Alex Iskold

Alex Iskold

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Lead Pre/Seed at 2048 Ventures; prolific on pre‑seed mechanics, sourcing, and founder coaching.

CEOs Prioritize AI for Non‑coding Tasks over Code
SocialMay 11, 2026

CEOs Prioritize AI for Non‑coding Tasks over Code

We surveyed CEOs of @2048vc portfolio companies about their usage of AI - both obvious and less obvious. Take a look at the survey below and add your learnings as well. Less so about using AI for code, more so about using...

By Alex Iskold
Build Sustainable Competitive Advantage with Proven Moat Strategies
SocialMay 11, 2026

Build Sustainable Competitive Advantage with Proven Moat Strategies

📚2048 Ventures Blog Post: A Complete Guide to Business MOATS https://t.co/tU7FGtyZK2 @2048vc // #startuphacks // #VC

By Alex Iskold
LLMs May Not Overtake Traditional Systems of Record
SocialMay 9, 2026

LLMs May Not Overtake Traditional Systems of Record

I don’t fully agree here. Systems of record defensibility has always been around workflows and integrations not just data store. While it’s true that agents can raid them for data - as can any workflow or API call it remains an open...

By Alex Iskold
Professional Website Crucial for Enterprise‑focused Early Startups
SocialMay 6, 2026

Professional Website Crucial for Enterprise‑focused Early Startups

Most early stage don't bother spending money on professionally looking web site. A lot of times, especially if they sell into enterprise, healthcare, fintech, etc. it maybe a mistake. This is not to say that web site is the only way they...

By Alex Iskold
Founders' Self‑Care: 8 Essential Wellness Tips
SocialMay 6, 2026

Founders' Self‑Care: 8 Essential Wellness Tips

📚Blog Post: Self-care: 8 Tips for Founders to take care of themselves https://t.co/vBEVS3246D @2048vc // #startuphacks // #VC

By Alex Iskold
Three Daily Walks Boost Self‑care and Productivity
SocialMay 4, 2026

Three Daily Walks Boost Self‑care and Productivity

📚Blog Post: 3 Daily Walks for self-care and productivity https://t.co/JmXjo3r53e @2048vc // #startuphacks // #VC

By Alex Iskold
Seeking Co‑Founder CTO for Early‑Stage Insurance Startup
SocialMay 1, 2026

Seeking Co‑Founder CTO for Early‑Stage Insurance Startup

We have an exceptional co-founder / founding CTO opportunity in @2048vc portfolio company in the insuarance space. CEO has super strong founder market fit, lots of industry connections and experience and the company is very much off the ground. Ideal candidate has...

By Alex Iskold
VC-Backed CTOs Reveal How They're Leveraging AI
SocialApr 30, 2026

VC-Backed CTOs Reveal How They're Leveraging AI

We have surveyed @2048vc portfolio CTOs on their usage of AI. Check out what they shared and comment on your usage that's not covered below.

By Alex Iskold
Turing's Halting Theorem Shows Life Has No Shortcut
SocialApr 28, 2026

Turing's Halting Theorem Shows Life Has No Shortcut

Arguably the most elegant result in science belongs to Alan Turing. His theorem says that there is no way to predict if a computation will ever stop just by looking at its code means that life can’t be compressed into a...

By Alex Iskold
AI Services Lack Moats, Margins Likely to Shrink
SocialApr 25, 2026

AI Services Lack Moats, Margins Likely to Shrink

There is no question that any workflow can be made more efficient by software. The premise of AI powered workflows is that they would be effectively fully or most automated. The notion from @sequoia that Services is the New Software...

By Alex Iskold
Keep Your VC Promises or Face Community Memory
SocialApr 22, 2026

Keep Your VC Promises or Face Community Memory

Investors who verbally commit to lead the round and then back out - you should be ashamed of yourselves. This is a terrible way to do venture business and this community has a long memory. Do what you said you are...

By Alex Iskold
Master Market Sizing: Essential Guide for Startups
SocialApr 22, 2026

Master Market Sizing: Essential Guide for Startups

📚2048 Ventures Blog Post: Everything You Need to Know About Market Sizing https://t.co/PLutwGMQGm @2048vc // #startuphacks // #VC

By Alex Iskold
Investors Overvalue Companies Using Contracted ARR
SocialApr 18, 2026

Investors Overvalue Companies Using Contracted ARR

To be clear $35m ARR is still not nothing but this positioning is dishonest. My bet is most report CARR which is technically true then LARR which is live. If that’s the case then it’s on investors who price based on CARR.

By Alex Iskold
Dropping Out: Bold Self‑Bet Fuels Extraordinary Success
SocialApr 18, 2026

Dropping Out: Bold Self‑Bet Fuels Extraordinary Success

Dropping out of school is an act of EXCEPTIONAL COURAGE. In a way its betting on yourself over the educational system. Its burning the boats with no turning back. I just realized that one of the CTOs we backed was a drop...

By Alex Iskold