Sachin Gupta
Recent posts focus on demand gen & marketing, content & personal brand and product & building.
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Likes + comments per post, last 6 months
Top posts
- 5mo agomediaView →
A day in my life as a startup founder and dad to two little girls: 6:30 am — 4 month old wakes up. A cute but very loud alarm clock. 7:00 am — India team calls. 8:00 am - 5:00 pm — Meetings, customer calls, interspers…
♥ 316💬 9↗ 0325 total - 5mo agoBreakoutView →
A day in my life as a startup founder and dad to two little girls: 6:30 am — 4 month old wakes up. A cute but very loud alarm clock. 7:00 am — India team calls. 8:00 am - 5:00 pm — Meetings, customer calls, interspers…
♥ 316💬 9↗ 0325 total - 6mo agotextView →
I’ve interviewed 15 people for our Chief of Staff role and I'm stuck in a dilemma I didn't expect. Two very different types of candidates keep showing up, and I have no idea what direction to go in: 1. Early-career, AI-…
♥ 105💬 112↗ 0217 total - 6mo agoBreakoutView →
I’ve interviewed 15 people for our Chief of Staff role and I'm stuck in a dilemma I didn't expect. Two very different types of candidates keep showing up, and I have no idea what direction to go in: 1. Early-career, AI-…
♥ 105💬 112↗ 0217 total - 3mo agomediaView →
Today is a huge moment for our team at Breakout. We're launching Spoc, the Claude Code for GTM teams.🖖 🎉 Spoc is the solution to having too many GTM ideas with no bandwidth to run them. Everybody has some version of…
♥ 118💬 69↗ 0187 total
Recent posts
All posts in the feed →- 8d agomediaView →
At Dreamforce this year, I asked five booth teams one question: what's the single thing on your booth doing most of the work? I expected them to talk about their demo. Not one of them did. The product is what you talk…
♥ 18💬 4↗ 022 total - 9d agotextView →
We closed our first Fortune 500 deal in 6 weeks and we have grown to 30+ accounts without an AE on the team. This is by design. I am strong proponent of founder-led sales in early days because - a sales rep can nev…
♥ 38💬 4↗ 042 total - 14d agomediaView →
I had someone over at my place recently, and they spotted the physical copy of The Economist on my desk. They were kind of blown away to see I was reading a print copy in this day and age. Since then, I've made a point…
♥ 20💬 9↗ 029 total - 16d agomediaView →
Week 3 of one unscalable idea a week and we're getting unreasonably good at this at Breakout 📁 unscalable ideas └📁 3. dancing-pallbearers No booth at Dreamforce? No problem
♥ 62💬 7↗ 069 total - 22d agomediaView →
We don't have a booth at Dreamforce this year, but if you see the dancing pallbearers outside the moscone today, that's us Rest in peace, cold e-mail. Somebody had to put you in the ground. Drop an RIP in comments to…
♥ 32💬 32↗ 064 total - 27d agomediaView →
Its a wrap for me for the Exit Five Drive conference. It was exhausting and exciting at the same time. What stood out most was the event was designed to be a retreat. Nestled in the beautiful ski mountains of Stowe, Ve…
♥ 51💬 9↗ 060 total - 28d agotextView →
We are live with 40 customers in under three quarters. We are doing everything in the demand gen kit — content (website and Linkedin), outbound (email and cold-calling), events (mostly private dinners), partner program,…
♥ 10💬 5↗ 015 total - 28d agotextView →
We are live with 40 customers in under three quarters. We are doing everything in the demand gen kit — content (website and Linkedin), outbound (email and cold-calling), events (mostly private dinners), partner program,…
♥ 27💬 10↗ 037 total - 29d agomediaView →
That's day 1 at the Drive by Exit Five. Such intense 12 hours - soaked in every slide from Seth Godin with the key takeaway is if you don't have a compelling story for the question "what will I tell my boss" you are not…
♥ 63💬 6↗ 069 total - 29d agomediaView →
4 out of 5 companies use a de-anonymization tool to see who is visiting their site. But just 1 out of 5 are able to do anything meaningful with it. Eventually the slack channel becomes noisy, and gets muted because sendi…
♥ 9💬 1↗ 010 total - 29d agomediaView →
4 out of 5 companies use a de-anonymization tool to see who is visiting their site. But just 1 out of 5 are able to do anything meaningful with it. Eventually the slack channel becomes noisy, and gets muted because sendi…
♥ 4💬 1↗ 05 total - 1mo agomediaView →
I have been negotiating a contract with a CFO for the past two weeks. Somewhere around email twenty, I realized I was no longer talking to him. I should say upfront that I use Claude for this kind of thing constantly.…
♥ 34💬 9↗ 043 total - 1mo agomediaView →
We just shipped an Account page at Breakout, which on paper is the least differentiated thing we could have built. HubSpot, Salesforce, 6Sense and most other CRM/ABM tools have an account view. Building another one sound…
♥ 19💬 8↗ 027 total - 1mo agotextView →
I'm a technical founder of an AI startup and I only use 4 AI tools every day. Here’s the exact stack that I use: 1. Claude for writing PRDs, designing sales assets, and general brainstorming 2. Gemini for research (sp…
♥ 37💬 7↗ 044 total - 1mo agotextView →
I tell everyone that cold outbound is dead. Then a cold email I wrote turned into one of our best customers. The reason: timing. Stéphane Le Mentec, LL.M. who runs demand gen at Ketch was using Drift at the time. And…
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