Bill Pescatello

Investor / Advisor / Football Coach

📍 DuPage County, Illinois, United States🔄 Updated September 2026💼 16 investments📅 16 years investing🗓 Last invested Oct 2022
VC🌍 United States
16
Total investments
9
Early stage
6
Mid stage
1
Late stage
16y
Years active

Portfolio

16 investments · sorted by recency
All investments
Early stage
Mid stage
Late stage
Board Member
Oct 2022
AllFly is a travel technology startup on a mission to make group and event travel easy and online. We offer three products, all designed to help streamline and optimize travel programs. AllFly Marketplace: skip calling the airlines for a group quote and shop all the world’s airlines, side by side in our convenient online booking platform. Once your contract is secured, manage your entire trip inside of your team’s central dashboard. Built for tour operators, schools, sports teams, and corporate groups. AllFly Quest: built for event travel, AllFly Quest makes it easy to share a link with your attendees, and have everyone self select their own flights within company policy. For select accounts, AllFly Quest also powers every day business travel. Forecast: when you have an upcoming meeting or team offsite and need to quickly come up with a budget for airfare, head over to Forecast to get a free estimate.
Board Member
May 2022
Manymoons is Americas First Circular Retailer.
early stageRetail
Board Member
May 2022
The New Era of Commerce The Many Company is transforming the future of commerce by building the first vertically integrated engine for post-purchase commerce. We don’t just support brands—we partner with them to unlock margin, eliminate waste, and turn operational chaos into revenue. From overstock and returns to resale and recommerce, our infrastructure handles everything after the buy button. Our Smart Core Engine uses AI to dynamically route every SKU to the most profitable channel, while our proprietary syndication tech distributes product across sales channels all without inventory risk. We are the only 3PL that writes brands checks! That means no upfront costs, no added complexity—just value recovery at scale.
Board Member
Feb 2022
SHOWRUNNER connects devices around a film set so that you can run it more like a smart home. In particular, we make it easy to do high-tech filmmaking, like using LED video walls as virtual backgrounds.
Board Observer
Sep 2019
At Flowhub, we’re on a mission to make safe cannabis product accessible to everyone on planet Earth. Flowhub is the leading cannabis technology company partnering with dispensaries nationwide to provide compliance, point of sale, payments, inventory tracking, and retail management solutions. Founded by Kyle Sherman in 2015, Flowhub pioneered the first Metrc API integration and the Nug Pro®, the cannabis industrys first mobile scanner device for streamlining daily workflows. Today, Flowhub processes over $3 billion in cannabis sales annually, empowering more than 1,000 cannabis retailers to automate operations, increase revenue, and create the best dispensary experience possible. Flowhub is on the frontlines of ending cannabis prohibition and is proud to be a founding director of both the Cannabis Trade Federation and the U.S. Cannabis Council, in addition to awarding over $8 million in free software through its Social Equity Program to support underrepresented dispensary owners. Flowhub is a profitable privately held, remote-first company. Investors include PayPal, Headline, Poseidon, Shawn "Jay-Z" Carter, and Evolv Ventures (The Kraft Heinz Company venture arm), the founders of Venmo, and more. For more information visit flowhub.com.
Board Member
Jan 2018
Give us Your Monthly Bills, Well Reduce Them!
Board Member
Dec 2017
Carlease.com is the nation’s leading car leasing company. We leverage our national buying power to provide our customers with superior pricing on new leased vehicles of any make and model. We make the car leasing process simple and straightforward, and provide “white glove” service through the duration or our customers’ leases. We also specialize in enabling our clients to end their existing leases early so that they may get into a new vehicle of their choosing, often with no additional charges or increase in prior payments. We believe the typical car leasing process is broken, as the existing model carries with it bloated costs, constrained selection, and a buying process that is both time consuming and dreaded by the average consumer. At Carlease.com, we make the leasing process as painless and seamless as possible...So you never have to step foot into a dealership again.
Board Observer
May 2016
Super.com is a technology company at the intersection of fintech and commerce that empowers users to spend less, save more, and build credit - so they can make the most of life. Super.com is home to the best prices on everything - from discounted everyday items to great hotel deals - and it’s the hub that enables rich cashback and credit building on every transaction. The company is trusted by over 7 million customers, helping them save over $150M to date. Super.com is backed by Steph Curry and has raised over $100MM USD and surpassed $1B in sales.
Board Member and Observer
Mar 2015
Ionic is changing the way mobile apps are built and delivered. From our popular open source mobile SDK to industry-leading mobile CI/CD and micro frontend solutions, Ionic helps you meet the demand for mobile across your business. For more information about Ionic and its suite of tools, visit ionic.io.
Board Observer
Jan 2015
The dating app for serious daters. 💜 OUR MISSION We're on a mission to give everyone a chance at love. We believe that means not only making great matches, but also empowering daters with healthy dating habits so they can date confidently. It’s this guided approach that’s sparked thousands of lasting relationships. 💜 ABOUT THE APP Coffee Meets Bagel is for the dater who’s ready for something serious – and tired of wasting time on the people who aren’t. With over 91% of the CMB Community looking for a committed relationship, our daters won’t be stuck wading through singles who aren’t on the same page. We’ve been named one of the best dating apps for relationships, and have made over 150 million matches and counting. 💜 LOCATION We're ALL remote with some of us in the US, Canada, Singapore and the Philippines. 💜 BENEFITS - Competitive compensation including equity - Flexible work environment (location & hours) - 4 day work week - Flexible PTO and sick leave (suggested minimum – 15 days) - 100% coverage on health, dental, and vision - Long and short term disability insurance - Retirement savings matching - Yearly education, quarterly wellness and monthly co-working stipend - Generous parental leave (10 weeks for birth parent and 8 weeks for non-birth parent) - Company organized social events, off-sites & retreats
Board Member
Mar 2014
FREEDOM OF PLAY From our bootstrapped start in our college apartments in 2008, we've grown into a venture-backed mobile gaming studio with a talented team of 60 people. Our free-to-play mobile games are played by more than a million people around the world every day. We've been written up in the New York Times and Forbes, and our workplace has been named a “Top Developer” by Google, and a “Best Place to Work” and “Madison's Favorite Tech Startup” by our local community. Our culture is fast-moving, fun, and highly collaborative, with experienced professionals from across the game industry. It would be great to hear from you even if you don't see a position open that fits your background as we're always networking with industry professionals. Come grow with us!
late stageComputer Games
Board Member
Jan 2014
About Our Company: Founded in 2010, Hireology is a hiring and HR platform that empowers decentralized businesses to attract and retain talent. As a company, we believe in our product, but our people are what make our business truly powerful. We’re a tight-knit company, bonded through our commitment to helping organizations build teams they’re proud of. Ranked on multiple best places to work in Chicago lists including the 2023 BuiltInChicago rankings, Hireology has grown from a startup to a market-leading organization. We’ve created an award-winning culture that makes this company an amazing place to work. Plus, our benefits empower you to love your work and enjoy your life. We offer perks like unlimited PTO, a remote-friendly work policy, competitive pay and healthcare benefits, and career growth opportunities across all departments. Company Description: Hireology is an all-in-one recruiting, hiring, and employee management platform that empowers decentralized businesses to build their best teams. The company equips HR and business leaders with the support and tools needed to manage the full employee lifecycle — from pre- to post-hire — in one seamless platform With focused expertise across several industries – including automotive, hospitality, healthcare, and professional services – more than 10,000 businesses today trust Hireology to build their best teams and put people first. Our growth and success in the HR tech space has been substantial. Hireology’s employee referral platform helps our customers get more ROI out of their employee referral programs, and our Text-to-Apply feature allows applicants to apply to jobs seamlessly from their phone. We were also named #8 out of the top 50 HR Products from G2’s Best of Software 2023 Awards. As the only People-First Recruiting and HR platform, we turn hiring, HR and payroll into a process teams—and candidates— love. Company Mission: Hireology’s technology empowers businesses to build great teams.
Board Member and Observer
Dec 2012
Ovia Health is the leading maternity and family benefits solution for employers and health plans. Ovia Health's benefits help women and parents grow their families and their careers, while reducing healthcare costs, improving clinical outcomes, and helping employers retain and attract talent. Our consumer apps, Ovia Fertility, Ovia Pregnancy, and Ovia Parenting, help women and families make important life and health decisions on the parenthood journey. Our apps are available on the App Store and Google Play: www.oviahealth.com/join. Since launching in 2012, Ovia Health has supported over 10 million people and is the #1 health app for women and families.
Board Member & Observer
Aug 2011
Our mission is to transform lives through learning. Through our global marketplace platform, we provide the tools learners, instructors, and enterprises need to achieve their goals and reach their full potential. We enjoy problem-solving and collaboration, and we share a serious belief in the power of learning and teaching to change lives. Udemy’s culture fosters inclusion and belonging and encourages innovation, creativity, passion, and teamwork. We also celebrate our milestones and support each other every day. Listen to our Udemy Business Leading Up podcast here ➡️ bit.ly/UdemyLeadingUp More about Udemy: — We have more than 73M learners and over ONE BILLION course enrollments on our platform. — More than 75K instructors are teaching over 250K courses in over 75 languages. — We have over 16K enterprise customers and more than half of the Fortune 100 are Udemy Business customers. — Udemy Business customers have access to more than 27K courses, more than 12K of which are in English and more than 15K are in 15 international languages.
Board Member
Jun 2011
Fooda is a workplace food program people love and look forward to every day. We scour the streets for the best food trucks, trendy restaurants, and hidden-gem mom and pops. Making the connection between them and people who appreciate their food is our passion. Were looking for talented colleagues who want to advance their careers and help scale a business. We all share an interest in solving problems with data, taking chances, beating goals, and delighting customers. Our teams successful execution of those interests has driven expansion to over 20 markets since our founding in 2011. Visit our website to learn more about joining Fooda: www.fooda.com/careers
Show all 16 investments ↓
Experience · 22 entries
All (22)
Investments (16)
Founder (3)
Board (16)
2025
Football Coach
Aug 2025
New Canaan High School is a company based out of 11 Farm Rd., New Canaan, Connecticut, United States.
2024
2022
Board Member
Oct 2022
AllFly is a travel technology startup on a mission to make group and event travel easy and online. We offer three products, all designed to help streamline and optimize travel programs. AllFly Marketplace: skip calling the airlines for a group quote and shop all the world’s airlines, side by side in our convenient online booking platform. Once your contract is secured, manage your entire trip inside of your team’s central dashboard. Built for tour operators, schools, sports teams, and corporate groups. AllFly Quest: built for event travel, AllFly Quest makes it easy to share a link with your attendees, and have everyone self select their own flights within company policy. For select accounts, AllFly Quest also powers every day business travel. Forecast: when you have an upcoming meeting or team offsite and need to quickly come up with a budget for airfare, head over to Forecast to get a free estimate.
Board Member
May 2022
Manymoons is Americas First Circular Retailer.
early stageRetail
Board Member
May 2022
The New Era of Commerce The Many Company is transforming the future of commerce by building the first vertically integrated engine for post-purchase commerce. We don’t just support brands—we partner with them to unlock margin, eliminate waste, and turn operational chaos into revenue. From overstock and returns to resale and recommerce, our infrastructure handles everything after the buy button. Our Smart Core Engine uses AI to dynamically route every SKU to the most profitable channel, while our proprietary syndication tech distributes product across sales channels all without inventory risk. We are the only 3PL that writes brands checks! That means no upfront costs, no added complexity—just value recovery at scale.
Show all 22 entries ↓
Investment activity
2010–2022 · 16 investments
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