May 20, 2019 · 35m · saastr
State of the Cloud 2019 from Bessemer Venture Partners
gold bands on the timeline = statements, start to end. Hover to read, click to jump. CC turns on captions
At SaaStr Annual 2019, Bessemer Venture Partners partners Christina Shen and Byron Deeter present their State of the Cloud report, analyzing the cloud market's exponential growth, unveiling the GRIT framework for operational resilience, and forecasting key technological trends.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. How this is scored →
speaking balance: gold is Jason, purple is the guest (3 minute bins)
Christina makes a lighthearted onstage tweak to co-presenter Byron's prior stance, reframing 'cash is king' to 'cash is queen'.
Hardest push from Jason ▶ 0:47 Keynote presentation formatThere is no host pushback in this episode because the session is delivered entirely as an onstage keynote presentation.
Biggest teaching moment ▶ 18:50 Retention compounding mathematicsChristina educates the audience on how a 15-point swing in net retention can add or destroy over a billion dollars in enterprise valuation.
Jason holds their own ▶ 0:47 Keynote format without hostThe episode is a presentation without host dialogue, leaving no instance of host counter-demonstration.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Jason as informed peer | Guest teaching | Guest disagreement | Jason pushing back | Why |
|---|---|---|---|---|---|---|
| Decade Retrospective: From Zero to 55 Cloud Unicorns | 0 | 0 | 0 | 0 | Byron delivers a solo keynote presentation tracking the growth from zero to 55 cloud unicorns over a decade, polling the audience along the way. No host is present or speaking during the presentation. | |
| Record Capital and Market Momentum in 2018 | 0 | 0 | 0 | 0 | Byron outlines 2018 capital market data, highlighting massive acquisitions like Red Hat and major IPOs. The keynote delivery is entirely unilateral with no host interaction. | |
| The BVP Cloud Index and Forbes Cloud 100 Growth Trajectory | 0 | 0 | 0 | 0 | Byron reviews the performance of the BVP Cloud Index and Forbes Cloud 100, admitting they hit the half-trillion mark two years earlier than predicted. No host participates. | |
| Navigating Volatility in a Record Bull Market | 0 | 0 | 0 | 0 | Byron introduces the theme of market volatility and hands the stage over to Christina Shen to analyze the decade-long bull run. The monologue continues without host engagement. | |
| Resilience Tactic 1: Annual Recurring Revenue Growth Benchmarks | 0 | 0 | 0 | 0 | Christina presents Bessemer's Good-Better-Best ARR growth benchmarks from $1M to $100M. The segment is an uninterrupted keynote lecture. | |
| Resilience Tactic 2: Retention and Land-and-Expand Economics | 0 | 0 | 0 | 0 | Christina outlines how net retention compounds enterprise valuation, drawing examples from Twilio and SendGrid. There is no host involvement. | |
| Resilience Tactic 3: Cash Management and Strategic Financing | 0 | 0 | 1 | 0 | Christina jokingly counters Byron's previous advice that cash is king by declaring cash is queen and emphasizing runway buffering. The interaction is playful rhetorical framing within a keynote. | |
| Resilience Tactic 4: Targeted Spend and Capital Efficiency | 0 | 0 | 0 | 0 | Christina defines capital efficiency metrics and introduces the comprehensive GRIT score framework for founders. Monologue keynote format continues. | |
| 2019 Predictions: AI Coworkers and Product-Led Software | 0 | 0 | 0 | 0 | Byron returns to present 2019 investment predictions focusing on human-AI pairing and product-led software tooling. Unilateral presentation with no host participation. | |
| 2019 Predictions: Open Source, Mobile SaaS, and Low-Code | 0 | 0 | 0 | 0 | Byron covers open-source monetization, vertical mobile SaaS, and low-code/no-code platforms before closing on the trillion-dollar market cap prediction. Entirely monologue presentation. |