Access, sales & scenarios
Selling to enterprises (B2B)
Land your first big logo.
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How do I land my first enterprise customer when nobody has heard of us?
You don't win the first logo with a brand, you win it with a relationship and a sharply-scoped problem you can prove you solve. Mine your network, ...
How long is a B2B sales cycle and how do I not run out of money waiting?
Enterprise cycles routinely run 3 to 9 months (longer with security and procurement), so assume every deal takes twice as long as the champion prom...
Who do I actually sell to inside a big company, and how do I find the decision-maker?
Big companies have three roles you must map: the champion who feels the pain daily, the economic buyer who controls budget, and the blockers in sec...
They want a free pilot, should I do it?
Free pilots attract tire-kickers and give you no signal on real buying intent, so default to a paid pilot, even a small refundable one, to force th...
As a technical or first-time founder, how do I actually run a good sales call?
Selling is a learnable muscle, not a personality trait, and the single biggest lever is leading with discovery questions instead of pitching featur...
Should I hire a salesperson yet, or keep selling founder-led until I hit a certain revenue?
Keep selling founder-led until you've closed roughly your first 10 enterprise deals yourself and can write down a repeatable playbook, because a sa...
How do I sell into a big Indian corporate or bank when they expect vendors to be large, established, and often to pay for access?
Indian enterprise buying runs on relationships and risk-aversion, so lead with a warm introduction and a reference customer in their industry befor...
How do I handle a deal that stalls after a great demo and just goes quiet?
A stalled deal almost always means you never found the real economic buyer or the pain wasn't urgent enough to jump the queue, so stop 'following u...
How do I know if this enterprise deal is a real repeatable market or a one-off custom project that will trap me?
If closing the deal requires you to build something only this customer needs, you're taking on a services project wearing a product costume, and it...
How do I support and keep an enterprise customer alive after the sale when I'm still a tiny team?
Onboarding is where enterprise revenue is actually won: a customer who doesn't reach value in the first 60 days will churn no matter how good the s...
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