Cliff Sirlin

Professor at NYU Stern School of Business

๐Ÿ“ Westport, Connecticut, United States๐Ÿ”„ Updated September 2026๐Ÿ’ผ 6 investments๐Ÿ“… 9 years investing๐Ÿ—“ Last invested Dec 2025
VC๐ŸŒ United StatesInvested this year
6
Total investments
2
Early stage
2
Mid stage
1
Late stage
9y
Years active

Portfolio

6 investments ยท sorted by recency
All investments
Early stage
Mid stage
Late stage
Board Member
Dec 2025
Agentic AI for Go-To-Market Teams. Leads, enrichment, outreach, inbox, calendar, notes โ€” all automated. Jeeva is the AI platform that handles your entire GTM workflow so your team focuses on what actually closes deals: conversations. ๐—ช๐—ต๐—ฎ๐˜ ๐˜„๐—ฒ ๐—ฎ๐˜‚๐˜๐—ผ๐—บ๐—ฎ๐˜๐—ฒ: โ†’ AI Lead Generation โ€” Find ideal prospects automatically โ†’ Waterfall Enrichment โ€” 50+ data points from 100+ sources โ†’ Multi-Channel Outreach โ€” Email & More, personalized at scale โ†’ AI Inbox โ€” Smart replies, auto-prioritization, follow-up handling โ†’ AI Meeting Prep โ€” Pre-call briefs + post-call notes ๐—ข๐—ป๐—ฒ ๐—ฝ๐—น๐—ฎ๐˜๐—ณ๐—ผ๐—ฟ๐—บ. Complete sales w๐—ผ๐—ฟ๐—ธ๐—ณ๐—น๐—ผ๐˜„. ๐—ญ๐—ฒ๐—ฟ๐—ผ ๐—ฏ๐˜‚๐˜€๐˜†๐˜„๐—ผ๐—ฟ๐—ธ. We dont replace your reps, we supercharge them. Start free at jeeva.ai
Board Member
Feb 2024
Simple by Design We print what matters most: wedding related designs, pregnancy/birth announcements, and holiday cards. Via our ridiculously easy to use upload and print site, we provide professionally printed products delivered quickly, on budget, and without hassle. By collaborating directly with independent graphic designers, we have created a more friendly and efficient printing marketplace. Doing Whatโ€™s Right Prints of Love is committed to operating sustainably and responsibly. We are accountable for the impact we have on this planet and the people that live in it. As a certified Reforestation Partner of One Tree Planted, a tree is planted for every print order. Also, recycled paper and vegetable-based inks are quickly being phased into our printing practices.
Board Member
Jul 2020
Our vision is to live in a world where every family can remember their full, authentic journey. Our innovative mobile technology lets all kinds of families capture and cherish the moments and milestones that matter. The Qeepsake team is growing as we work to expand our offerings. We're hiring!
Board Observer
Jun 2020
Datasembly knows that our customers need real-time data to make real-life decisions. That is why our technology provides in-store and real-time, pricing, promotions, and availability data, without ever stepping foot in a store. From your brand or private label, to your store or your competitors, we provide real-time data for every product, every store, every day. Datasembly is proudly supportive of an inclusive and diverse workforce (and world) .
Board Member
Sep 2018
As higher educationโ€™s first Career Access Platformโ„ข, PeopleGrove is a smart career network that recommends Mentorship, Networking, Career Exploration, and the Job Connections that together effectively build the social capital learners need to succeed. Unlike other student success tools and alumni engagement software, PeopleGrove is lifelong career support thatโ€™s smart, personal, and helpful even to those without a network, experience, or clear starting point. Established in 2015, PeopleGrove set out to build the most helpful network ever created because we believe career fulfillment is a right every single person should have. To date, we've helped millions of learners on their career journeys: - 1+ million connections - 96% retention rate - 20+ million users - 60% of US News Top 100 Universities - 5/5 average rating from user interactions - 450+ customers served PeopleGrove is proudly part of The Riverside Company portfolio of companies. With their partnership, we are a transformational organization that prides itself on building an environment where curiosity is rewarded and the unknown is embraced. Places to go. People to be.
Board Member
Mar 2017
Centennial is an international book and magazine publisher, specializing in richly illustrated publications covering topics in health & wellness, history & biography, current events, home, food and travel.
Experience ยท 13 entries
All (13)
Investments (6)
Founder (5)
Board (6)
2025
Board Member
Dec 2025
Agentic AI for Go-To-Market Teams. Leads, enrichment, outreach, inbox, calendar, notes โ€” all automated. Jeeva is the AI platform that handles your entire GTM workflow so your team focuses on what actually closes deals: conversations. ๐—ช๐—ต๐—ฎ๐˜ ๐˜„๐—ฒ ๐—ฎ๐˜‚๐˜๐—ผ๐—บ๐—ฎ๐˜๐—ฒ: โ†’ AI Lead Generation โ€” Find ideal prospects automatically โ†’ Waterfall Enrichment โ€” 50+ data points from 100+ sources โ†’ Multi-Channel Outreach โ€” Email & More, personalized at scale โ†’ AI Inbox โ€” Smart replies, auto-prioritization, follow-up handling โ†’ AI Meeting Prep โ€” Pre-call briefs + post-call notes ๐—ข๐—ป๐—ฒ ๐—ฝ๐—น๐—ฎ๐˜๐—ณ๐—ผ๐—ฟ๐—บ. Complete sales w๐—ผ๐—ฟ๐—ธ๐—ณ๐—น๐—ผ๐˜„. ๐—ญ๐—ฒ๐—ฟ๐—ผ ๐—ฏ๐˜‚๐˜€๐˜†๐˜„๐—ผ๐—ฟ๐—ธ. We dont replace your reps, we supercharge them. Start free at jeeva.ai
2024
Board Member
Feb 2024
Simple by Design We print what matters most: wedding related designs, pregnancy/birth announcements, and holiday cards. Via our ridiculously easy to use upload and print site, we provide professionally printed products delivered quickly, on budget, and without hassle. By collaborating directly with independent graphic designers, we have created a more friendly and efficient printing marketplace. Doing Whatโ€™s Right Prints of Love is committed to operating sustainably and responsibly. We are accountable for the impact we have on this planet and the people that live in it. As a certified Reforestation Partner of One Tree Planted, a tree is planted for every print order. Also, recycled paper and vegetable-based inks are quickly being phased into our printing practices.
Partner
Feb 2024
Buy Build Fund has backing from a network of family offices to invest in B2B products and services. Our founding partners are experienced technology and digital transformation investors. First investors in Seamless and Invison. We take a flexible approach to investing and structuring deals. We target solid, EBITDA positiveย companies which are typically under $30M in enterprise value. We are flexible and creative in structuringย  BBFย is also differentiated in its approach. Beyond providing equity capital, all three founders are former SMB operator-investors with deep tech and digital backgrounds. ย These expertise will enable us to help our operating partners grow their companies.
2023
Co-Founder, President
Sep 2023
Our Mission: To activate & engage Westportโ€™s growing tech and innovation community.
2020
Board Member
Jul 2020
Our vision is to live in a world where every family can remember their full, authentic journey. Our innovative mobile technology lets all kinds of families capture and cherish the moments and milestones that matter. The Qeepsake team is growing as we work to expand our offerings. We're hiring!
Show all 13 entries โ†“
Investment activity
2017โ€“2025 ยท 6 investments
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