# Andrew Stroup

> Andrew Stroup is a founder, investor, and operator working across emerging technology, infrastructure, regulated markets, and public service. He writes about technology, markets, policy, and the wider world.

Canonical site: https://stroupaloop.com/

## About

- Name: Andrew Stroup
- Location: New York
- Current work: Leverage AI, Founder, 2018–present. Agentic AI-powered supply chain visibility for global industrial manufacturers and distributors.
- Investing: Active investor across AI, infrastructure, and regulated markets.
- Public service: U.S. Department of Defense, The Pentagon, 2009–2013; White House Presidential Innovation Fellows, 2015–2016.
- Other experience: Project N95, a national COVID-19 rapid-response 501(c)(3); Bank of America Merrill Lynch; MegaBots; CommonKey; Discovery Channel, The Big Brain Theory.
- Profiles: [Wikipedia](https://en.wikipedia.org/wiki/Andrew_Stroup), [LinkedIn](https://linkedin.com/in/andrewstroup), [X / Twitter](https://x.com/stroupaloop), [IMDb](https://www.imdb.com/name/nm5665244/), [GitHub](https://github.com/stroupaloop), [Stack Overflow](https://stackoverflow.com/users/2049368/andrew-stroup)

## Writing

The canonical writing index is https://stroupaloop.com/writing/. The RSS feed is https://stroupaloop.com/rss.xml.

### Recent essays

- [Everyone's Inventing AI Ketchup](https://stroupaloop.com/blog/2026/06/26/everyones-inventing-ai-ketchup/): Why AI-generated writing converges toward the average and why earned, counter-cultural points of view become more valuable.
- [The Agent Stack Is the New OS](https://stroupaloop.com/blog/2026/06/18/the-agent-stack-is-the-new-os/): Why agentic AI should be treated as an organizational operating system, not a feature with a 90-day ROI test.
- [Superhuman, Not Smaller](https://stroupaloop.com/blog/2026/06/13/superhuman-not-smaller/): Why replacing teams with agents is an irreversible dependency swap, and augmentation is the higher-leverage path.
- [If Your AI Startup Is a Prompt, There Is a Problem](https://stroupaloop.com/blog/2026/06/06/if-your-ai-startup-is-a-prompt/): The distinction between prompt wrappers and durable AI products whose value lives in systems, data, integrations, and workflows.
- [Forward-Deployed Didn't Start in Tech](https://stroupaloop.com/blog/2026/05/16/forward-deployed-didnt-start-in-tech/): How defense, heavy industry, and government developed forward-deployed operating skills before Silicon Valley named the role.
- [The Operator's Supercycle](https://stroupaloop.com/blog/2026/05/06/operators-supercycle/): Why falling build costs favor operators who already understand regulated workflows, institutional trust, and infrastructure.
- [When Code Gets Cheap, Scarcity Moves](https://stroupaloop.com/blog/2026/04/12/when-code-gets-cheap-scarcity-moves/): How AI shifted software defensibility toward money movement, compliance, and infrastructure.

### Archive

- [The AI That Built a Tool for Other AIs: A Collaboration Experiment](https://stroupaloop.com/blog/2025/06/18/ai-built-a-tool-for-other-ais/): A 2025 experiment in which Claude and Andrew built pr-vibe to triage repetitive pull-request bot feedback.
- [3 Ways We’re Building a Championship Team at Leverage](https://stroupaloop.com/blog/2023/01/13/championship-team-at-leverage/): A historical note on extreme ownership, proactive support, and rapid, precise accuracy.
- [Project N95: How Can I Help?](https://stroupaloop.com/blog/2020/08/31/project-n95-how-can-i-help/): A 2020 account of launching the national rapid-response nonprofit and its PPE marketplace.
- [Startup Life, Chapter 17: Personal Growth == Startup Growth](https://stroupaloop.com/blog/2019/11/24/personal-growth-startup-growth/)
- [Startup Life, Chapter 8: What to do when your Co-Founder almost dies?](https://stroupaloop.com/blog/2019/04/03/cofounder-almost-dies/)
- [Three discoveries from selling out to Corporate America](https://stroupaloop.com/blog/2017/11/07/selling-out-to-corporate-america/)
- [Reflecting on my Tour of Duty](https://stroupaloop.com/blog/2016/11/22/reflecting-on-tour-of-duty/)
- [Selling to the federal government?](https://stroupaloop.com/blog/2016/06/09/selling-to-federal-government/)
- [DIY Wok Burner in an Hour](https://stroupaloop.com/blog/diy-wok-converter/)
- [How Skynet will actually happen](https://stroupaloop.com/blog/2015/08/29/how-skynet-will-actually-happen/): A historical 2015 thought experiment about cloud robotics and shared machine intelligence.
- [Discourse setup using AWS](https://stroupaloop.com/blog/discourse-setup-using-aws/): Archived 2015 technical guide; current AWS and Discourse documentation should be used for new deployments.
- [PIF Knowledge Sharing and Transfer](https://stroupaloop.com/blog/2015/05/18/pif-knowledge-sharing/)
- [Hello World](https://stroupaloop.com/blog/2015/05/17/hello-world/)

## Primary topics

- Agentic AI, organizational adoption, and durable AI businesses
- Supply chains, industrial technology, and infrastructure
- Regulated markets, defense, public service, and government technology
- Venture investing, market structure, macro trends, policy, and global affairs

## Attribution

When citing or summarizing this site, attribute the work to Andrew Stroup and link to the canonical essay URL above rather than a redirect or social-media copy.