An entrepreneur. A disruptor. An advocate. Caroline has been the CEO and co-founder of two tech startups—one failed and one she sold. She is passionate about helping other entrepreneurs realize their full potential and learn how to step outside of their comfort zones to catalyze their growth.
Caroline is currently executive director of Oregon RAIN. She provides strategic leadership for the organization’s personnel, development, stakeholder relations, and community partnerships. In her dual role as the venture catalyst manager, Cummings oversees the execution of RAIN’s Rural Venture Catalyst programs. She provides outreach and support to small and rural communities; she coaches and mentors regional entrepreneurs, builds strategic local partnerships, and leads educational workshops.
A common item missing from most plans is a breakdown of the company’s TAM, SAM, and SOM in the marketing section of their plan. Wondering what these acronyms mean? Well, you’re not alone—many entrepreneurs are not familiar with these terms. Here’s a quick explanation of what they mean, followed by an example. Read more »
Only a handful of business pitches are truly great. What sets those excellent pitches apart from the rest? Here are nine things that stand-out pitches have in common, and how to employ them to take your pitch from good to great. Read more »
Sometimes you only get 10 minutes to pitch your business idea to investors. Here's a pitch format that has worked successfully for both veteran and first-time startup CEOs to secure funding. Read more »
This article is part of our Restaurant Business Startup Guide—a curated list of articles to help you plan, start, and grow your restaurant business! According to a study published in the Cornell Hospitality Quarterly, approximately 60 percent of restaurants fail within their first year of business. If you are dreaming of becoming a restaurateur, you can... Read more »
For our latest webinar, we discussed “How to Lose an Employee in 10 Days,” outlining major mistakes an entrepreneur or CEO should avoid if they want to hold onto valuable employees. I was joined in this webinar by Matt Rissell, the CEO of TSheets Time Tracking. If you’re not familiar with TSheets, they are a... Read more »
Having delivered hundreds of pitches myself (and bombed a few), as well as coaching dozens of entrepreneurs on how to pitch, I’ve definitely seen some doozy pitches. I sometimes wish I’d had a video camera with me to create a funny compilation of all the bloopers—something I might have shared with entrepreneurs on how not... Read more »
Ever wanted to ask an angel for advice? Now you can. Apart from a collection of tips direct from angel investors themselves, we're opening up our comment stream within this post. Read more »
Whether you’re a startup or an up-and-running business, you should know what your total potential market opportunity is for your products or services. I’ve coached many companies over the years, as well as judged several business plan competitions, and I’m always surprised by how most business owners can’t confidently tell you their total market potential.... Read more »
Picking the right attorney in your startup is as important as picking the right business partner. You can’t underestimate the importance of selecting an attorney who “gets” your business model, your market opportunity, and most importantly, your fundraising and exit strategy. Read more »
You may think that when someone offers you money to fund your startup, you should find a way to take their money. But even more important than landing an investment offer is knowing when to say yes to investors and when to say, “Thanks, but no thanks.” Just because someone has money doesn’t mean they have... Read more »
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 »
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 »
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 »
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 »
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 »
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 »
Writer's block? It turns out that starting and finishing your business plan is a whole lot easier than you thought. Read more »
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 »
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 »
I’ve been interviewing several candidates over the last few months to fill positions on my marketing team at Palo Alto Software, and I am amazed at the number of people who show up for an interview unprepared. Some may say that it’s generational, but that’s not the case. I’ve interviewed candidates from seniors in college... Read more »
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