Up and Running Blog

About Caroline Cummings

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+.

Caroline Cummings

oops

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 [...]

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Human brain and colorful question mark

If you’re raising money for your company and you want to pitch to angel investors or venture capitalists, then there are a few important things to know that savvy investors care about. I’ve raised close to $1 million for my previous startups and the following questions were not what I had expected to hear from [...]

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fans customer evalgelists

Everyone knows the value of word of mouth marketing. It’s a concept as old as dirt, but not something most businesses know how to embrace. The “social web” is a great avenue to allow the people that know and love you (aka, your “Fans”) to promote your business in a fun way. Fans are basically customer evangelists. [...]

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I know what it’s like to pitch to investors – both angels and venture capitalists. I’ve raised close to $1 million from angel investors for my previous technology start-ups. Sometimes you only get 10 minutes to pitch your business opportunity to the investors (or less in some cases). Below is a format I’ve successfully used, [...]

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Pamela-Slim-new headshot

Yesterday’s webinar enjoyed quite a crowd, and author Pamela Slim presented some truly thought provoking questions to help entrepreneurs align their life values with their business goals.   We recorded it in case you missed it!

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lp_10kboost_logo_final

If you haven’t already – you should register your LivePlan business plan into the $10,000 Boost competition. It’s open to US residents. Watch the video below for some inspiration! We look forward to seeing your winning business plan! Also – register to attend the FREE live webinar on August 7th, 10am (Pacific Time) to learn [...]

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tam-sam-som

Having viewed several business plans over the years, a common (and very important) 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 [...]

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