Jason Pressman
Managing Director @ Copper Sky Capital
San Francisco, United States
Jason Pressman is a Series B investor at Copper Sky Capital in San Francisco focused on Software and Enterprise Software. Jason Pressman is based out of San Francisco, California and is the Managing Director of Copper Sky Capital. Jason previously worked at Walmart as a Vice President Strategy and Operations. Jason Pressman attended the Stanford University Graduate School of Business and University of Maryland.
- Total investments:
- 86
- Last investment:
- Lead investor:
- 36%
Last updated:
For AI agents: llms.txt
Industries Jason Pressman invests in
SoftwareEnterprise SoftwareSaaSInformation TechnologyInternet
Stages Jason Pressman invests in
Series BSeries ASeries CSeries DSeed
Countries Jason Pressman invests in
United StatesCanada
Investment Focus
Industry
- Software 13 (15%)
- Enterprise Software 9 (10%)
- SaaS 8 (9%)
- Information Technology 7 (8%)
- Internet 6 (7%)
Stage
- Series B 21 (24%)
- Series A 18 (21%)
- Series C 12 (14%)
- Series D 9 (10%)
- Seed 6 (7%)
Country
- United States 33 (38%)
- Canada 1 (1%)
Investments
| Company | Description | Round | Links |
|---|---|---|---|
MyDecisive
|
MyDecisive is an automation platform that provides observability and telemetry automation solutions for enterprise IT environments. | $12M / Seed / Jul 15, 2026 | |
Wisq
|
Wisq delivers an AI-powered platform tailored for enterprise HR teams. It supports an AI HR generalist—Harper—trained on HR-specific content and capable of autonomously handling routine HR inquiries such as policy questions, leave requests, and coaching within seconds of intake, across channels like chat, email, and ticketing systems. The platformresolves up to 80% of routine cases without human intervention, allowing HR teams to focus on strategic initiatives.Harper demonstrates high-level HR proficiency—correctly answering SHRM-CP exam questions 94% of the time and processing them 12 times faster than a certified HR professional. Wisq’s infrastructure ensures secure, compliant deployment with customizable guardrails, real-time observability, and seamless integration into existing HR systems. | $15M / Series A / Jul 01, 2025 | |
Deep Sentinel
|
Founded by serial entrepreneur David Selinger, Deep Sentinel is betting that its emphasis on user experience can provide needed differentiation in the crowded space. The company is producing a series of cameras powered by deep learning that can evaluate threats on a property. This is the same technology that automakers are using for self-drivingcars and companies like Facebook use to identify people and objects within your photos. The system is designed to consume video streams and other contextual information to analyze threats facing a home. | $15M / Series B / Jun 03, 2025 | |
|
Deep Sentinel
|
Founded by serial entrepreneur David Selinger, Deep Sentinel is betting that its emphasis on user experience can provide needed differentiation in the crowded space. The company is producing a series of cameras powered by deep learning that can evaluate threats on a property. This is the same technology that automakers are using for self-drivingcars and companies like Facebook use to identify people and objects within your photos. The system is designed to consume video streams and other contextual information to analyze threats facing a home. | $15M / Venture - Series Unknown / May 31, 2023 | |
Bluetail
|
Bluetail helps aircraft owners and teams to manage, store, and privately share all of their aircraft documents, records, and data. It aims to digitize paper records into one secure platform transforming them into searchable, shareable, and actionable assets. The company was founded in 2019 and is headquartered in Scottsdale, Arizona. | $2.2M / Series A / Feb 08, 2023 | |
Nextdoor
|
Nextdoor is the app where you plug into the neighborhoods that matter to you. Our purpose is to cultivate a kinder world where everyone has a neighborhood they can rely on. Neighbors turn to Nextdoor daily to receive trusted information, give and get help, and build real-world connections with those nearby — neighbors, local businesses, and publicagencies.We believe connecting with others is a universal human need. That truth, and the reality that neighborhoods are among the most important communities in our lives, have been guiding principles for Nextdoor since the beginning.Today, neighbors rely on Nextdoor in 276,000 neighborhoods around the world, including the United States (nearly 1 in 3 U.S. households), the United Kingdom, Germany, France, the Netherlands, Italy, Spain, Sweden, Denmark, Australia, and Canada, with many more to come. Nextdoor is a privately held company based in San Francisco with backing from prominent investors including Benchmark, Shasta Ventures, Greylock Partners, Kleiner Perkins, Riverwood Capital, Bond, Axel Springer, Comcast Ventures, and others. | $18.6M / Post-IPO Equity / Jan 17, 2023 | |
Impact
|
We are an entertainment start-up whose mission is to cultivate and empower creative storytellers from around the world by taking an innovative and collaborative approach to content creation. | $15M / Series B / Nov 14, 2022 | |
|
Wisq
|
Wisq delivers an AI-powered platform tailored for enterprise HR teams. It supports an AI HR generalist—Harper—trained on HR-specific content and capable of autonomously handling routine HR inquiries such as policy questions, leave requests, and coaching within seconds of intake, across channels like chat, email, and ticketing systems. The platformresolves up to 80% of routine cases without human intervention, allowing HR teams to focus on strategic initiatives.Harper demonstrates high-level HR proficiency—correctly answering SHRM-CP exam questions 94% of the time and processing them 12 times faster than a certified HR professional. Wisq’s infrastructure ensures secure, compliant deployment with customizable guardrails, real-time observability, and seamless integration into existing HR systems. | $20M / Series A / Apr 25, 2022 | |
Data.world
|
data.world makes it easy for everyone—not just the “data people”—to get clear, accurate, fast answers to any business question. Our cloud-native data catalog maps your siloed, distributed data to familiar and consistent business concepts, creating a unified body of knowledge anyone can find, understand, and use.data.world is also home to theworld’s largest collaborative data community. It’s where people team up on everything from social bot detection to award-winning data journalism. We use what we learn from this community to improve the enterprise product and vice versa. Our team co-created the Manifesto for Data Practices, the most effective, ethical, and modern approach to data teamwork. More people signed the Manifesto for Data Practices in its first year than signed the Agile Manifesto in its first two years combined. In 2019 DataPractices.org became a Linux Foundation Project. The vendor-neutral community features new, open courseware to help people and organizations improve data practices through inclusion, experimentation, accountability, and impact.We are a Public Benefit Corporation. Most corporations are required to prioritize shareholder returns above all else. Not us. We are legally structured as a Public Benefit Corporation so we can pursue our mission and shareholder value with equal vigor. This ability is rare, powerful, and sustaining. | $50M / Series C / Apr 05, 2022 | |
|
Data.world
|
data.world makes it easy for everyone—not just the “data people”—to get clear, accurate, fast answers to any business question. Our cloud-native data catalog maps your siloed, distributed data to familiar and consistent business concepts, creating a unified body of knowledge anyone can find, understand, and use.data.world is also home to theworld’s largest collaborative data community. It’s where people team up on everything from social bot detection to award-winning data journalism. We use what we learn from this community to improve the enterprise product and vice versa. Our team co-created the Manifesto for Data Practices, the most effective, ethical, and modern approach to data teamwork. More people signed the Manifesto for Data Practices in its first year than signed the Agile Manifesto in its first two years combined. In 2019 DataPractices.org became a Linux Foundation Project. The vendor-neutral community features new, open courseware to help people and organizations improve data practices through inclusion, experimentation, accountability, and impact.We are a Public Benefit Corporation. Most corporations are required to prioritize shareholder returns above all else. Not us. We are legally structured as a Public Benefit Corporation so we can pursue our mission and shareholder value with equal vigor. This ability is rare, powerful, and sustaining. | $26M / Series B / Sep 15, 2020 | |
| See all 86 investments → | |||
Co-Investors
About Copper Sky Capital
AZ-VC operates as a venture capital firm.
Copper Sky Capital Contacts
| Name | Phone | Socials | |
|---|---|---|---|
|
Jason Pressman
Managing Director
|
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Benjamin Brockwell
Principal
|
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FAQ
What does Jason Pressman invest in?
Jason Pressman invests primarily in Software, Enterprise Software and SaaS startups, most often at Series B and Series A stage. Most of the 86 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.
When did Jason Pressman last invest?
The most recent investment recorded for Jason Pressman closed in Jul 2026. Shizune tracks 86 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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