Episode Summary
Executive Summary: In an emergency podcast, the host discusses the impending acquisition of Slack by Salesforce, as reported by the Wall Street Journal and CNBC. The deal, expected to be announced December 1st, 2020, is valued between $17-$25 billion, making it one of the largest tech acquisitions in recent history. The host analyzes the motivations behind the acquisition, including Salesforce's desire to make Slack the hub of its product suite and to block competitors like Microsoft from acquiring Slack. He notes Slack's struggles against Microsoft Teams, stagnant product innovation, and missed opportunities during the pandemic as factors that forced the company to sell. While expressing disappointment that Slack couldn't remain independent, the host sees potential for Salesforce to leverage its enterprise relationships to grow Slack's revenue tenfold.
Main Topics: Acquisition Details and Valuation (Priority: 5/5): Overview of the Salesforce-Slack deal: half-cash, half-stock, valued at $17-$25 billion, representing about 10% of Salesforce's enterprise value. Slack's market cap was ~$24 billion at time of reporting, with Salesforce at $223 billion. This is Salesforce's largest acquisition since Tableau ($16B in 2019). Reasons for the Acquisition (Priority: 5/5): Discussion of why Salesforce is buying Slack: to make Slack the operating system for remote teams and integrate it with Salesforce's suite; to block competitors (Microsoft, Google, Facebook, IBM) from owning Slack; to cross-sell to Salesforce's enterprise customers; and to leverage Slack's popularity among startups for future growth. Slack's Struggles and Missed Opportunities (Priority: 4/5): Analysis of why Slack failed to capitalize on remote work during the pandemic, attributed to strong competition from Microsoft Teams, slow product innovation, confusing features (e.g., cross-organization collaboration), and lack of bold product bets. Slack's revenue grew 50% YoY to ~$800M run rate, but the host believes it underperformed relative to peers like Zoom. Comparison with Other Major Acquisitions (Priority: 3/5): Context provided using historical tech acquisitions: Facebook bought WhatsApp for $19B (blocking strategy), Microsoft bought LinkedIn for $26B, YouTube went for $1.6B, Instagram for $1B. The host notes that Slack's price tag is equivalent to ~20 Instagrams or ~15 YouTubes, signaling the scale of this deal. Impact on Slack Shareholders and Independence (Priority: 4/5): Discussion of the bittersweet nature of the acquisition for investors who wanted Slack to remain independent and grow into a $500B+ company. The host compares to Tesla, Amazon, and other firms that resisted buyouts. He notes that large investors may have lost faith in Slack's breakout potential due to Microsoft's dominance. Salesforce's Strategy and Integration Risks (Priority: 4/5): Examination of how Salesforce might integrate Slack without damaging its culture or momentum, referencing successful acquisitions (Instagram under Facebook, YouTube under Google) vs. failures (Yammer under Microsoft). The host raises questions about product leadership (will Stewart stay?) and the risk of slowing Slack's growth. Future of Enterprise Communication (Priority: 3/5): Speculation on whether a new competitor will emerge in the chat enterprise space following the acquisition, as large acquirers often cause 'indigestion' and create opportunities for startups. The host predicts another wave of innovation in team collaboration tools.
Key Arguments: Salesforce is acquiring Slack primarily to make it the hub of its product suite and to block competitors like Microsoft from owning the platform. Slack failed to achieve breakout growth during the pandemic due to Microsoft Teams' dominance and slow product innovation, forcing the board to consider a sale. The acquisition is opportunistic: Salesforce can leverage its enterprise customer relationships to expand Slack from 87 customers paying over $1M/year to potentially 870 or more. If Salesforce's market cap increases by $20B+ following the deal (similar to Amazon after Whole Foods), the acquisition could effectively be free for Salesforce. Slack's product innovation stagnated—features like audio/video calls were buried, and the company failed to market upsells effectively to existing users. The deal reflects a broader trend where large tech companies acquire promising but struggling startups to prevent rivals from gaining them (blocking strategy). Successful integration requires Salesforce to leave Slack's culture intact, as seen with Instagram and YouTube, rather than absorbing it like Microsoft did with Yammer.
Data Points: Deal value: $17–$25 billion - Expected acquisition price for Slack by Salesforce, with half cash and half stock. Slack's market cap: $24 billion - Slack's market cap at the time of the report, before any premium. Salesforce's market cap: $223 billion - Salesforce's market cap, making the deal worth ~10% of its enterprise value. Slack quarterly revenue: $200–$215 million - Slack's revenue per quarter, with $200M in Q1 and $215M in the next quarter, up 49% YoY. Slack annual revenue run rate: $800 million - Implied from quarterly revenue; used to calculate 30x revenue multiple on the deal. Salesforce annual revenue run rate: $20 billion - Salesforce's revenue, compared to Slack's $800M, showing scale difference. Slack customers paying over $1M/year: 87 - Number of large customers paying Slack more than $1M annually, seen as a growth opportunity for Salesforce. Slack total paid customers: 130,000 - Total paid customers for Slack, indicating popularity among smaller companies. Revenue growth YoY: 50% - Slack's year-over-year revenue growth, considered high but insufficient to justify standalone premium. Previous largest Salesforce acquisition: $15.7 billion (Tableau) - Salesforce's acquisition of Tableau in 2019, which Slack deal will surpass. Microsoft acquisition of LinkedIn: $26.2 billion - Comparable major tech acquisition, mentioned as analogous in scale. Facebook acquisition of WhatsApp: $19 billion - Another blocking acquisition, used as precedent for Salesforce's strategy.
Pivotal Quotes: "When you are on a remote team, you live and breathe inside of Slack." — Podcast host: Explaining Slack's central role in remote work culture and why it's a strategic asset for Salesforce. "This could be problematic for Salesforce because Slack is so, so ingrained in next-generation startups and mid-sized companies. Is how companies run. It's really the operating system of remote teams." — Podcast host: Highlighting the risk of a competitor owning Slack and why Salesforce needed to acquire it. "If you look at it in context, you know, Facebook did something similar when they bought WhatsApp for $19 billion, and that was a significant portion of the value of Facebook at the time. And I think history would look at that as a pretty good acquisition." — Podcast host: Using WhatsApp acquisition as a parallel for Salesforce's blocking strategy with Slack.
Implications: The acquisition signals that independent enterprise communication platforms face existential pressure from tech giants like Microsoft. Salesforce's integration success could reshape workplace collaboration, while competitors may emerge to fill the void left by Slack's loss of independence. Investors should watch for product stagnation risks in acquired companies.
About This Week in Startups
Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.