The Upside brings together a diverse group of leaders —executives, investors, entrepreneurs, and creators— interested in having meaningful economic and social impact.
OUR MEMBERS ARE FROM ORGANIZATIONS INCLUDING
Experience The Power of The Upside
Receive private, curated matches with members based upon mutual goals and interests.
Let The Upside facilitate introductions so you can focus on what matters most: your impact.
Real. Meaningful. Connections.
We believe connecting the right people can unlock amazing possibilities. Let us take care of the hard work of finding and reaching those people. Pick your goals and let’s get started!
Before you know it, you’ll be on your way to a purpose-filled business life.
The Upside Member Benefits
Research and explore opportunities, review matches, schedule meetings, and privately interact with the community.
Exclusive programming from inspired thinkers that challenges you to reflect, re-energize and refocus.
Get concierge support from a real person who can assist you in navigating The Upside and uncovering opportunities.
Featured Professional Members
David is an entrepreneur and angel investor who has held operating roles at six startups and invested in nearly 50 companies. He was most recently the Chief Executive Officer of Gradifi, which was acquired by E*TRADE. Previously, he was Entrepreneur-in-Residence at Harvard Business School and Director of the Babson Summer Venture Program.
David has held product and marketing roles at five Boston-based startups that were acquired. He previously led the PayPal Boston office and co-founded the Start Tank innovation space. Earlier in his career, he held roles at TripAdvisor (IAC), m-Qube (Verisign), edocs (Siebel), SnapMyLife (Exclaim Mobility), and Goldman Sachs.
As a leader in the entrepreneurship community, he holds several advisor/board memberships and has made 50 angel investments in early-stage startups. Awards include Boston Business Journal's Power 50: Most Influential Bostonians, BostInno’s 50 on Fire: Education Winner / Investment Winner / Tech Finalist, and Finalist for NEVY Angel of the Year.
David holds a BS with Distinction in Computer Science from Cornell University and an MBA from Harvard Business School.
Entrepreneur & Angel Investor
Michael is a successful senior executive with over 25 years of demonstrated leadership and achievement building strategic Go-to-Market teams in high-growth B2B SaaS businesses.
He’s been a founder, operator, investor, and advisor in companies such as Yahoo!, BlueJeans Network, Homestead, Preact, Reciprocity, and Rafter. He is a frequent industry speaker on topics involving Sales and Customer Success and helped startups raise venture capital from firms including Draper Fisher, Redpoint, Norwest, Storm, Bain Capital, Meritech, and Intel Capital.
Michael received his MBA from the Harvard University Graduate School of Business and a BS in Computer Science and Engineering from the University of Pennsylvania where he graduated Magna Cum Laude.
Founder, Operator, Investor, Advisor
Jessica is an accomplished Senior Executive and Board Member, with demonstrated success across the beauty, fashion, consumer goods, art, retail, and business to consumer industries. Leveraging extensive experience in strategy for internet companies, she is a valuable asset for small to established consumer-facing and retail companies, seeking assistance with growth, strategic thinking, and branding/rebranding. Her broad areas of expertise include marketing, driving innovation, and product development.
Throughout her executive career, Jessica has held leadership positions with Depict Inc., Argosight, Bow & Drape, and Procter & Gamble. In her current role as President and Chief Marketing Officer with Depict Inc., she has been responsible for fundraising a $6M seed round, for the company, researching target customers and developing a to to market strategy. She has also proved instrumental in orchestrating all operations, including vetting and identifying distribution partners, setting up operations, as well as customs and logistics. She has played an integral part in defining the look of the brand, including the logo, product and online presence, helping in the creation of a functional website, app, and customer experience. In a prior role as Founder and CEO of Global Art Compass Ltd., she oversaw the launch of an international art consultancy assisting clients with investment art collections ranging from $10M to $100M in value. She also led 14 specialists serving various clients across the globe, and created financial models to identify the investment potential of individual works of art. Additionally, as Marketing Director of Innovation and New Business Development for Procter & Gamble, she helped in defining the future direction and growth opportunities for the $3B global business unit. Furthermore, she navigated development of business strategy to achieve financial targets, and directed a 40-person multi-functional organization.
Jessica holds a Masters Degree in Fine Art from the University of Cambridge, as well as an MBA from the University of Virginia Darden School of Business. She has held board positions with Depict Inc., and advisory board positions with Bow & Drape.