This is a great use of an hour of time (for real). I have not met Dharmesh Shah but follow his blog OnStartups and would love to have the opportunity to meet up some day. I am also intrigued by his most recent company – HubSpot.
Below are the notes I captured as I watched this. Great stuff.
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A small exit is a good exit (but not if you take VC funding so be aware of the pros and cons)
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Be wary of the "attention economy" as advertising-based models are perilous
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Enterprise software selling sucks
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If you want to do a start up, get started
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Get your product or service out there and charge for it asap – people will tell you why they won't buy it
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Downsides to SaaS business models – margins aren't as good (b/c of COGS – you are running your own software); human costs; subscription shifts risk back to vendor
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Focus on total cost of customer acquisition (references Constant Contact); $300 sales/mkting/mkting programs cost versus lifetime value of customer($1500); factor in churn
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Drivers of that business: lifetime value and cost to acquire; focus on churn rate
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What can the usage data tell you? CHI (Customer Happiness Index) is a probability calculation that a customer will stay with you; Did the customer log-in plus usage patterns; Customers that use this feature stay with us, those that don't use it leave; This data will make product management work
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On partnerships – don't do them. The 900lb gorillas don't care (even though they act like they do); as for start up partnerships (you both want the same thing – looking in the mirror); but distribution partnerships can work if there is an established process and model. Beware the time/resource suck from these efforts.
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On marketing/lead generation – create an industry/market blog (even before product) to get feedback, establish your reputation and domain expertise, will also help you understand if there is a there there; reduce market risk as early as possible (will anybody buy what I built?)
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Google Adwords – created an efficient market to connect sellers & buyers but still a Google tax involved (that is what organic search is all about)
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CPC is a 'morphine drip'; you become a victim of the latest market entrant who bids up the price
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Get good at being found in organic results (longer term b/c it is harder); upfront investment that pays off over time; make sure your website is best search result possible (be rank worthy).

Thanks for the kind words (and for following HubSpot).
If you’re ever in the Boston area, feel free to drop me a note. Would be happy to have you over to HubSpot and chat about startups.
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