Caroline Cummings, Interim Executive Director & Venture Catalyst
Caroline Cummings, Interim Executive and Venture Catalyst of Oregon RAIN, is an entrepreneur who loves helping other entrepreneurs launch and grow their companies. She has been the CEO and Co-Founder of two tech startups. She’s helped raise close to $1M in angel funding and $1M in funding for various economic development and non-profit organizations. She’s also closed several six-figure deals for various companies. As RAIN’s new Venture Catalyst she will utilize her years of experiencing both failures and successes to help other entrepreneurs launch and grow their own companies in the most sustainable way.
Cummings brings over 20 years of management experiences to the table. Before becoming an entrepreneur she lead technology and communication projects at Bristol-Myers Squibb, lead fundraising campaigns for various non-profits, launched and/or helped grow several entrepreneurial development initiatives through her consulting partnership with the Eugene Area Chamber of Commerce and the Oregon Entrepreneurs Network – including Smart-ups PubTalks, the Willamette Angel Conference, the Southern Willamette Angel Network, and the Southern Oregon Angel Investor Conference. She most recently served on the executive team at Palo Alto Software for nearly 3.5 years as their VP of Business Development.
Cummings also serves as the Venture Associate for the Willamette Angels, including their annual Willamette Angel Conference LLC and their newly formed W2 Fund.
Cummings’ biggest passion (other than entrepreneurship) is mentoring. She has been mentoring “at-risk” youth through various non-profit programs since 1993. She’s also served as a volunteer for Mercy Corps – where they flew her to Cairo, Egypt during social unrest to deliver workshops and mentoring to entrepreneurs and angel investors from the region.
Cummings is a graduate of Drexel University in Philadelphia and holds a B.S. in Corporate Communications with a minor in Public Relations. She also obtained a certificate in Sustainable Change Management from the University of Oregon. She’s additionally been the recipient of Eugene’s “20 Under 40 Award” (2008).