Neeraj Gupta (@neerajg) 's Twitter Profile
Neeraj Gupta

@neerajg

Buying another $1B in B2B software companies by 2025.
150+ completed tech acquisitions since 2002.
No profit, no growth... no problem.

ID: 1704608726307520512

calendar_today20-09-2023 21:29:55

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Neeraj Gupta (@neerajg) 's Twitter Profile Photo

Brutal data - negative IRR for recent VC funds. The world around these startups has completely changed. VC, founders, execs, employees all know if the company won't ever get there. Pull the cord early, sell the business, and move on to one that has a chance. Funding a failed

Brutal data - negative IRR for recent VC funds.

The world around these startups has completely changed.

VC, founders, execs, employees all know if the company won't ever get there.  Pull the cord early, sell the business, and move on to one that has a chance. 

Funding a failed
Neeraj Gupta (@neerajg) 's Twitter Profile Photo

If I'm an LP in these funds, I'd want to see rationale for the marks. Won't save the investment, but will tell me a lot about the VC. There should be a bunch of $0 equity values.

Neeraj Gupta (@neerajg) 's Twitter Profile Photo

10 startups shutting down PER DAY, trending to be 8x the volume of 2021! I'm taking the under on vintage '19-22 VC fund returns vs. target. "If you’ve curtailed your growth with cuts [to stay afloat] then it’s maybe not a VC business." (Peter Walker). "Not a VC-business" is

10 startups shutting down PER DAY, trending to be 8x the volume of 2021!  I'm taking the under on vintage '19-22 VC fund returns vs. target.

"If you’ve curtailed your growth with cuts [to stay afloat] then it’s maybe not a VC business." (<a href="/PeterJ_Walker/">Peter Walker</a>).

"Not a VC-business" is
Neeraj Gupta (@neerajg) 's Twitter Profile Photo

Seems like the wrong question. Tell an LLM to "implement python in native python" and BOOM. Writing tight algorithms from scratch is so last year. I used Groq for this because I didn't want to wait more than a second (including description of the code, algorithm, and examples).

Seems like the wrong question. Tell an LLM to "implement python in native python" and BOOM. Writing tight algorithms from scratch is so last year.

I used Groq for this because I didn't want to wait more than a second (including description of the code, algorithm, and examples).
Neeraj Gupta (@neerajg) 's Twitter Profile Photo

We choose to run companies for cash every single time. As a buy and hold investor, the risk-weighted trade off is easy. Note: most entrepreneurs don’t have the right muscles to run a low growth / cash flow business, nor should they. It’s a completely different world.

Neeraj Gupta (@neerajg) 's Twitter Profile Photo

I run M&A for a serial acquirer (b2b software). I just wrote and deployed my first app w/cursor, in < 30 mins. Total f'in game changer. "Full stack" AI devs (cursor/LLM/v0.dev/replit) will juice investor returns more debt. We are hiring dozens; code writers need not apply.

Neeraj Gupta (@neerajg) 's Twitter Profile Photo

This should never happen. These companies have real value, even if they are no-growth/no-earnings (lower left quadrant). We lean into this situation for b2b software companies (buyout, debt purchase, refinance). Ping if I can help.

Neeraj Gupta (@neerajg) 's Twitter Profile Photo

Most won't pass the test comparing any "good" figure in forecast vs. history. Used to play a game w/ my kids. They'd show me the revenue graph from a CIM while hiding date. I'd pick "today". They thought it was magic, but all I was doing was picking the bottom of the J-curve.

Neeraj Gupta (@neerajg) 's Twitter Profile Photo

VC's have the power law. Employees have no such luxury. Peter Walker and Carta – pls. publish stats directly relevant to employees! Off the top of my head, by startup vintage: • % options retired worthless • % common stock retired worthless • value of common vs.

Neeraj Gupta (@neerajg) 's Twitter Profile Photo

Eerily similar back-to-back banker calls: The buyer we picked couldn't get the financing they needed. Will you honor your all-cash offer from 6 mos ago and close in 30 days (client is out of cash)? Sellers: Speed/certainty is a thing, don't pick a buyer that can't perform.

Neeraj Gupta (@neerajg) 's Twitter Profile Photo

Killer post @carried_no_interest. "Greater fool: theory at it's finest. Our model/platform lets us run businesses sustainably and profitably (but low growth). We are literally the best workout group on the planet and are helping senior lenders that take they keys to the car.

Neeraj Gupta (@neerajg) 's Twitter Profile Photo

Here’s how I read a CIM (prefer using AI for most steps): 1: AI-generated summary from the website 2: Financials - what is broken or omitted? 3: Develop my hypothesis 4: Test rest of CIM against my POV 5: Ignore TAM and team stuff, or do it last I don’t need 90% of the pages.

Neeraj Gupta (@neerajg) 's Twitter Profile Photo

Yeah, what he said. This the sandbox we play in. The number of convos we are having with over-leveraged lenders is mind boggling. DM me if we can help. Nothing is more frustrating than companies just shutting down.

Neeraj Gupta (@neerajg) 's Twitter Profile Photo

I get asked this every time we buy a company for around 1x ARR. Easy answer: 1x is not a lowball, market sets the price. Longer answer requires a quick lesson in PE fundamentals (plus a pro trip). Two types of PE firms: • Buy‑to‑flip (Flippers): Enterprise value (EV) based exit

I get asked this every time we buy a company for around 1x ARR. Easy answer: 1x is not a lowball, market sets the price. Longer answer requires a quick lesson in PE fundamentals (plus a pro trip).

Two types of PE firms:
• Buy‑to‑flip (Flippers): Enterprise value (EV) based exit
Neeraj Gupta (@neerajg) 's Twitter Profile Photo

My take after buying ~200 companies – founders lie to themselves. $ aside, you are selling to either (a) get out or (b) stay in. There is no (c)! a: innovate again, do "it" your way b: it's a job, do "it" the buyer's way You can't want "a" and sell to a PE that expects "b".

The Icahnist (@theicahnist) 's Twitter Profile Photo

Start With a Breakup Every Private Equity Legend started the same way: Buying carve-outs and take-privates of the mid-cap assets nobody wanted. Blackstone with Transtar. Silver Lake with Seagate. Thoma Bravo with Prophet 21. The Patterns: 1. Forced Sellers Carve-outs and

Start With a Breakup

Every Private Equity Legend started the same way:

Buying carve-outs and take-privates of the mid-cap assets nobody wanted.

Blackstone with Transtar.
Silver Lake with Seagate.
Thoma Bravo with Prophet 21.

The Patterns:

1. Forced Sellers

Carve-outs and