Breaking into GTM

Free trial, freemium, or demo first? How do I pick which door people come through?

The short answer

Let the deal size and the product decide, not fashion. If someone can get real value alone in one sitting, a trial works and a sales call is an expensive way to say hello. If your product needs configuration, data, or three people in a room to be useful, demo first, because a trial just gives them a bad experience they will blame on you. Freemium is a distribution strategy, not a pricing one: it earns its keep when your product spreads inside a company or gets more useful with more people on it, and it is a slow bleed otherwise. In India there is one extra wrinkle worth knowing: buyers tend to prefer a genuinely useful free tier over a countdown clock, because their internal decision cycles run longer than your 14 day trial. And whichever door you pick, the first session is what actually decides conversion.

Go deeper, your way

4 hand-picked resources, 1 India-specific, 4 link-checked. Pick how you want to dig in.

📄 Article
✓ Link checked Free Beginner

Why we picked it The one piece to read if you only read one. It puts the trial and freemium question inside the bigger strategic choice (maximisation, penetration, skimming) so you are picking a funnel that matches your plan rather than copying whoever you admire.

The Complete Guide to SaaS Pricing Strategy

From Tomasz Tunguz by Tomasz Tunguz 25 min read

Open tomtunguz.com

The same ground, at another level

How pricing and packaging reads from a different seat.

Terms in this answer

People also ask

I have no idea what to charge. How do I pick a first price? Find the right order of magnitude first and stop arguing about the exact number. Are you a ten dollar product, a hundred dollar product, a thousand... Breaking into GTM 4 resources → What is a value metric and why does everyone say it matters more than the number? A value metric is the thing you charge for: a seat, a thousand API calls, a gigabyte, a transaction, a resolved ticket. Patrick Campbell's line is ... Breaking into GTM 4 resources → How do I design tiers so buyers pick the right plan and grow into the next one? Good, better, best works for about two thirds of SaaS companies because it makes the choice easy, so start there unless you have a strong reason no... Doing the work 3 resources → How do I find out what customers will actually pay without just asking them? Asking "what would you pay" gets you a polite fiction, so use structured methods instead. Van Westendorp gives you a sensible range, Gabor-Granger ... Doing the work 4 resources → Should I price in rupees for India and dollars for everyone else? If you sell to Indian SMEs, price in rupees, include GST in the displayed number, and support UPI and domestic cards, because dollar pricing on a c... Leading a GTM team 4 resources → Buyers always ask for a discount. How much do I give, and how do I stop it eating my ARR? Assume discounting will happen and price for it rather than trying to hold an imaginary line. Jason Lemkin's practical version: mark list up so a s... Leading a GTM team 5 resources →

Also in Starting Up

The same ground, over in Money, pricing & model, our Starting Up track.

Also in D2C

The same ground, over in Money, pricing & unit economics, our D2C track.

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