The Ledger

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why aren't all 9 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 9 checkable ones are still open, waiting for their date. predictions held up or didn't; assertions are supported or contradicted. on every card: ▮▮▮▮▮ certainty · ▮▮▮▮▮ debate potential. speakers are clickable

Prediction Open · timeframe Aug 2030
Ron Gabrisco predicts Databricks will become a trillion-dollar company
“I think Databricks is a once in a lifetime type company. It will be a trillion dollar company. Somebody in that data and AI space will become a trillion dollar company, and we're the innovation leaders. I think we can do it, right?”
Ron Gabrisko Aug 4, 2025 ▶ 39:40 20Sales: $0-$3.7BN: The Databricks CRO's Playbook to Build the Fastest GTM Engine in SaaS History | How Databricks Beat Snowflake | How To Build a Sales Org of 5,000 and Close $190M Deals with Ron Gabrisko
Prediction Open · timeframe Dec 2026
Lemkin: SpaceX, Canva, Databricks, and Anthropic will IPO in 2026
“I think we see four IPOs backloaded next year. SpaceX goes out first. Canva comes out of nowhere second. Databricks does it in the back half of the year because it's just time. Anthropic does it at the end of the year. OpenAI probably should have gone first, b…”
Jason Lemkin Dec 22, 2025 ▶ 0:00 Predictions for 2026: Top Buy & Biggest Short | Why Salesforce Could Win & NVIDIA’s Challenges · 20VC with Harry Stebbings
Assertion Open · timeframe Oct 2028
Stebbings: Andreessen Horowitz will generate $40B+ back from Databricks
“They're about to get the payday of paydays in Ventureland with a minimum of forty billion back from Databricks.”
Harry Stebbings Oct 9, 2025 ▶ 37:05 OpenAI's Multi-Billion Deal with AMD & Polymarket, Vercel and Supabase Raise Mega Rounds · 20VC with Harry Stebbings
Prediction Open · timeframe Aug 2030
Databricks will expand sales headcount despite AI efficiency gains
“As long as humans are buying software, I think you need humans to sell software. So we definitely use AI to become more efficient, but we're going to hire quite a few folks because we're going to go big, so.”
Ron Gabrisko Aug 4, 2025 ▶ 56:16 20Sales: $0-$3.7BN: The Databricks CRO's Playbook to Build the Fastest GTM Engine in SaaS History | How Databricks Beat Snowflake | How To Build a Sales Org of 5,000 and Close $190M Deals with Ron Gabrisko
Prediction Open · timeframe May 2032
O'Driscoll: Four or more venture exits will top $65B in 5-7 years
“If there's not four exits, Above sixty five billion in the next five or seven years, then the people who bought Stripe, SpaceX, Databricks, OpenAI and Antropic are screwed. So I don't think they're screwed. So I think there's going to be, this trend is going t…”
Rory O'Driscoll May 22, 2025 ▶ 31:41 Rippling vs. Deel Lawsuit: WTF Happens Now? The Future of the Late Stage Private Market · 20VC with Harry Stebbings
Prediction Open · timeframe Dec 2026
Lemkin: Anthropic and Databricks will IPO in late 2026
“I think Anthropic and Databricks have an incentive to IPO, as best I understand it. They have an incentive. As Rory said, times are great. And so I think it'll be the, unless, unless, unless the market crashes for some reason, I think they're going to do it wh…”
Jason Lemkin Dec 11, 2025 ▶ 13:20 SpaceX Valued at $800BN & Harvey Raises $160M at an $8BN Price & Netflix Acquires Warner Brothers · 20VC with Harry Stebbings
Prediction Open · timeframe Aug 2028
Ron Gabrisco predicts Databricks will reach $10 billion in revenue soon
“I think we'll be ten billion in a few years.”
Ron Gabrisko Aug 4, 2025 ▶ 57:23 20Sales: $0-$3.7BN: The Databricks CRO's Playbook to Build the Fastest GTM Engine in SaaS History | How Databricks Beat Snowflake | How To Build a Sales Org of 5,000 and Close $190M Deals with Ron Gabrisko
Prediction Open · timeframe Aug 2031
O'Driscoll: a16z DOJ board investigation will resolve by exiting Fivetran board
“But my guess is it peters out into some version of the venture firm just saying, we'll take off the board member on Fivetrans, whatever, right?”
Rory O'Driscoll Aug 20, 2026 ▶ 1:13:27 Stripe's $8B OpenRouter Bet | Anthropic's First Profit & The Math Behind Reaching $600B in Revenue?
Assertion Open · timeframe Aug 2025
Lemkin: Databricks crossed $4B in revenue while growing at 50%
“Databricks just said they're crossing four billion, growing 50.”
Jason Lemkin Aug 21, 2025 ▶ 4:02 Databricks at $100BN, CoreWeave’s $11B Debt Bet & Nubank’s $2.5B Profit Shocker - Ep.19 · 20VC with Harry Stebbings
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