
Anand Rajaram
12K posts

Anand Rajaram
@anandrajaram
Product guy at TextExpander. (via HubSpot, LogMeIn, and OfficeDrop) I tweet about Product Management, AI, Tech, SaaS, Startups and occasional snark.


Today's meeting tools give you a transcript, but nobody tells you how you did. I'm so excited to announce Work Coach (a new mac meetings app). Work Coach helps you by: - Observing you in meetings (interviews, 1:1s, sales calls, team meetings) - Analyzing how you show up to those meetings - Identifying opportunities to improve - Replaying the exact moments from your meetings where it happened - Role play conversations (intros in an interview, asking for a raise, etc) - Interviewing your coworkers to get feedback that you're not getting I'll put the download link below.

Today I'm releasing my entire newsletter archive (350+ posts) and all podcast transcripts (300+ episodes) as AI-friendly Markdown files. Plus an MCP server and GitHub repo. A few months ago I shared my podcast transcripts on a whim, and y'all built the most amazing things—an RPG game, a parenting wisdom site, infographics, a Twitter bot, and 50+ other projects. Let's see what happens when I give you even more data. Grab the data here: LennysData.com. Paid subscribers get all of the data (some 350 posts and 300 transcripts). Free subscribers get a subset. I don’t think anyone’s ever done anything like this before, and I’m excited to give you this excuse to play with that AI tool you've been meaning to try. Here’s my challenge to you: build something, and let me know about it. I’ll pick my favorite and give you a free 1-year subscription to the newsletter. Just post a link to your project in the comments here: lennysnewsletter.com/p/how-i-built-…. If you’ve already built something, slurp in this new data and submit it, too. I’ll pick a winner on April 15th. Check out today's newsletter post for inspiration on what you could to build: lennysnewsletter.com/p/how-i-built-… LFG.





There’s a lot of movement since this original X post. A bunch of folks are working on things that should help create the very fertile ground for a whole new generation of Boston tech startups to rise. Here are some things I know about. 1. There are conversations w both YC and South Park Commons about cranking up here. We’re at the right level and there’s interest. I’m hopeful one of them steps up. Given founders of 17 of the top 50 ai companies went to school here, I think it’s a good idea for them. 2. @sequoia is doing two new things in Boston. (a) We are spinning up a “Starter Series” where we connect high potential students in Boston to Sequoia, other founders, etc. & (b) We have an opening for an associate/analyst/principal type and I’d like to find that person here in Boston. I’d like someone w a technical degree who went to school in the Cambridge ecosystem in last few years that is outgoing. If you’ve got the perfect referral, hit me up on DM or LI. I’m strict on the profile, so please keep it tight as my inbox runeth over these days. 3. @A16Z is programming a bunch of content in Boston. 4. We are talking to the government about making Boston an even better place to live and thrive for those founders. The average age of a Fortune 50 AI founder is 28, so we need to make it great for that crowd. We had a good first call with the mayor and are scheduling a meeting with the governor. Hats off to them for reaching out. Housing costs, transportation, & fun, oh my. 5. The @Whoop folks were already working on and just launched the "Massachusetts AI Coalition" which is going to bring ai talent to Boston and be a major convener in the city. HubSpot has signed up to be part of this as well as @Suno, @Lovable, @Draftkings, @Wayfair, @Klaviyo, @circle , and a bunch of the next gen startups. Big big props to @willahmed & @Durkin. 6. MIT is working on some amazing new stuff that’s not ready to be talked about yet. 7. Some good signals from @epaley about revisiting the non-compete & non-solicit rules. 8. Discussions with the existing early stage incubators are happening. 9. The Patriots won their first playoff game in 7 years and the Red Sox signed an excellent pitcher. A lot more convening. A lot more west coast energy. #FertileGround Most of this is being done by other people. Since I started all this trouble I thought I’d just document all the great stuff that folks were doing. Thanks everyone. If you’re in Boston and doing amazing stuff that I missed that will help it be a place where the next 28 year old ai superstar founder starts her company, put in the replies.



You asked, we delivered! The new Date Picker Fill-in starts rolling out today for Mac, Windows, and Chrome. It lets you add an interactive calendar to any Snippet, making it easy to select dates—check out the video below. Check for updates in the Mac and Windows apps and install version 8.4. If you don’t see it yet, it will be added to your account soon!



Excited to share that my team was named a finalist in the 2025 SMT Data Challenge. We built a modeling pipeline to evaluate cutoff man decision making in baseball. Huge thanks to @Bbl_Astrophyscs and @BillyFryer42 for their help! Link to project: pranavrajaram.com/smt-data-chall…





