Venture in Security

Top 12 deep dives to understand the cybersecurity market

A selection of 12 of the most critical deep dives for anyone looking to truly understand our industry

Dec 2 • 

Ross Haleliuk

9

November 2025

Most cyber companies simply can’t scale as fast as the new AI startups

How AI is changing what solid growth looks like and what this means for cyber startups

Nov 25 • 

Ross Haleliuk

14

1

Nobody ever gets credit for fixing security problems that never happened

We in security aren’t unique in our challenges, but we sure know how to take the problems everyone else has and crank them up to eleven.

Nov 18 • 

Ross Haleliuk

20

Not getting incentives right can kill a security initiative or a security startup

And it can make the lives of security teams really hard

Nov 11 • 

Ross Haleliuk

13

1

Behind every successful security company is a software engineer you’ve never heard of

Software engineers are building the future of security, not just adding vulnerabilities

Nov 4 • 

Ross Haleliuk

12

1

1

October 2025

AI doesn’t make it much easier to build security startups

A somehow contrarian take on how AI impacts the ability to build security companies

Oct 28 • 

Ross Haleliuk

18

2

2

Redefining “critical infrastructure” for the modern age

Why it’s not just power grid and water, but also tools like Stripe and Twilio that should be defined as critical infrastructure

Oct 21 • 

Ross Haleliuk

30

2

2

Learned helplessness is hurting the security industry

Cybersecurity is suffering from a severe case of learned helplessness, and we have to overcome it

Oct 14 • 

Ross Haleliuk

38

3

5

To truly understand the state of the security market, we need to look beyond our industry

There are other ways to look at the commonly accepted “truths” in security

Oct 7 • 

Ross Haleliuk

25

2

1

September 2025

Three aspects of the cyber ecosystem I was wrong about not too long ago

An honest reflection on where my thinking has evolved

Sep 30 • 

Ross Haleliuk

35

2

Why your first VP of Sales hire will fail, and what you can do instead

A candid guide on why early-stage startups shouldn’t rush to hire sales leadership, and how to build a sustainable revenue organization that doesn’t…

Sep 25 • 

Eyal Worthalter

36

2

To feel secure can be more important than to be secure

Security as a feeling and security as a reality: reflecting on Bruce Schneier’s talk, 15 years later

Sep 23 • 

Ross Haleliuk

26

2