Benedict Rocchio

Managing Director | Venture Capital & Growth Equity Investor | Board Advisor

📍 Wilmette, Illinois, United States🔄 Updated September 2026💼 19 investments📅 22 years investing🗓 Last invested Nov 2022
VC🌍 United States
19
Total investments
2
Early stage
2
Mid stage
5
Late stage
22y
Years active

Portfolio

14 investments · sorted by recency
All investments
Early stage
Mid stage
Late stage
Board Member
Nov 2022
Zylo is the leader in enterprise SaaS Management, bringing order to SaaS sprawl and redefining how organizations manage software. Its platform empowers organizations to manage SaaS at scale by providing the visibility, prescriptive insights, and expertise necessary to optimize their software investments. Powered by the industry’s largest dataset of 40 million SaaS licenses and $40 billion in SaaS spend, Zylo unlocks significant cost savings, mitigates business risk, and maximizes software value. Named as a Leader in the Gartner® Magic Quadrant for SaaS Management Platforms, Zylo is trusted by innovative companies such as AbbVie, Adobe, Atlassian, Intuit, Salesforce, and Yahoo to confidently manage their SaaS portfolios. Zylo has raised more than $72.5M to date and is backed by leading SaaS investors, including Bessemer Venture Partners, Menlo Ventures, Baird Capital’s Venture Team, Spring Lake Equity Partners, High Alpha, GGV, Slack Fund, Salesforce Ventures, MassMutual Ventures, and Coupa Ventures. For more information, visit Zylo.com.
Board Member
Apr 2021
Crayon is the competitive enablement platform that monitors your competitive landscape across the web as well as from buyers, sellers, and deals — then alerts you to relevant intel, and enables your sales team to win more head-to-head competitive deals. Market-leading B2B companies—including Dropbox, and ZoomInfo rely on Crayon to increase competitive win rates.
Board Member
Nov 2020
HSP Group helps companies manage their international operations and expand globally. We provide HQ-based finance, tax, legal and HR personnel with a simplified, turnkey approach to ensure efficient operations, full compliance with local regulations, and needed consistency across each geography.
Board Member
Aug 2017
Housecall Pro was founded in 2013 with one mission: to help home service professionals succeed. Today, more than 200,000 Pros use our powerful, easy-to-use platform to run and grow their businesses—from scheduling and dispatching to payments, customer communication, and beyond. We make work simpler, more innovative, and more profitable. But we’re more than just software—we’re a movement. We #ChampionTheTrades by providing the tools, resources, training, and community to support every Pro on their journey. Whether youre HVAC, Plumbing, Electrical, Cleaning, or any skilled trade—we’re here for you. we’ve built the largest, most connected network of home service Pros united by purpose and pride. We show up for our Pros every day—through mentorship, recognition, and advocacy. Because when you grow, we all grow. Join the movement. Champion the Trades with us: https://bit.ly/46SBt9k
Board Member
Jan 2016
Arrive is the leading provider of branded and white-labeled last-mile mobility solutions. Our fully integrated platform makes it easy for companies and brands to provide drivers, fleets, and connected vehicles with scalable frictionless parking and other mobility-related services. By harnessing the power of app, voice, and in-dash technology, Arrive makes the final leg of modern travel absolutely effortless. Millions of people in hundreds of cities across North America have already experienced Arrive-powered parking. In addition to our two consumer-facing brands, ParkWhiz and BestParking, Arrive works with hundreds of distribution partners, including Amazon, Ford, Hyundai, XEVO, TomTom, Ticketmaster/Live Nation, Groupon, Madison Square Garden and many others. Arrive is a Flash Technology
Board Member
Jan 2015
Appcast is the award-winning, global leader in programmatic job advertising technology. With advanced technology, unmatched market data and a team of the industrys best recruitment marketers, Appcasts technology and services drive hiring outcomes for more than 2,000 clients. In July 2023, Appcast acquired Bayard Advertising, a pioneer in the recruitment marketing space. Appcast is headquartered in Lebanon, N.H. with offices throughout North America and Europe. Appcast is a subsidiary of The Stepstone Group, a leading digital recruitment platform that connects companies with the right talent and helps people find the right job. To learn more, visit http://www.appcast.io and follow on X @appcast_io.
Board Member
Jun 2014
WordStream by LocaliQ is your go-to source for data, insights, and endless digital marketing ideas. Our original content, powered by curiosity, will help you discover: - How your ads are really performing. - The best marketing strategies for your business. - Creative ideas to stand out in your market. Plus, use our popular free tools to get clear, data-driven direction to help you succeed: - The Google Ads Performance Grader - The Facebook Ads Performance Grader - The Free Keyword Tool And when your business needs a partner to make your goals a reality, LocaliQ provides the growth marketing platform to help you find, convert, and keep more customers.
Board Member
2012
Signal is the first and only Customer Identity Solution for enterprise. Signal’s platform transforms the customer experience by providing contextual relevance at all points of engagement, regardless of place or time. Today, Signal’s technology runs on more than 45,000 digital properties in 158 countries. The platform facilitates billions of data requests monthly, supporting top brands around the world generating more than $1.5 trillion in commerce, including Allstate, Audi, Crate & Barrel, JetBlue Airways, Starcom MediaVest Group, Starwood Hotels and Resorts, and many more. Signal has been recognized with numerous awards and honors, appearing on the Inc. 500 list of the fastest growing companies in 2015, 2016 and 2017.
Board Member
2012
TransUnion is a global information and insights company that makes trust possible in the modern economy. We do this by providing an actionable picture of each person so they can be reliably represented in the marketplace. As a result, businesses and consumers can transact with confidence and achieve great things. This picture is grounded in our legacy as a credit reporting agency which enables us to tap into both credit and public record data; our data fusion methodology that helps us link, match and tap into the awesome combined power of that data; and our knowledgeable and passionate team, who stewards the information with expertise, and in accordance with local legislation around the world. A leading presence in more than 30 countries across five continents, TransUnion provides solutions that help create economic opportunity, great experiences and personal empowerment for hundreds of millions of people. We call this Information for Good®—it’s our purpose, and what drives us every day.
Board Member
May 2011
High Street Partners and Nair & Co. have merged to form Radius. Please follow our new company page at https://www.linkedin.com/company/radius-worldwide. Radius was formed when two international expansion businesses – Nair & Co and High Street Partners – came together in April 2014. Creating the ‘best of breed’ in this industry, the two companies have a long history of providing solutions to overseas operational challenges, making them the provider of choice in this marketplace. Radius has over 700 employees worldwide, over 500 active clients, and serves over 6000 client employees in over 80 countries. The company offers clients a strong platform for growth with significant resources across technology, marketing and operating models. Collectively, these assets are exceptionally powerful.
Board Member
Feb 2011
Hi, we’re Sittercity. Sittercity, a Bright Horizons company, is a technology platform working to reimagine the child care industry. Finding, hiring and managing high-quality, trustworthy and enriching child care has never been simple, for parents or caregivers. We want to change that. At Sittercity, you can imagine and create solutions that will revolutionize a multi-billion industry and bring relief to parents and care providers alike, all while having a lot of fun! Boost your career as we launch into our next phase of growth and help build a platform that changes the way child care works. We’re engineers and designers. Operators and thinkers. Customer experts and parents who are customers ourselves. Recognized as a Chicago Innovation Award winner and one of the best places to work by Crain’s and Built in Chicago, we offer an innovative and fun environment where we push –– and help –– one another to make a real dent in a big problem.
Board Member
2011
StartWire (startwire.com), a StartDate Labs company, was founded in 2011 with the mission of radically improving the tedious process of looking for work. StartWire has experienced explosive growth thanks to the popularity of it's unique job search organization technology. StartWire is a free service used by over 5 million job seekers. It allows job seekers to organize their applications and get automatic status updates from thousands of employers via text message and email — making the dreaded ‘application black hole’ just a little less dark. StartWire streamlines the job search process, from recommendations on where to apply based on your interests and professional connections to tools you can use to track any job application you've applied to across the web. About StartDate Labs Founded by a team of seasoned recruiting technology veterans and funded by some of the most respected names in the talent acquisition space, StartDate Labs is developing solutions for the most intractable problems faced by job seekers, employers, and recruiting vendors.
Board Member
Jul 2006
Snagajob, the country's largest marketplace for hourly jobs and shifts, connects 6 million job seekers per month to right-fit employment opportunities across the U.S. Snagajob partners with 24 of the top 25 employers of hourly workers, as well as thousands of mid-market and small business employers. Snagajob’s mission is to empower hourly workers to design the way they work with full-time, part-time and flexible work plans that make their life goals attainable. Through Snagajob, workers gain control and flexibility to work when and where they choose. And because we are matchmakers at heart, employers are assured their jobs will be highlighted to more of the right candidates. In a sea of job seekers and job opportunities, we know there’s magic in the right match.
Board Observer
Feb 2006
HireRight delivers global background checks, drug testing, and employment verification services through an innovative platform. We want all of our clients to grow successfully and efficiently – no matter their size or location. We do this by offering a comprehensive screening solution that can be tailored to the unique needs of any organization, giving enterprises peace of mind about their people and processes. Our platform is easy to use and can be integrated with existing HR systems. HireRight has U.S. offices in Irvine, Calif., Tulsa, Okla., Nashville, Tenn., Chapin, S.C., and Dallas, Texas, and international offices in Australia, Canada, Estonia, , India, Japan, Mexico, the Philippines, Poland, Singapore, the UAE, and the UK. Learn more at www.HireRight.com.
Experience · 21 entries
All (21)
Investments (19)
Board (19)
2026
Senior Advisor
Feb 2026
Five Elms is a growth investor in software businesses that users love, providing capital and resources to help companies accelerate growth and further cement their role as industry leaders. With $3 billion in assets under management and a global team of over 75 professionals, Five Elms has invested in more than 70 software platforms globally. The firms operational value creation team supports the portfolio, working alongside companies to accelerate growth, build out executive teams, increase customer retention, improve sales & marketing efficiency, upgrade analytical infrastructure, and expand into new markets. For more information, visit fiveelms.com.
2022
Board Member
Nov 2022
Zylo is the leader in enterprise SaaS Management, bringing order to SaaS sprawl and redefining how organizations manage software. Its platform empowers organizations to manage SaaS at scale by providing the visibility, prescriptive insights, and expertise necessary to optimize their software investments. Powered by the industry’s largest dataset of 40 million SaaS licenses and $40 billion in SaaS spend, Zylo unlocks significant cost savings, mitigates business risk, and maximizes software value. Named as a Leader in the Gartner® Magic Quadrant for SaaS Management Platforms, Zylo is trusted by innovative companies such as AbbVie, Adobe, Atlassian, Intuit, Salesforce, and Yahoo to confidently manage their SaaS portfolios. Zylo has raised more than $72.5M to date and is backed by leading SaaS investors, including Bessemer Venture Partners, Menlo Ventures, Baird Capital’s Venture Team, Spring Lake Equity Partners, High Alpha, GGV, Slack Fund, Salesforce Ventures, MassMutual Ventures, and Coupa Ventures. For more information, visit Zylo.com.
2021
Board Member
Apr 2021
Crayon is the competitive enablement platform that monitors your competitive landscape across the web as well as from buyers, sellers, and deals — then alerts you to relevant intel, and enables your sales team to win more head-to-head competitive deals. Market-leading B2B companies—including Dropbox, and ZoomInfo rely on Crayon to increase competitive win rates.
2020
Board Member
Nov 2020
HSP Group helps companies manage their international operations and expand globally. We provide HQ-based finance, tax, legal and HR personnel with a simplified, turnkey approach to ensure efficient operations, full compliance with local regulations, and needed consistency across each geography.
2019
AEGIS Hedging Solutions
Board Member
May 2019
Show all 21 entries ↓
Investment activity
2004–2022 · 19 investments
20041200622010120114201222014220151201612017120191202012021120221
Recent (last 2 years)Earlier