# Zachary Sims

> Zachary Sims is a Series A investor at Bowery Capital backing Software. See 13 investments, check sizes, portfolio. Updated Aug 2026.

- Type: Angel Investor
- Fund: [Bowery Capital](https://shizune.co/investors/profile/bowery-capital)
- Location: New York, United States
- Total investments: 13
- Last investment: Aug 2026
- Lead investor: 0%
- Last updated: Aug 2026
- LinkedIn: http://www.linkedin.com/in/zacharysims
- X (Twitter): http://twitter.com/zsims
- Website: https://x.com/zsims
- Facebook: https://www.facebook.com/zachsims

Zachary Sims is a Series A investor at Bowery Capital in New York focused on Software and Artificial Intelligence. Zach is the cofounder and CEO of Codecademy, the leading online education company closing the skills gap by teaching programming. Codecademy has reached millions of users in every country in the world. Codecademy’s investors include Kleiner Perkins Caufield and Byers, Index Ventures, Richard Branson, Yuri Milner, and more. Zach has worked withGroupMe (acq. by Skype) and drop.io (acq. by Facebook). Zach was named to Inc. Magazine and Forbes Magazine’s 30 Under 30 lists, was selected as a Technology Pioneer by the World Economic Forum, and was voted as one of TIME Magazine’s 100 Most Influential People of 2013.

## Round sizes

| Stage | Round size |
| --- | --- |
| Seed | $3.7M–$10M |
| Series A | $12M–$30M |

## Investment focus

### Industry

| Industry | Investments | Share |
| --- | --- | --- |
| Software | 6 | 46% |
| Artificial Intelligence | 6 | 46% |
| Enterprise Software | 4 | 31% |
| SaaS | 3 | 23% |
| Health Care | 3 | 23% |

37 industries tracked in total.

### Stage

| Stage | Investments | Share |
| --- | --- | --- |
| Series A | 7 | 54% |
| Seed | 5 | 38% |
| Series B | 1 | 8% |

### Country

| Country | Investments | Share |
| --- | --- | --- |
| United States | 11 | 85% |
| India | 1 | 8% |
| Canada | 1 | 8% |

## Investments

| Company | Description | Amount | Stage | Date | Website |
| --- | --- | --- | --- | --- | --- |
| Naive | Naïve provides infrastructure for AI agents and applications, including compute, databases, identity, payments, communications, model routing, and tool integrations. Its platform enables users to deploy AI agents, build and host applications, automate business operations, and manage agent permissions, spending, credentials, and workflows through aunified infrastructure layer. | $28.5M | Series A | Aug 07, 2026 |  |
| Kernel | Kernel is a developer platform that provides Crazy Fast Browser Infrastructure for AI agents to use the internet. | $6.6M | Seed | Sep 09, 2025 |  |
| Cassidy | Build AI Automations & Assistants Trained on Your Business. | $3.7M | Seed | Aug 20, 2024 |  |
| Better Stack | Better Stack is a cloud-based observability platform that helps developers monitor uptime, logs, and system performance in real time. It combines monitoring, logging, and incident management into a single unified dashboard. The platform is designed to improve reliability and help teams quickly detect and resolve system issues. | $18.6M | Series A | Jul 20, 2022 |  |
| Commsor | Community scales your business, resources, and presence in ways that traditional marketing or advertising channels cannot. When done right, community enables and improves customer acquisition, streamlines support and success, bolsters retention, and provides crucial product insights. Visit https://commsor.com/ to learn more. | $50M | Series B | Mar 01, 2022 |  |
| Circle | Circle is a community platform that brings together the creators' discussions, memberships, and content. The company was founded by Sid Yadav, Rudy Santino, and Andrew Guttormsen. | $24.9M | Series A | Nov 24, 2021 |  |
| Practice | Practice's tools will help you fulfill your potential as a coach. With all your clients' details at your fingertips, you'll never lack the right information when you need it. | $10M | Seed | Oct 28, 2021 |  |
| Loop | By using data, technology, and high quality medical expertise, we aim to deliver an empathetic people-centric healthcare experience that helps people live longer. | $12M | Series A | Sep 30, 2021 |  |
| SproutFi | SproutFi is an application that allows investing in the US stock market and works as a social network. | $5.5M | Seed | Sep 30, 2021 |  |
| Anzen | Anzen is a management insurance and operations tool using real-time HRIS and SaaS integrations to identify and avoid management risks. The company was founded in 2020 and is headquartered in San Francisco, California, United States. |  | Seed | Aug 25, 2021 |  |

10 of 13 investments shown.

## Co-investors
- [General Catalyst](https://shizune.co/investors/profile/general-catalyst-partners) — VC Fund, 3 deals together
- [Y Combinator](https://shizune.co/investors/profile/y-combinator) — VC Fund, 3 deals together
- [BoxGroup](https://shizune.co/investors/profile/boxgroup) — VC Fund, 2 deals together
- [First Check Ventures](https://shizune.co/investors/profile/first-check-ventures) — VC Fund, 2 deals together
- [Liquid 2 Ventures](https://shizune.co/investors/profile/liquid2-ventures) — VC Fund, 2 deals together
- [Spacecadet Ventures](https://shizune.co/investors/profile/spacecadet-ventures) — VC Fund, 2 deals together

## About Bowery Capital

VC Fund · New York, United States

Bowery Capital is an early-stage venture capital investor focused exclusively on founders looking to modernize business through technology. As more and more internet natives drive purchasing decisions, Bowery Capital believes that roughly $468B will change hands over the next 10 years as old products are replaced with new. In addition, the firmbelieves that the key ingredient to early success is revenue and customer growth, and as such provides various products and services through their Acceleration Team that portfolio companies can leverage to develop a strong early base. This combination of a focused thesis and support system are the cornerstones of Bowery Capital's investment approach. For more information visit: www.bowerycap.com or find us on Twitter at: @BoweryCapital.

5 contacts available at Bowery Capital.

| Name | Title | Profile |
| --- | --- | --- |
| Adam D Smith | Venture Partner | https://shizune.co/investors/profile/adam-d-smith |
| Alexander Gounares | Senior Advisor | https://shizune.co/investors/profile/alexander-gounares |
| Ellen Terlizzi | Director of Growth | https://shizune.co/investors/profile/ellen-terlizzi-bb9d |
| Gabe Hawkes | Senior Associate | https://shizune.co/investors/profile/gabe-hawkes |
| Jessica Bernido | Vice President, Talent | https://shizune.co/investors/profile/jessica-bernido |

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## FAQ

### What does Zachary Sims invest in?

Zachary Sims invests primarily in Software, Artificial Intelligence and Enterprise Software startups, most often at Series A and Seed stage. Most of the 13 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.

### What is Zachary Sims's check size?

Zachary Sims typically joins rounds of $3.7M–$10M at Seed and $12M–$30M at Series A. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Zachary Sims participates in.

### When did Zachary Sims last invest?

The most recent investment recorded for Zachary Sims closed in Aug 2026. Shizune tracks 13 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.

### Is Shizune's investor data accurate?

Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.

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