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy

The Product Podcast·8 days ago

Toast's Less Tech-Savvy Operators Became Its Biggest AI Fans

Contrary to assumption, Toast discovered its least tech-savvy customers were quickest to adopt its AI assistant. Natural language interfaces allowed them to bypass learning complex software workflows, making them power users simply by asking questions in plain English.

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy thumbnail

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy

The Product Podcast·8 days ago

Toast Used a 10-Customer WhatsApp Group to Iterate its AI for a Year Pre-Launch

To de-risk launching AI into its mature platform, Toast created a high-feedback loop with a small group of 'design partners' in a WhatsApp group. This allowed for rapid, contained iteration for nearly a year, ensuring the product was valuable and stable before scaling.

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy thumbnail

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy

The Product Podcast·8 days ago

Product Leaders Must Do IC Work to Avoid Irrelevance in the AI Era

Toast's VP of Product argues that building with AI is evolving so rapidly that leaders will become ineffective if they don't stay hands-on. She intentionally takes on Individual Contributor (IC) roles to remain close to the changing development process and tooling.

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy thumbnail

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy

The Product Podcast·8 days ago

New Consumer AI Patterns Create an Invisible Deadline for B2B Product Teams

When a new interaction model appears in a consumer AI app, a clock starts. B2B users will soon expect the same capabilities in their work tools. Product teams must treat these consumer trends as a timer, needing to build similar functionality to stay relevant and meet expectations.

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy thumbnail

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy

The Product Podcast·8 days ago

Adding AI to a Mature SaaS Platform Requires a Higher Quality Bar Than for New Products

Unlike AI-native startups that can ship experimental features, established platforms like Toast must meet a high bar for quality and accuracy from day one. Existing users have established workflows and trust, which can be easily burned by unreliable AI additions.

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy thumbnail

Toast VP of Product on Building Agents Into Pre-AI SaaS; Shipping AI Into a 14-Year-Old Platform and Building for the Real Economy

The Product Podcast·8 days ago