Maleka Momand, CEO of policy management startup Esper, broke down the reality of selling to government: expect three-year sales cycles, win trust before business, and treat professional services as competitive advantage, not cost center. The company has raised $10.7M and is expanding into Kansas and NYC.
Three hypergrowth AI companies are rewriting customer success: Harvey runs old-school on-site for law firms at $190M ARR, AssemblyAI renamed CSMs to forward deployed engineers after technical buyers shut down, and Lovable stopped saying 'AI-powered' entirely. The shift: adoption metrics mean nothing if customers are not changing how they work.
Giant Leap's Will Richardson says AI-generated pitch emails are killing credibility. When every founder uses ChatGPT to write cold outreach, none of them stand out. The irony: AI-focused VCs are now drowning in generic, homogenous pitches that fail to convert.
After Claude Opus 4.6 demand spiked in December 2025, Anthropic's Head of Industries Eleanor Dorfman rebuilt the entire sales org in January 2026. Four months later, 54% of new enterprise logos came through self-serve, on real enterprise terms with real ACV. Here is how they threaded Claude through their existing stack instead of hiring their way out of the problem.
Revenue can grow 25% while your sales engine quietly breaks. NRR masks a broken acquisition motion for years. But net new customer count tells you if the market still wants what you are selling. Public B2B companies show who is actually winning.
Recall.ai pushed a release that broke core functionality. No support exists: no chat, no email, no humans. The pattern repeats across AI tools, even for paying customers. Pre-AI SaaS companies staff support teams. AI startups ship features and hope nothing breaks.
Gold Coast startup HiSmile scaled from A$20k to A$700M in sales with zero funding. Founders Nik Mirkovic and Alex Tomic built the teeth whitening brand on influencer distribution, high margins, and product-led growth. Here is what the DTC model looks like when it actually ships.
Feature-based competitive advantages are dead. Jason Lemkin's team beat DocuSign at Google and Facebook because they had multi-language support. It took DocuSign 18 months to catch up. Today, AI coding tools replicate that work over a weekend. For sales teams, this changes what you can actually sell on.
Auren Hoffman's Flex Capital already deploys 500+ AI agents to source deals. His prediction: by end of 2026, your first VC meeting will be agent-to-agent, founders and investors talking through bots before any human contact. Worth noting for sales teams: if VCs are automating initial meetings, your buyers will too.
At $5.4 billion revenue run rate, Databricks uses an 'imperatives' framework instead of vertical products to sell across retail, finance, healthcare. Their go-to-market strategy maps customer priorities to product capabilities without custom builds per industry. Worth studying if you are selling horizontal platforms.
ICONIQ Growth survey of 150+ GTM executives confirms what AEs already know: buyers are pushing for one-year deals instead of three-year commitments. The data says give in, then earn the renewal through deployment and NRR. Fighting it at the negotiating table makes the problem worse.
SaaStr's Jason Lemkin breaks down what actually happens when B2B SaaS growth slows: under 20% YoY, you are extracting revenue from existing customers, not winning new ones. Under 10%, you have fallen out of product-market fit. The numbers tell you when to fix go-to-market versus when to re-found the company.