Rahul Mathur Profile picture
Oct 18, 2025 7 tweets 5 min read Read on X
This year, ICONIQ led Anthropic’s $5bn Series F, ElevenLabs $180M Series C, Legora’s $80M Series B and TinyFish’s $47M Series A..

They are a media shy Wealth Mgt firm with $90bn+ of AUM who put their money where their pen is (quite literally)

Earlier this yr, they published their “State of AI 2025” report - now they’ve topped it up with several updates in a 73 page analysis of their portfolio companies.

Sharing a few takeaways ⤵️
(1) “AI” has changed what “best in class” means for Software

(a) OPEX leverage: ARR per FTE has increased 65% from ~$200K Pre-AI (2020) to $331K now; touching $390K for co’s with $500M+ ARR

(b) The goalpost “Rule of 40%” is now the “Rule of 60%” - BUT, there is ONE nuance: FCF margins are taking a hit - but growth rates are MUCH higher (even for “AI adjacent” SaaS co’s)

(c) NDRs (net dollar retention) also takes a hit - gold standard was ~135% in 2020; it is now down to ~115%. Elevated churn (experimental ARR, hype etc), competition & pricing pressure is hurting.

The change doesn’t impact Seed investors (like me) - but is VERY relevant for Growth & Public market investors.

Btw, ICONIQ’s Enterprise Five - ARR, NDR, Rule of 60%, Net Magic Number & ARR per FTE provides an excellent scorecard for Growth investors!Image
(2) The mere presence of “AI” revives growth (not joking)

(a) The one pint comment is that every VC has an “AI heavy” portfolio because all SaaS co’s have pivoted into AI co’s

(b) There is some data to support why this might help - it reinvigorates innovation (EPD teams), outbound (Sales morale) & inbound demand (FOMO)

(c) I’ve seen at least one of our portfolio co’s come back from extinction to growth mode because of AI - even SMBs can now be targeted profitably (CS cost is down, Sales can be automated & outcomes can be sold)

Example from ICONIQ: Palantir went from 15% YoY growth in Q2 ‘23 to ~35% growth in Q4 ‘24 - driven by “AI”Image
(3) ERR is the new buzzword - “Experimental Random Revenue” - elevated Churn haunts

(a) ICONIQ totally didn’t come up with that - I added it to an internal doc last week for one of our partners (who totally glossed over it)

(b) There is a dual headwind for revenue retention in PLG companies - logo churn (competition driven) and contraction (price negotiation during Enterprise signing)

(c) This is the counterbalance to $100M ARR in 3 years - revenue is low(er) quality esp. because Enterprises & Prosumers are in the “discovery” mode with tooling (not deployment mode)Image
(4) AI native v/s AI enabled v/s AI adjacent

(a) AI native co’s see 3x faster revenue addition v/s AI adjacent co’s

(b) $100M ARR in 2 yrs is possible & proven (albeit subject to the FCF margin & churn dynamics mentioned earlier)

(c) You will see AI native companies with < 20 employees when at $100M ARR

(d) AI native co’s have pipeline acceleration with 2x converts from trial to subscription

But, like I pointed out above - faster revenue growth ≠ better business 😊

Downward pricing pressure remains painful (more notes below):

x.com/Rahul_J_Mathur…Image
(5) GC’s Hemant Taneja got roasted but he’s right - (1)3322 has become (5)5322

If you read this and said :”WTF is this?” - here’s the simple explainer:

(a) Pre-AI (2020) - the gold standard of Software was to do $1M ARR in Y1 - and then triple, triple, double & double again i.e. get to $36M in ARR by Y5 and therefore to ~$100M by Y8

(b) Latest data from a16z suggests that gold standard in Enterprise AI is to do $5M ARR in Y1 (driven by FOMO & everything else)

(c) Per ICONIQ, in a post AI era (2023+) - the gold standard trajectory in AI is to x5 in Y2, x3 in Y3, and X2 for 2 subsequent years i.e. $300M in ARR by Y5

Btw, despite our reservations on AI ARR - Harvey has hit $100M in Y3, Cursor (Anysphere) crossed $500M in Y4 etc. Ballistic growth (if you get the joke)Image
Those of you who have read several of my posts might wonder why I frequently cite ICONIQ - they have a unique structure (given their Tech founder centric LP base) and an incredible portfolio (Glean, Databricks, Snowflake etc)

While most valley VCs have pivoted to video “marketing” - ICONIQ has stuck to long form writing with independent research (see the footnotes on methodology etc in their publications)

One can only aspire to match their level of diligence, discipline & foresight! This post is (at best) an average summary of their work - you’d do yourself a favor reading it first hand 😄

➡️ ICONIQ’s State of Software report can be downloaded here: iconiqcapital.com/growth/reports…

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More from @Rahul_J_Mathur

Jan 12
In August 2023, Shubh left Stable Money to start his own startup - he got off to a flying start by getting an early cheque from EF India, finding his co-founder Saksham and lining up their first few customers.

Exactly a year later - tragedy struck: Shubh was diagnosed with Gullain Bairre Syndrome - a rare neuroglial condition which impacts 1 in 1 Lakh individuals.

In a matter of days, Shubh condition deteriorated significantly - he went from the gym rat I first met to someone who couldn’t even move his limbs!
Shubh was in the ICU for a month - he was fully paralyzed. Saksham took the tough call of shutting down Iterate AI while his co-founder battled for his life in hospital.

Once Shubh got out of the ICU - he had to re-start his life: He learnt how to stand, walk & run again. If you meet him today, you would find it very hard to believe that he was paralyzed less than a year ago!Image
He’s now lifting 50% of his previous best as an athlete, and the recovery is miraculous 🙏

“Forged by Fire” is the best way to describe what Shubh, his family & his co-founder Saksham went through in 2025.

Saksham started another company and just got admitted to the YC W26 cohort.

Shubh is also back to building with his best friends from KGP - Utsav and Pradeep.
Read 4 tweets
Dec 27, 2025
Sharing my Top 25 podcasts for 2025:

This year, I listened to 16800 minutes of podcasts across 350 downloaded episodes while running, lifting & commuting across 3 continents.

The methodology remains unchanged for the past 3 years - my subjective assessment of the quality of discussion, rarity of guest appearance & relevance of insights shared (all from my own notes taken on Google Keep)

The Top 25 are as follows ⤵️Image
Founder Interviews:

(1) Dr. Fei-Fei Li (CEO, World Labs) — Lenny’s Podcast

(2) Qasar Younis (CEO, Applied Intuition) — In Depth

(3) Eoghan McCabe (CEO, Intercom) — Lenny’s Podcast

(4) Varun Anand (Co-founder, Clay) — In Depth

(5) Parag Agrawal (former CEO, Twitter) — Lenny’s Podcast

(6) Vlad Tenev (CEO, Robinhood) — 20VC

In the top founder interviews, Lenny ties with First Round Capital’s In Depth podcast.

Apart from Vald Tenev, the other 5 guests tend to be media shy - in fact Qasar Younis put his first tweet out this year after 18 years of having a Twitter account 😆

Each of these founders has had a cracker year: Clay raised at a $3bn valuation, Intercom was re-born after their AI agent Finn took off, Parag’s redemption after Twitter has come from his new company Parallel ($100M+ raised) etcImage
Investor Interviews:

(7) Neil Mehta (Greenoaks) — Invest Like the Best

(8) Hemant Taneja (CEO, General Catalyst) — 20VC

(9) Shervin Pishevar — 20VC

(10) Steven Mandel (Founder, Lone Pine) — Joys of Compounding

(11) Martín Escobari (General Atlantic) — Invest Like the Best

(12) Jeff Horing (Co-founder, Insight Partners) — Invest Like the Best

(13) Jay Hoag (Co-founder, TCV) — Invest Like the Best

(14) Joshua Kushner (Founder, Thrive Capital) — Invest Like the Best

In the top investor interviews, “Invest Like The Best” is a clear outlier - this year, the host Patrick has been able to pull real heavyweights into exclusive podcast interviews.

Each of these investors is a GOAT in their own right e.g. Shervin has an impressive 70x MOIC across all his vintage investments to date (!) Hemant has deployed $1bn+ into Stripe alone. Jeff from Insight has 6 members of his global IC who have 25+ year tenure at the firm (!!)

These interviews cover everything from Neil Mehta’s JDCE (Jaw Dropping Customer Experience) framework to Steven Mandel’s Transparency framework.Image
Read 6 tweets
Dec 15, 2025
Last year, Bajaj Finance presented its FinAI strategy with the goal to save ₹150 crore in OPEX in FY 26

They shared 21 workstreams where AI would be deployed and this month - BFL has come back with an impressive update on the FinAI strategy

Below are highlights from the investor day ⤵️Image
1️⃣Certain updates from BFL regarding megatrends caught my attention:

Megatrends are structural shifts in India’s commerce & finance landscape which the BFL leadership team updates from time to time - these are supposed to guide the overall Strategy for the firm.

(a) BFL has a 147 member team working on AI across 7 pods (these pods together work towards the earlier 21 pillars identified under the FinAI strategy 2024)

(b) ₹4,500 crore of loans have been disbursed using voice AI (v/s last reported statistic from their vendor Navana AI was ~ ₹1,500 crore in Aug 2025) - clear acceleration

(c) Finance on ONDC is picking up!
BFL is disbursing ~₹30 crore in loans per month now via its integration with ONDC (which took place as recently as June 2025)

(d) Live & social commerce playbook:
BFL has onboarded 2,000+ creators to help drive Sales across Bajaj Mall (electronics marketplace) and other online properties

(e) BFL has decided to NOT pursue insurance entirely (good decision if you ask me 😆)Image
2️⃣Next, let us take a look at some Tech updates:

BFL is looking to add 100+ members to its AI team in the next 6 months (growing headcount from 150 to 250)

(a) 100% of videos were generated using AI - this would be ~10K+ videos

(b) 42% of banners were generated using AI - this would be ~ 2 Lakh+ banners

(c) BFL has ~5.5 peta bytes of data so far

BFL is investing future backwards: They have converted 9 crore voice call logs into text format - similar to what PB FinTech has done - precisely to be able to do SFT on LLMs for specific BFSI tasks!Image
Read 7 tweets
Dec 4, 2025
10 years ago, Y Combinator took the leap of faith to admit Meesho into the S16 program

In that same year, 2 individuals decided to invest in Meesho alongside YC; they’re both sitting on a x210 return in less than 10 years.

Both investors are named in the RHP; they are well regarded investors but not well known to the general public.

Here’s who they are ⤵️
(1) Man Hay Tam ($10.2 million position)

He is selling 33 Lakh shares of Meesho in the OFS portion of the IPO - in fact, he is even named in the Top 10 selling shareholders as part of the IPO.

Man had bought a total of 82 Lakh shares (equivalent) in 2016 at a ~₹43 Lakh cost price.

Some context: In 2016, this would have meant Man wrote a large ~$60K cheque to Meesho as part of the S16 Demo Day round (typical Angels in YC co’s would write < $25K cheques)

Man’s $60K cheque in 2015 is today a $10.2 million position 🤯

🤔So, who is he?
Man Hay Tam is known to the world as Perry Tam - one of the GPs at Locus Ventures - a fund started in 2016!

(a) Perry studied CS at Cornell Univ - then worked at Oracle, Guidewire & FB

(b) He founded a gaming studio called Storm8 which he sold in 2021

(c) More recently, he started a DeFi trading firm called Jaguar Technologies

Btw, Perry & his 3 fellow GPs have an astounding track record of Angel investments including Gitlab, Postmates, Blue Bottle Coffee etc.

Locus Ventures has invested in several India focused companies too e.g. Decentro, Razorpay and Recko (acquired by Stripe).

Man is walking home with a $4.1 million cash payday on this investment AND a further ~$6 million worth of shares which free up at lock-up: VERY well deserved 👏Image
Before we go to the 2nd individual investor, I would like to provide an honorable mention to Rohan Malhotra (RIP)

If you study the Meesho RHP closely, you would notice Rohan Malhotra, Good Capital and other members of the Malhotra mentioned.

Rohan passed away on 1st October 2024 - with his brother (Arjun) - they had invested in Meesho when it was called Fashnear BEFORE the YC S16 admission

Rohan & Arjun were running Investopad - a product studio at the time - and invested personal capital into Fashnear (now called Meesho)

In terms of pure returns, Meesho has been a home run:

(a) “Meesho Black Cod” - an SPV of Good Capital - holds 1.21 crore shares - equivalent to ₹134.5 crore or a $15M position

(b) Rohan’s family owns ~ 92 lakh shares - equivalent to ₹102.2 crore or $11.5M

Neither entities are selling - deep conviction in one of their earliest investments!

Goes without saying - money without the man is the most unfortunate of situations - RIP Rohan; I had one conversation with you in 2020 - appreciate your thoughtfulness & kind words (always) 🙏Image
Read 5 tweets
Dec 1, 2025
Policybazaar today has 5,000 Sales personnel and another 2,000 who work in Claims processing.

PB isn’t unique - the entire insurance industry in India employs 1000s of people whose entire job is to write email follow-ups, make phone call follow-ups and format Excel documents.

In fact, for a small 35 person Sales team at my company in 2022 - we had ~2 persons whose full time job was “co-ordination” with insurers, customers and the sales team.

Insurance is one industry where AI can make the biggest dent - PB is leading the charge here ⤵️
What is PB’s edge?

(1) 100% of calls are transcribed into text format which provides a rich training data set for AI Sales agents (per Q4 FY 25 earnings deck)

(2) 16+ years of claims data history - mostly stored in emails & PDFs - this is the perfect starting point to build an AI claims assistant

(3) B2C / digital heavy business where data is shared directly by the customer (via auditable channels) - AI systems are pure GIGO - if your agent mistypes customer info then everything downstream goes wrong from there.

Btw, almost everything in Insurance today has been touched (most unsuccessfully) by the previous generation of RPA - everything will again be re-written in the era of AI automation.Image
Some specific examples of how PB is leveraging AI:

(1) During the Life Insurance onboarding call via a “liveliness check model”

- This has led to cancellation of ~3.7% of Life Insurance policies booked for various reasons such as fake identity, age misrepresentation, impersonation etc (per Q4 FY 25 earnings deck)

(2) Re-built their tele-calling CRM with several AI features
- These AI features cover everything from lead allocation to smart nudges to intent analysis (per Q1 FY26 earnings deck)
- Previously, calls were being sample for manual audits - now AI does the call audits (scores the caller across various parameters)

(3) In the credit business, they have launched a “DigiAgent” which does screening of leads before handing over to a human agent
- False positives under 1%
- Already 100+ human agents are working with “DigiAgent” (per the earnings call for Q4 FY25)Image
Read 4 tweets
Nov 25, 2025
Dunzo’s founder Kabeer Biswas is starting “Dunzo 2.0” - he’s apparently raising ~$12M for a personal concierge company

In the same space - TryFaff has raised from Nexus Ventures, Indulge Global raised money from Nikhil Kamath, some co’s like Pinch Lifestyle are bootstrapping, Swiggy launched Crew etc

The personal concierge space in India has blown up in the past ~45 days; I’ve been tracking this space for a year now - it is a natural extension of the Quick Home Services theme (Snabbit, Pronto, Insta Help by UC etc)

Below are some snippets from our investment thesis (for an un-named company)⤵️
(1) Four arcs of Labor Leverage 🏋️

Unorganized → Organized → On-demand → Orchestrated

Labor Leverage (i.e. outsourcing work) becomes increasingly expensive as you move from left to right

Unorganized → Organized: We pay a convenience fee to Urban Company to get a plumber booking scheduled OR for Swiggy to deliver an order to our house.

Organized → On-demand: Some of us pay a surge fee to get groceries delivered via Quick Comm; once the discount wave ends - we’ll do the same for InstaHelp, Snabbit and Pronto

On-demand → Orchestrated: VERY few Indians have this. Please read on:

The “elite” (Indian) class doesn’t book on UC, Blinkit, MMT or even AMEX Platinum Concierge. They have a House Manager (₹50K - ₹1L monthly CTC resource) to manage this workload for them.

Typically, this House Manager will also liaison with your EA to ensure work & personal life is orchestrated - remember movies where the top honcho would get passed a slip of paper in a meeting - that is exactly what I’m referring to here.

A significant part of India’s metro population has started to pay for Unorganized → Organized (maybe 3 crore) & Organized → On-demand (maybe 30L people).

On-demand → Orchestrated is the next big theme for Labor Leverage startups in India✌️
(2) Orchestration is (not) new in India yet…. GreyLabs founder Aman Goel got crucified online for talking about this

If you grew up in an upper middle class household even in the early 2000s - you had a tenured domestic help who just ran the house - groceries shopping, cash withdrawal from bank, puja planning etc.

This help was an orchestrator of your house - (s)he seldom did the work but made sure someone else got the work done. Your family trusted them.

Btw, orchestration in professional life is very commonplace - my grandfather worked at a Japanese MNC and had an assistant back in the 80s.

Note: Anyone who says “this is what my wife does” also needs to realize that some people have partners who are gainfully employed (unlike you)

Now, coming to my friend Aman Goel @amangoeliitb - he wrote about how he hired a ₹1L monthly CTC “House Manager” and the comments (which are worth reading for comedy quotient) reveal ONE thing:

💡Orchestration (in personal life) is a NEW concept for most metro residents in India

Aman's post: x.com/amangoeliitb/s…
Read 8 tweets

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