Caroline Cummings

Caroline is a two-time technology entrepreneur. She's co-founded and held the CEO position for two internet companies, OsoEco (social bookmarking/shopping site) and RealLead (mobile marketing for the real estate industry). She's raised close to $1M in investment capital and has coached several other startups on their investor pitches. RealLead was recently acquired by IDX, Inc, and Caroline joined Palo Alto Software to lead their marketing and business development for the cloud-based business planning and management tool LivePlan. You can follow Caroline on Google+.

Recent Articles Published by Caroline Cummings


Ideas Make or Break Your Business

I don’t know about you, but I come up with a new idea every day. However, ideas without execution are merely thoughts in one’s own head. The writer Ralph Waldo Emerson said it best: “Ideas must work through the brains and arms of men, or they are no better than dreams.” Ideas are key to... Read more »


How to Inspire Your Employees

Have you ever heard the following statement?: “If you want to build a ship, don’t drum up the men to gather wood, divide the work and give orders. Instead, teach them to yearn for the vast and endless sea.” It’s a quotation from the French writer Antoine de Saint-Exupéry, and Adam Bryant—The New York Times... Read more »


Culture Eats Strategy For Breakfast

The New York Times' columnist Adam Bryant sums it up in his book by saying that “culture is the X factor that will determine who wins in the long run.” Read more »


Top CEOs Reveal Their Secrets to Innovation and Growth [WEBINAR]

Join our free webinar with Adam Bryant, The New York Times bestselling author and “Corner Office” columnist, to learn the secrets of top CEOs and how your small business or startup can create a culture of innovation. Read more »


9 Things That Take a Pitch From Good To Great

When I think about what set the excellent pitches I've seen apart from the rest, it turns out that they all shared some of the same qualities. Read more »


Get Your Business in Shape in 2014

It's pretty funny, actually, how well weight loss and fitness advice translates to managing a business and "trimming the fat" out of your company's operations budget. Read more »


My 13 Favorite Alternative Funding Options of 2013

Whether you’re a nonprofit, a new small business, a high-tech startup, or an up-and-running company, and whether you’re looking for a loan or a grant or an equity-sharing arrangement, there is an option for you. Read more »


One Easy Trick to Get Your Business Plan Done in Under an Hour

Writer's block? It turns out that starting and finishing your business plan is a whole lot easier than you thought. Read more »


Mentoring With LivePlan: Success Story

David Calderon, a California high school teacher, was the mentor to two of the BEC Boost competition's grand prize winners. I had the chance recently to ask David about his successful experience coaching his students. This is what he had to say. Read more »


How to Make Your Gust Account Stand Out to Investors

These are my recommendations for how to help your company profile stand out on Gust, so you can successfully grab attention and raise capital. Read more »