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  1. Latent Space: The AI Engineer Podcast
  2. Brex’s AI Hail Mary — With CTO James Reggio
Brex’s AI Hail Mary — With CTO James Reggio

Brex’s AI Hail Mary — With CTO James Reggio

Latent Space: The AI Engineer Podcast · Jan 17, 2026

Brex CTO James Reggio on their three-pillar AI strategy to 10x workflows, cut operational costs, and build agentic finance products.

Attract Top Ex-Founder Talent By Offering Instant Distribution for Their Ideas

To hire entrepreneurial talent, Brex offers the chance to solve interesting problems and immediately deploy solutions to its 40,000 customers. This access to instant distribution is a powerful lure that startups can't match.

Brex’s AI Hail Mary — With CTO James Reggio thumbnail

Brex’s AI Hail Mary — With CTO James Reggio

Latent Space: The AI Engineer Podcast·a month ago

A Simple Web Research Agent Outperformed Reinforcement Learning for Brex's Credit Decisions

Brex initially invested in a sophisticated reinforcement learning model for credit underwriting but found it was inferior to a straightforward web research agent. For operational tasks requiring auditable processes, simpler LLM applications are often superior.

Brex’s AI Hail Mary — With CTO James Reggio thumbnail

Brex’s AI Hail Mary — With CTO James Reggio

Latent Space: The AI Engineer Podcast·a month ago

Brex's 'Quitters Welcome' Policy Attracts Top Talent by Celebrating Future Founders

Brex actively recruits former and future founders, embracing that they will likely leave to start new companies. This attracts ambitious talent who want to learn at scale before their next venture, creating a powerful employee value proposition.

Brex’s AI Hail Mary — With CTO James Reggio thumbnail

Brex’s AI Hail Mary — With CTO James Reggio

Latent Space: The AI Engineer Podcast·a month ago

Brex Fosters AI Innovation by Creating a Skunkworks Team Tasked with Disrupting Itself

Brex formed a small, centralized AI team by asking, "What would a company founded today to disrupt Brex look like?" This team operates with the speed and focus of a startup, separate from the main engineering org to avoid corporate inertia.

Brex’s AI Hail Mary — With CTO James Reggio thumbnail

Brex’s AI Hail Mary — With CTO James Reggio

Latent Space: The AI Engineer Podcast·a month ago

Brex Structures Its AI Strategy Around Three Pillars: Corporate, Operational, and Product

Brex organizes its AI efforts into three pillars: buying tools for internal efficiency (Corporate), building/buying to reduce operational costs (Operational), and creating AI products that become part of their customers' own AI strategies (Product).

Brex’s AI Hail Mary — With CTO James Reggio thumbnail

Brex’s AI Hail Mary — With CTO James Reggio

Latent Space: The AI Engineer Podcast·a month ago

Brex Boosts Negotiation Leverage by Letting Employees Choose from Competing AI Tools

Instead of standardizing on one LLM or coding assistant, Brex offers licenses for several competing options. This employee choice provides clear usage data, giving Brex leverage to resist wall-to-wall deployments and negotiate better vendor contracts.

Brex’s AI Hail Mary — With CTO James Reggio thumbnail

Brex’s AI Hail Mary — With CTO James Reggio

Latent Space: The AI Engineer Podcast·a month ago

Brex Drove AI Coding Adoption by Re-Interviewing Its Entire Engineering Team

To familiarize engineers with agentic coding workflows, Brex created a new interview process that requires AI tool usage. They then had every current engineer and manager complete the interview, forcing hands-on experience and revealing skill gaps in a practical setting.

Brex’s AI Hail Mary — With CTO James Reggio thumbnail

Brex’s AI Hail Mary — With CTO James Reggio

Latent Space: The AI Engineer Podcast·a month ago

Widespread AI Coding Creates Second-Order Problems Like Code Slop and Knowledge Drift

After achieving broad adoption of agentic coding, the new challenge becomes managing the downsides. Increased code generation leads to lower quality, rushed reviews, and a knowledge gap as team members struggle to keep up with the rapidly changing codebase.

Brex’s AI Hail Mary — With CTO James Reggio thumbnail

Brex’s AI Hail Mary — With CTO James Reggio

Latent Space: The AI Engineer Podcast·a month ago

Prevent AI Team Envy by Rooting Engineering Culture in Direct Business Impact

Brex avoids internal jealousy of its specialized AI team because its culture prioritizes and rewards direct business impact. Teams driving 60% of revenue feel valued and aren't clamoring for "cooler" AI projects that have less clear, immediate ROI.

Brex’s AI Hail Mary — With CTO James Reggio thumbnail

Brex’s AI Hail Mary — With CTO James Reggio

Latent Space: The AI Engineer Podcast·a month ago

Brex Uses Retool as a UI Layer to Let Operations Teams Manage AI Prompts Directly

Brex's internal AI platform for operations uses Retool for its user interface. This enables non-technical domain experts in the ops team to directly manage and refine prompts, run evaluations, and test new models without needing engineer intervention.

Brex’s AI Hail Mary — With CTO James Reggio thumbnail

Brex’s AI Hail Mary — With CTO James Reggio

Latent Space: The AI Engineer Podcast·a month ago

Brex's AI Pods Pair Young AI Natives with Veteran Staff Engineers for Optimal Results

Brex structures its AI teams into small pods, combining young, AI-native talent who think differently with experienced staff engineers who understand the existing codebase, product, and customer needs. This blends novel approaches with practical execution.

Brex’s AI Hail Mary — With CTO James Reggio thumbnail

Brex’s AI Hail Mary — With CTO James Reggio

Latent Space: The AI Engineer Podcast·a month ago

Brex's Multi-Agent System Uses "Direct Messages" Between Agents for Complex Tasks

For its user assistant, Brex moved beyond a single agent with many tools. Instead, they built a network where specialized sub-agents (e.g., policy, travel) have multi-turn conversations with an orchestrator agent to collaboratively solve complex user requests.

Brex’s AI Hail Mary — With CTO James Reggio thumbnail

Brex’s AI Hail Mary — With CTO James Reggio

Latent Space: The AI Engineer Podcast·a month ago

Brex's Audit System Uses Two Agents: One to Find Violations, Another to Apply Wisdom

Brex's automated expense auditing employs a multi-agent system. An "audit agent" is optimized for recall, flagging every potential policy violation. A second "review agent" then applies judgment and business context to decide which cases are significant enough to pursue.

Brex’s AI Hail Mary — With CTO James Reggio thumbnail

Brex’s AI Hail Mary — With CTO James Reggio

Latent Space: The AI Engineer Podcast·a month ago