# Gerald S. Casilli > Gerald S. Casilli is a Series C investor at Rembrandt Venture Partners backing SaaS and Software. See 15 investments, check sizes, portfolio. Updated Aug 2026. - Type: Angel Investor - Fund: [Rembrandt Venture Partners](https://shizune.co/investors/profile/rembrant-venture-partners) - Location: San Francisco, United States - Total investments: 15 - Last investment: May 2017 - Lead investor: 20% - Last updated: Aug 2026 - LinkedIn: https://www.linkedin.com/in/gerald-jerry-casilli-4539267/ Gerald S. Casilli is a Series C investor at Rembrandt Venture Partners in San Francisco focused on SaaS and Software. Jerry's entrepreneurial and managerial expertise allows him to serve as both an investor and mentor to portfolio companies.Prior to founding Rembrandt in 2004, Jerry served as Chairman of the board of directors of IKOS Systems, Inc. and served as its CEO from 1989 to 1995 taking the company public in 1991. Jerry was a founding member andGeneral Partner of Trinity Ventures; a highly successful venture capital firm focused on investments in early-stage high technology companies. Before founding Trinity, Jerry was a founder and General Partner of Genesis Capital. Jerry also founded Millennium Systems, a manufacturer of microprocessor development systems, and served as its President and CEO. He guided the company to a successful acquisition by American Micro Systems. Jerry is also a founding member of the Band of Angels, an organization that actively invests in early-stage companies. The Band constitutes over 160 members comprised of Silicon Valley-based technology executives.Jerry is currently a member of the World Presidents Organization (WPO) and a former member of the Young Presidents Organization (YPO). Jerry has served on the boards of directors of over 20 companies, both public and private, including NASDAQ companies Evans & Sutherland, Cepheid Systems, Ikos Systems, Identix Corporation, and Keynote Systems. Currently, Jerry sits on the boards of enSilo, InsideView, Xactly (XTLY), and Lotlinx.Jerry holds a bachelor of science in electrical engineering from the University of Pittsburgh. ## Investment focus ### Industry | Industry | Investments | Share | | --- | --- | --- | | SaaS | 3 | 20% | | Software | 3 | 20% | | Advertising | 2 | 13% | | Enterprise Software | 2 | 13% | | CRM | 1 | 7% | 18 industries tracked in total. ### Stage | Stage | Investments | Share | | --- | --- | --- | | Series C | 3 | 20% | | Series B | 2 | 13% | | Funding Round | 2 | 13% | | Seed | 1 | 7% | | Series A | 1 | 7% | 8 stages tracked in total. ## Investments | Company | Description | Amount | Stage | Date | Website | | --- | --- | --- | --- | --- | --- | | enSilo | enSilo protects businesses around the world from data breaches and disruption caused by cyber attacks. The enSilo Endpoint Security Platform comprehensively secures endpoints in real-time pre- and post-infection without alert fatigue, excessive dwell time or breach anxiety while also containing incident response costs by orchestrating automateddetection, prevention and incident response actions against advanced malware. | $13M | Series A | May 01, 2017 | | | enSilo | enSilo protects businesses around the world from data breaches and disruption caused by cyber attacks. The enSilo Endpoint Security Platform comprehensively secures endpoints in real-time pre- and post-infection without alert fatigue, excessive dwell time or breach anxiety while also containing incident response costs by orchestrating automateddetection, prevention and incident response actions against advanced malware. | $13M | Series A | May 01, 2017 | | | enSilo | enSilo protects businesses around the world from data breaches and disruption caused by cyber attacks. The enSilo Endpoint Security Platform comprehensively secures endpoints in real-time pre- and post-infection without alert fatigue, excessive dwell time or breach anxiety while also containing incident response costs by orchestrating automateddetection, prevention and incident response actions against advanced malware. | $9M | Series A | Feb 25, 2016 | | | InsideView | InsideView powers the world’s business conversations, helping companies redefine their go-to-market strategies from a volume-based to a more targeted approach. Its Targeting Intelligence platform helps sales and marketing teams quickly identify and qualify the best targets, engage with more relevancy, close more deals, and retain and expandaccounts. Its solutions are used by more than 500,000 sales, marketing, and other professionals in over 20,000 market-leading companies including Adobe, Apple, Rosetta Stone, Canon, and Zuora. InsideView's CRM partners include Microsoft, Marketo, Salesforce.com, SugarCRM, NetSuite, Landslide, Pivotal, Oracle, and SAP. InsideView’s content relationships include Facebook, Twitter, LinkedIn, Thomson Reuters, Capital IQ, Cortera, and NetProspex. It was founded in 2005 by Umberto Milletti and is headquartered in San Francisco, California. | $32.5M | Private Equity | Jul 30, 2015 | | | Adallom | Founded in 2012 by cyber defense veterans, Adallom, a 2014 Gartner Cool Vendor, is a cloud access security broker which delivers visibility, governance and protection for cloud applications. Its innovative platform is simple to deploy, seamless to users, and is available as a SaaS-based or on-prem solution. Powered by SmartEngine™ advancedheuristics and backed by an elite cybersecurity research team, Adallom makes it easy to protect data in the cloud. Adallom is an abbreviation of the Hebrew saying “Ad Halom” which literally means “up to here” or “the last line of defense.” For more information, visit www.adallom.com or follow @adallom. | $30M | Series C | Apr 14, 2015 | | | InsideView | InsideView powers the world’s business conversations, helping companies redefine their go-to-market strategies from a volume-based to a more targeted approach. Its Targeting Intelligence platform helps sales and marketing teams quickly identify and qualify the best targets, engage with more relevancy, close more deals, and retain and expandaccounts. Its solutions are used by more than 500,000 sales, marketing, and other professionals in over 20,000 market-leading companies including Adobe, Apple, Rosetta Stone, Canon, and Zuora. InsideView's CRM partners include Microsoft, Marketo, Salesforce.com, SugarCRM, NetSuite, Landslide, Pivotal, Oracle, and SAP. InsideView’s content relationships include Facebook, Twitter, LinkedIn, Thomson Reuters, Capital IQ, Cortera, and NetProspex. It was founded in 2005 by Umberto Milletti and is headquartered in San Francisco, California. | $17M | Series D | Aug 12, 2013 | | | Xactly | Xactly is a leading global provider of enterprise cloud-based Sales Performance Management solutions for planning and incenting sales organizations, including sales quota and territory planning, incentive compensation management, and predictive analytics. Xactly Incent Suite drives sales behaviors to align with company objectives, increasingemployee trust and loyalty with error-free commission payments and on-demand visibility, improving operational efficiencies and productivity. | $1.4M | | Oct 01, 2012 | | | InsideView | InsideView powers the world’s business conversations, helping companies redefine their go-to-market strategies from a volume-based to a more targeted approach. Its Targeting Intelligence platform helps sales and marketing teams quickly identify and qualify the best targets, engage with more relevancy, close more deals, and retain and expandaccounts. Its solutions are used by more than 500,000 sales, marketing, and other professionals in over 20,000 market-leading companies including Adobe, Apple, Rosetta Stone, Canon, and Zuora. InsideView's CRM partners include Microsoft, Marketo, Salesforce.com, SugarCRM, NetSuite, Landslide, Pivotal, Oracle, and SAP. InsideView’s content relationships include Facebook, Twitter, LinkedIn, Thomson Reuters, Capital IQ, Cortera, and NetProspex. It was founded in 2005 by Umberto Milletti and is headquartered in San Francisco, California. | $62K | | Jan 01, 2012 | | | LotLinx | LotLinx’ is a SaaS provider of Digital Retailing and Marketing technologies and for the Automotive Industry. Founded in 2012 and based in Chicago, LotLinx works with both Manufacturers and leading dealer groups to support VIN-specific management and merchandising of their inventory. | | Seed | May 01, 2011 | | | InsideView | InsideView powers the world’s business conversations, helping companies redefine their go-to-market strategies from a volume-based to a more targeted approach. Its Targeting Intelligence platform helps sales and marketing teams quickly identify and qualify the best targets, engage with more relevancy, close more deals, and retain and expandaccounts. Its solutions are used by more than 500,000 sales, marketing, and other professionals in over 20,000 market-leading companies including Adobe, Apple, Rosetta Stone, Canon, and Zuora. InsideView's CRM partners include Microsoft, Marketo, Salesforce.com, SugarCRM, NetSuite, Landslide, Pivotal, Oracle, and SAP. InsideView’s content relationships include Facebook, Twitter, LinkedIn, Thomson Reuters, Capital IQ, Cortera, and NetProspex. It was founded in 2005 by Umberto Milletti and is headquartered in San Francisco, California. | $12M | Series C | Mar 24, 2011 | | 10 of 15 investments shown. ## Co-investors - [Emergence Capital](https://shizune.co/investors/profile/emergence-capital-partners) — VC Fund, 4 deals together - [Bay Partners](https://shizune.co/investors/profile/bay-partners) — VC Fund, 3 deals together - [Foundation Capital](https://shizune.co/investors/profile/foundation-capital) — VC Fund, 3 deals together - [Lightspeed Venture Partners](https://shizune.co/investors/profile/lightspeed-venture-partners) — VC Fund, 3 deals together - [Outlook Ventures](https://shizune.co/investors/profile/outlook-ventures) — VC Fund, 3 deals together - [Alloy Ventures](https://shizune.co/investors/profile/alloy-ventures) — VC Fund, 2 deals together ## About Rembrandt Venture Partners VC Fund · San Francisco, United States We bring an operational perspective to our investments, recognizing that growth is not without significant challenges and building businesses is hard. The RVP team brings over 30 years of "C-Level" operating experience and over 60 years of venture capital investing experience. 5 contacts available at Rembrandt Venture Partners. | Name | Title | Profile | | --- | --- | --- | | Gerald S. Casilli | General Partner | https://shizune.co/investors/profile/gerald-s-casilli | | Gordon Fallone | Director at Rembrandt Venture Partners | https://shizune.co/investors/profile/gordon-fallone | | Pauline Duffy | CFO | https://shizune.co/investors/profile/pauline-duffy | | Richard Ling | General Partner | https://shizune.co/investors/profile/richard-ling | | Sheeraz Haji | Venture Partner | https://shizune.co/investors/profile/sheeraz-haji-2 | ## Similar investors ### Similar stage - [Sequoia Capital](https://shizune.co/investors/profile/sequoia-capital) — VC Fund - [New Enterprise Associates](https://shizune.co/investors/profile/new-enterprise-associates) — VC Fund - [Bessemer Venture Partners](https://shizune.co/investors/profile/bessemer-venture-partners) — VC Fund ## FAQ ### What does Gerald S. Casilli invest in? Gerald S. Casilli invests primarily in SaaS, Software and Advertising startups, most often at Series C and Series B stage. Most of the 15 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 Gerald S. Casilli last invest? The most recent investment recorded for Gerald S. Casilli closed in May 2017. Shizune tracks 15 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. # About Shizune Shizune.co is an investor database. Core features: - 48,091 startup investors (angels, VCs, accelerators, and others) - Email, phone, LinkedIn (for intros), socials, and other contact data - Updated daily from public funding news - CSV and Excel export The User can access the full database FOR FREE after signing up: shizune.co