Founding AE

The first sales hire, writing the playbook while carrying a number.

Breaking into GTM

You are trying to land your first GTM role, or you are a founder selling for the first time. Start with what the job actually is.

Doing the work

You run the motion day to day. The questions here are about making it repeatable instead of lucky.

How do I tell whether our GTM is genuinely working or we just got lucky with a few deals? Luck looks like revenue. Working looks like repeatability. Ask whether you can name the trigger that made each of the last ten buyers start looking... Doing the work 4 resources → I have been an SDR for about 18 months. How do I actually make the jump to AE? The promotion is not a reward for hitting meeting targets, it is a bet that you can close. So show closing behaviour before you have the title: sit... Doing the work 4 resources → How do I qualify a deal properly instead of just hoping the enthusiastic person can buy? Enthusiasm is not authority. Before you invest another hour, you want four things: a named pain the buyer can quantify, the person who controls the... Doing the work 4 resources → Our positioning reads fine on the website but every rep says something different on calls. How do I fix that? That gap is almost always a sign the positioning was written for the website and never translated into a conversation. Fix it by building the pitch... Doing the work 4 resources → My cold calls die in the first ten seconds. What do I actually say when they pick up? Stop asking whether you caught them at a bad time, because it hands them an exit and Gong's data across hundreds of millions of calls shows it cuts... Doing the work 3 resources → How do I know if a deal is real or if I am being strung along? Write down what you know against a qualification frame and the gaps become obvious. MEDDPICC is the common one: metrics they care about, the econom... Doing the work 3 resources → What does Gong's call data actually say top sellers do differently in discovery? Gong analysed over 519,000 B2B sales calls and found that success peaks when a rep asks roughly 11 to 14 targeted questions on a discovery call, an... Doing the work 3 resources → I am the first GTM hire at a startup. What is my job really, and how do I not get fired in 12 months? Your job is not to relieve the founder of selling, it is to prove the founder's selling can be done by someone else. So spend the first month ridin... Doing the work 4 resources → Half my pipeline is outside our ICP because those are the leads that came in. Do I chase them? Chase them to learn, close them only if they close fast. Off-ICP deals are seductive because they are there and someone said yes to a meeting, and ... Doing the work 4 resources → How do I build a sales deck that is not just a tour of our features? Open with a change in the buyer's world, not with your company. Name the shift, show that it creates winners and losers, describe the better state ... Doing the work 4 resources → My demos go well and then the deal stalls. How do I stop that? A demo that goes well and dies usually means you pitched your product instead of positioning it against what the buyer would otherwise do. April Du... Doing the work 4 resources → How did Chargebee get its first paying customers after 14 months with none? Chargebee was founded in 2011 in Chennai by four friends, two of them from Zoho, and spent over 14 months building before a single customer paid. T... Doing the work 2 resources →

Leading a GTM team

You hire, ramp, and own the number. The questions here are about building an engine that works without you in every deal.

How the best do it

Teardowns of how specific companies actually did it, and the judgment calls great operators make that nobody writes down.

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