Strategy

Anthropic builds sales playbook around AI workflows, not just chat interfaces

Eleanor Dorfman, leading Anthropic's commercial and industries team, shared the company's enterprise sales approach at SaaStr AI 2026. The playbook: layer AI workflows into existing stacks rather than force migration to chat-only interfaces. Three execs from different companies landed on the same primitive: skills-based orchestration beats binary implementation choices.

Jul 26, 2026 · 2 min
Sales Leadership

SaaStr cut AI agents from 30 to 20, output rose 4x

Jason Lemkin runs an eight-figure B2B business with 3 humans and 21 AI agents. They peaked at 30 agents a month ago, could not manage more, and consolidated back to 20. Output went up roughly 4x. Here is what agent consolidation actually looks like when you are running revenue operations, not a demo.

Jul 25, 2026 · 3 min
Market Intel

Stripe hit $6.8B revenue, 47% FCF margins, now bidding $53B for PayPal

Stripe's 2025 numbers: $6.8 billion revenue (up 33%), $3.2 billion free cash flow (47% margin), and Q1 2026 running at $8 billion annualised. The company is private, profitable, and reportedly bidding $53 billion for PayPal. Its Revenue suite (Billing, Tax, Invoicing) is tracking toward $1 billion ARR, which matters if you are selling into payments or infrastructure.

Jul 24, 2026 · 3 min
Funding & Startups

Sendle brand acquired 7 months after collapse, restart planned

Logistics operator Andrew McKenna bought the Sendle brand, trademarks, and domain after the carbon-neutral shipping platform shut down in January 2026. The company raised over $100 million before a failed merger with US logistics firms killed the business. No word yet on sales team rebuild or enterprise customer strategy.

Jul 24, 2026 · 2 min
Strategy

Lemkin case study: how lazy follow-up kills $100k deals

SaaS investor Jason Lemkin raised his hand for a six-figure fund admin deal. The vendor sent generic emails, gated a boilerplate deck behind a signup wall, and did zero research. Deal died in two touches. This is what weak discovery and template fatigue look like when they cost you real pipeline.

Jul 23, 2026 · 2 min
Market Intel

60-day payment terms are killing small suppliers: the cash flow reality

ASIC data shows business insolvencies up 75% since 2019, with cash flow cited as the main failure driver. The core issue: small businesses are financing their customers' operations through extended payment terms while their own bills are due immediately. Payment Times Reporting shows large businesses now pay 69% of invoices within 30 days, but 60-day cycles remain standard in many B2B segments.

Jul 23, 2026 · 3 min
Sales Tech

SaaStr cuts staff from 30 to 3, adds 20 AI agents, still runs Salesforce

Jason Lemkin's SaaStr AI scaled to 20+ production AI agents handling SDR, BDR, and support work while cutting human headcount to just 3. Revenue up 47% YoY. The agents generated $1M+ in direct sales, but they still need traditional CRM infrastructure. Here is why ripping out your sales stack for a Postgres database does not work.

Jul 22, 2026 · 3 min