one of the best sales advice we picked up during YC is the "McKinsey Model" a lot of deals at early-stage startups die for the same reason: your champion is afraid to advocate for your product if they push for it internally and it doesn't work out, their job is on the line so they never come back to you and hit you with the "we need to align internally first" that's why you need to be their McKinsey consultant: instead of them pitching, you personally take the blame after every demo, send them: - a one-pager - a security doc - an ROI calculator with their numbers - useful context/overview of your industry that can help with what they're struggling with right now - a pre-written slack message they can forward make it as easy as possible for your champion to forward your material without them feeling responsible for integrating your solution or "fighting" for it

We hired an ex-salesforce Account Executive to learn how they close 6 figure contracts: Unlimited client dinner budgets. One of our new team members (ex-salesforce AE) would basically email "Lunch on me?" to his prospects. This was his "foot in the door" moment. After that it was game on. Your goal in the free lunch: 1) figure out who is important in the buying process 2) get a way in to these people for a second free lunch or dinner After that, it’s just a cascading waterfall of meet ups at their favorite places. People don’t say no to this. You keep meeting with more and more people until the deal closes. Startups with a high enough ACV should think about adopting this more, especially when trying to move into mid-market/enterprise.

this is now what companies expect from salespeople our entire sales/GTM team has access to unlimited claude tokens they all have pre-made claude skills that they can run: => org chart maker: internal claude skill that builds a full org chart for you (who reports to who, who owns the budget, who the champion is vs the blocker,etc..) => pre-call research briefs connected to your calendar: every morning claude reads your calendar and sends you a daily report of everyone you have a demo with today, including the company (funding, hiring, tech stack, job openings, web traffic, recent news...) and the person you're talking to (their career history, what they've posted about, mutual connections...) => meeting follow-up: after calls, you get the recap email drafted in your voice, and the CRM notes filled in with the next steps logged => inbound lead triage: scoring inbound leads against your ICP with company + funding + headcount + everything else and giving you a percentage of how likely they are to close based on all the closed-won deals you've had before => trigger-based outreach: claude watches your accounts for job changes, new funding rounds, exec hires etc. and the minute it happens it can draft a relevant email. you can also add the sequencing part (with instantly for example) via claude => list building / prospecting: our reps build their lists and signals using claude and the crustdata MCP and so many more workflows (proposal + one-pager generator, competitive research, multithreading maps, discovery call prep, lost deal analysis, etc.) we have an internal library of claude skills that everyone is using, happy to share via DM if you're curious to try it out!

4 months later and the majority of YC founders i'm speaking with are still trying to hire the person that can do all of this with AI: - map out the entire ICP and TAM - build signal-based lists - build lookalike lists off closed-won accounts - track every champion who changes jobs and route them as a new account - watch for any signal (tech stack changes, funding, layoffs, headcount swings on named accounts) and react in real time - set up the mail infra - run outbound and auto route qualified leads to sales reps - build an automated multi-touch sequence across email and linkedin - build the inbound system end to end: creating content, filtered for the ICP, building out a creator network and distributing across linkedin - score every inbound against past closed-won - de-anonymize website traffic, push it into pipeline and add them to the outbound sequence - run focused AEO efforts - re-engage closed-lost - watch product usage for expansion signals automatically / add to a sequence - analyze sales calls and create feedback loops for all reps - auto-build a pre-call brief for every meeting on the calendar - generate the one-pager, ROI model and proposal per deal - build the expansion play per account - own the CRM architecture and reporting ...and the list goes on it's really hard to find one person who can own and maintain all of this for a long time we had two. they built and ran every workflow above and more, and took us from 700k to millions in revenue the team has since grown to 3 all of them have 3 things in common: 1) they understand the full sales cycle from prospecting to close 2) they're technical, or at least highly technical in how they think 3) they know how to use claude in the most efficient way (spawning /subagents that verify the output and /loop until the outcome is achieved) and most of these workflows run for a fraction of what the equivalent sales tools cost, as long as your team builds them internally with claude code and a few external APIs

one of the best sales advice we got back in YC was the "ikea effect": if you are in the middle of a demo, never just open your laptop and show a generic feature dump. before you show anything, ask this: "if you were in my shoes, what would this platform need to show you to prove it can solve your problem?" the prospect will give you a checklist of 2-3 things. start by showing exactly those 3 things. people love what they build themselves. when they define the criteria for success, they can't argue when you deliver it

the amount of gifts you receive just by working at a Fortune 500 company is insane you have no idea how intense the competition is. some companies are spending millions on sales gifts to close enterprise customers: 1) Salesloft AE sent a LEGO set after seeing a Star Wars poster in a prospect's Zoom background (Closed a $250k deal) 2) Chili Piper sent an automated $5 coffee voucher 1 hour before a demo with the note: "Coffee is on us for the call" (Increased meeting show rates by 33%) 3) another company sent Pizza to a prospect’s Technical Support department after solving a recent outage to get a demo with an IT Director who was ignoring them (Director called back in 20 mins) 3) Gong sent Pink Unicorn Piñatas to Fortune 500 CFOs with a note: "Sales is like a piñata - the value is hidden inside" (Influenced $33M in pipeline) 4) another one automated Champagne delivery the moment a past "Champion" (someone who used their tool at a previous job) starts a new role at a target account 6) SDRs research a prospect's Alma Mater (College) and send a custom mug with their college logo and a gift card for a "Sunday Lunch" 7) SentinelOne sent "James Bond" Aston Martin LEGO sets to Cybersecurity C-levels because they are official F1 partners and targeted Gen X nostalgia (38.7x ROI) 8) another Company sent custom View-Masters (the 90s toy) with slides showing the prospect’s current "broken" workflow vs. the "fixed" version 9) AEs send Live Bamboo Plants to prospects with a note: "Looking forward to watching our partnership grow" (Stays on the desk for months as a permanent ad) 10) Terminus sends "Backyard Fire Pit" kits to high-value prospects to "warm up" cold accounts during the winter months (Resulted in a 7-figure pipeline)

during YC, we learned about a sales tactic called "internal timeline closing" that helped us hit every single one of our 2-week sales goals: we would say something like this: “just to be transparent, we’re trying to hit our Q1 revenue goals right now, so we might have some flexibility on pricing. is that something that would make sense in your world, or would timing not really matter here?” as a startup you are constantly trying to hit internal numbers to keep momentum. that same context can help you close prospects who are interested but are still undecided

one of the most underrated sales strategies we learned during YC is "rejecting prospects" this is what we tell prospects when it’s not a fit: “here’s what we’re great at today. here’s what we don’t do. and here’s what will be possible in the next 6 months” many founders and sales reps are afraid to lose deals so they oversell “coming soon” features we tried the opposite and even recommended competitors early on when we knew we were not the right fit. it sounds counterintuitive, but many of our inbound leads now come from referrals, often from people we previously turned away you just need to make sure to reject prospects the right way. be extremely clear about what you are great at and what you are not. fire bad fits, they push the wrong features, overload support, and churn anyway. protect your ICP

we're giving away free pizza if you're interested in people / company data via API or MCP, we'll buy you a pizza after you take a demo call with us only for the next 24h crustdata.com/demo

This is what YC taught us about how to get your first paying users: 1) founders MUST do sales: You can't outsource early sales or hire a sales team immediately. You need to do it personally to understand the customer's problem because the product will initially be bad, only a founder's passion can sell a work-in-progress. 2) Manually recruit customers and do things that don't scale. Brex founders signed up their first 10 customers from their YC batch. 3) Simple cold emails: Use plain text, no fancy formatting/HTML, and keep it very short (max 6-8 sentences). Include social proof, avoid jargon and have a clear call to action for a demo or call. 4) Work Backwards from Your Goal: If you need 2 customers, you can’t just reach out to 10 people. You likely need to send 500 emails to get 250 opens, 20 replies, 10 demos, and finally 2 customers. 5) Most people will ignore you and that is fine. Outbound sales is a numbers game designed to sift through the majority to find the specific "early adopters" who are willing to take a risk on a new product. 6) Start with the Easiest Targets: Do not try to sell to big enterprise companies with bureaucracy initially. Sell to startups (short decision lines), people in your network, or previous colleagues. Pick the "low-hanging fruit." 7) Fire Bad Leads Quickly: If a prospect is dragging you along for multiple calls without committing, or if they don't have the budget, let them go immediately. Focus your limited time only on those likely to close. 8 ) Charge Immediately (No Free Trials): For B2B, if they don't pay, they aren't a customer. Avoid free trials and instead, offer a money-back guarantee or a monthly opt-out clause. Pricing validates that you are solving a real problem. almost every single company in YC gets real revenue. It's very hard, but avoid the temptation to give away your product for "feedback." 9) Track Data in a CRM: Do not guess if sales are working. Use data providers like CrustData or Apollo to get leads and to track your conversion rates at every stage. If you have 0 customers, data will tell you if the problem is the email subject line (open rate) or your pitch (demo-to-close rate). 10) Don't Forget Manual Onboarding: Closing the deal isn't the end. You need to manually onboard early customers to ensure they actually use the product. If you skip this, early churn will be high because early products are hard to figure out.

one of the best sales advice we got back in YC was the "daily war room": every day for 15 minutes, the CEO + the entire sales + growth team come together in one room they go through every open deal and ask one question: "what was the last touch, and what do we do next?" there are no stupid questions or status updates, just going through the top deals on that day and answering these 2 questions / figuring out what the next move is even if you are a solo founder, you should probably have a daily war room a lot of deals closed because someone in the room said "wait, have you tried looping in their CFO? I know x that can intro us here to push the deal forward" and you did it that afternoon