Why Sapphire’s Jai Das thinks the Salesforce-Slack deal could succeed

Who says that chats about enterprise software have to be boring? They don't, we learned during our conversation earlier this week with Sapphire's Jai Das, a pleasant time that touched on a host of topics including startup sectors, his investing group's capital base and, of course, the Slack-Salesforce deal.

Our conversation took place about an hour before the deal was formally announced, but the tea leaves had been read by the market far in advance, so we were able to chat about it as if it was already consummated. Which it became a little while later.

Our conversation with Das was part of our Extra Crunch Live series, which you can learn more about here. If you're not a member, head here to get started. Extra Crunch Live has previously hosted Bessemer's Byron Deeter and Sequoia's Roelof Botha, among others.

The whole chat with Das was interesting and good, but his comments explaining why Slack's sale to the larger CRM giant stuck with me all week. Using Salesforce's acquisition of MuleSoft (a company in which Das invested) as a prism, here's how the venture capitalist discussed the plusses and minuses of selling to a bigger company.

After noting that MuleSoft might have been able to earn a larger revenue multiple as an independent company in today's markets than it managed by selling to Salesforce, Das then detailed the sort of boost that a huge company can bring to one that is merely big (quote has been edited and condensed):

Going into your question about Salesforce and Slack, Salesforce, like any large company, does add a lot of value. When I talked to [former MuleSoft CEOs] Simon [Parmett] and Greg [Schott], they were astonished how much account control these large companies have with CIOs and CMOs.

MulesSoft would be beating on the door to get a meeting with the CIO and it wouldn't happen. And you know, the Salesforce management team would just make one phone call, and Simon and Greg would be presenting to the CEO on down.

So I think that is the thing that people forget, that these large companies have so much ability to increase your sales velocity with large accounts, [so] it makes a lot of sense for some of these [smaller] companies to end up in Salesforce or SAP or Oracle, or WorkDay.

So perhaps Slack will find more oomph under Salesforce's auspices than it could as a solo project. We spent the majority of our time talking about startups and smaller companies, so hit the jump for the full video and a few more quotes I transcribed for you.

Have fun!