# The Pragmatic Engineer

Markdown copy of https://realalpha.app/shows/pragmatic-engineer/ on Real Alpha, the best minutes from long interviews with the people building AI. Cite and link the page, not this copy.

[Best AI podcasts](https://realalpha.app/best/ai-podcasts/)

Lab and founder interviews · [No. 20 of 37 AI podcasts](https://realalpha.app/best/ai-podcasts/#pragmatic-engineer)

The Pragmatic Engineer is an interview show with the people building AI, hosted by Gergely Orosz, with a new episode every week.

6 moments cut from 2 episodes, mostly on coding agents and AI agents.

Also [No. 10 of 18 tech podcasts](https://realalpha.app/best/tech-podcasts/#pragmatic-engineer).

- [Gergely Orosz](https://realalpha.app/hosts/)

**New episodes**

Weekly

**Latest**

Oct 21, 2026

**Moments cut**

6

**Episodes cut**

2

What its moments are about

- Coding agents 2
- AI agents 1

## Best moments from The Pragmatic Engineer

From its most-watched episodes, best first. Each plays right here.

1. The Pragmatic Engineer · Oct 7, 2026 · 5 min
   **[Fail open or fail closed depends on the business context](https://realalpha.app/s/fail-open-or-fail-closed-depends-on-the-business-context/)**
   > “Keep that problem exactly the same, but now change the business context. Now we're sending concert tickets. So you're getting tickets to go see Tay-Tay, right?”
   The Pragmatic Engineer [1:22:21](https://realalpha.app/v/a0sZV0qIbI0/?t=4941)
2. The Pragmatic Engineer · Oct 14, 2026 · 3 min
   **[Uber reused cloud workspaces to give agents ready-to-build repos](https://realalpha.app/s/uber-reused-cloud-workspaces-to-give-agents-ready-to-build/)**
   > “we had one devpod per monorepo so if i'm working primarily in java monorepo”
   The Pragmatic Engineer [17:13](https://realalpha.app/v/MDUYSMJmi8A/?t=1033)
3. The Pragmatic Engineer · Oct 7, 2026 · 5 min
   **[Make retries safe with idempotency keys, not just fingerprints](https://realalpha.app/s/make-retries-safe-with-idempotency-keys-not-just/)**
   > “so that's the problem with an item potency you want to make it safe to retry important”
   The Pragmatic Engineer [1:10:54](https://realalpha.app/v/a0sZV0qIbI0/?t=4254)
4. The Pragmatic Engineer · Oct 14, 2026 · 5 min
   **[Uber generated MCP tools from service contracts](https://realalpha.app/s/uber-generated-mcp-tools-from-service-contracts/)**
   > “we could use that registry to generate a default mcp spec for them”
   The Pragmatic Engineer [31:09](https://realalpha.app/v/MDUYSMJmi8A/?t=1869)
5. The Pragmatic Engineer · Oct 7, 2026 · 2 min
   **[Robustness is only one of four parts of resilience](https://realalpha.app/s/robustness-is-only-one-of-four-parts-of-resilience/)**
   > “One of the really nasty things about robustness is the things we often do to make our systems more robust in turn increases the complexity of our system”
   The Pragmatic Engineer [1:26:36](https://realalpha.app/v/a0sZV0qIbI0/?t=5196)
6. The Pragmatic Engineer · Oct 14, 2026 · 6 min
   **[Production replay lets agents validate fixes against real traffic](https://realalpha.app/s/production-replay-lets-agents-validate-fixes-against-real/)**
   > “essentially you can capture real production traffic with just one middleware because now we have standardized language frameworks across all the services”
   The Pragmatic Engineer [1:07:36](https://realalpha.app/v/MDUYSMJmi8A/?t=4056)

## The best The Pragmatic Engineer episodes

Ranked as our lists rank shows: a point for each best minute we cut from it, one more when an AI builder is talking, and one more when it cleared our views bar.

1. 01 [Building resilient systems with Sam Newman](https://realalpha.app/v/a0sZV0qIbI0/) Oct 7, 2026 · 3 moments
2. 02 [Uber’s AI infra, from the inside](https://realalpha.app/v/MDUYSMJmi8A/) Oct 14, 2026 · 3 moments

## The 2 guests we’ve cut

- [Uday Kiran Medisetty](https://realalpha.app/people/uday-kiran-medisetty/) VP & Distinguished Engineer, Uber 8 moments
- [Sam Newman](https://realalpha.app/people/sam-newman/) Independent consultant & author 8 moments

## Recent episodes

- The Pragmatic Engineer
  **[The revised rules of engineering management with Will Larson](https://realalpha.app/v/Prl858_AovM/)**
  Will Larson · CTO, Imprint
  22.8K views · Oct 21
- The Pragmatic Engineer
  **[Uber’s AI infra, from the inside](https://realalpha.app/v/MDUYSMJmi8A/)**
  Uday Kiran Medisetty · Distinguished Engineer, Uber
  [16:03](https://realalpha.app/v/MDUYSMJmi8A/?t=963) of 1:34:18 · Oct 14
- The Pragmatic Engineer
  **[Building resilient systems with Sam Newman](https://realalpha.app/v/a0sZV0qIbI0/)**
  Sam Newman
  [1:21:33](https://realalpha.app/v/a0sZV0qIbI0/?t=4893) of 1:59:05 · Oct 7

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