Both Sides of the Table

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One of the Biggest Mistakes Enterprise Startups Make

Both Sides of the Table

The era of VCs investing in successful consumer Internet startups such as eBay led to a belief system that seemed to permeate many enterprise software startups that hiring sales or implementation people was a bad thing. But the “no sales people” mantra isn’t what I’m here to take on. I believe it’s flawed.

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How to Configure Your Startup Team

Both Sides of the Table

it’s the most expensive dilution you’ll ever face. Your first sales people should be consultative sellers who can fuel evangelical sales. Don’t hire “relationship management” sales people too early. Quick summary: Be careful not to have too many co-founders.

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How to Make Sure Professional Services Don’t Take Over Your Software Company

Both Sides of the Table

So when I meet with GRP portfolio companies that do enterprise sales I try to emphasize the following: 1. Often your sales engineers can do the customizations without bugging the core eng team. Integrate PS Work Into Sales & Marketing Processes. Referenceability is the lifeblood of sales.

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Remind Me Why I Love You? (Why “In Person” is Everything)

Both Sides of the Table

I also had to negotiate a follow-on round at a portfolio company because new investors were trying to force a bit option-pool top-up that would dilute the founders and existing shareholders and existing investors were fighting over prorata rights. I always tell people that fund raising is a sales process.

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Further Thoughts on Startup Operations

Both Sides of the Table

Still, I’ll bet that functionally you divide areas of competence like sales & marketing, product, engineering, biz dev, etc. “I need a COO to focus on the business while I focus on M&A and strategic discussions.&# The company that wrote me this told me they were doing $4 million in sales. What will it do?

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Beware of Premature Merge Elation

Both Sides of the Table

How much dilution should I take for it?&# My friend’s company was pre-revenue. Me: “Zero dilution. It is best not to buy your competitors – they’ll always want an unreasonable price and think of the sale as failure. It has awesome features that my main competitor doesn’t have. Want to sell early?

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Want to Know How VC’s Calculate Valuation Differently from Founders?

Both Sides of the Table

So taking the same fund raising round and assuming that the VC wants the options including before he or she funds (and before is totally standard) then the math works like this: Assuming a 15% option pool post funding then you need a 20% option pool pre funding (because the pool gets diluted by 25% also when the VC invests their money).

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