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The Best of Venture in Security

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The Best of Venture in Security

The list of all-time best posts about cybersecurity, industry trends, investing and other topics related to security

Ross Haleliuk
Nov 22, 2022
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The Best of Venture in Security

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Welcome to Venture in Security! Before we begin, do me a favor and make sure you hit the “Subscribe” button. Subscriptions let me know that you care and keep me motivated to write more. Thanks, folks!

Thanks for supporting Venture in Security!

Q: I recently discovered Venture in Security, and I’m finding it hard to browse your posts. Is there an easy way I can find your best stuff?

It’s been over a year of writing about cybersecurity, industry trends, investing, and other topics related to security. I started Venture in Security as a way to better understand the business side of cybersecurity - the trends, actors and their motivations, and moving parts in general. Venture in Security now has over 70 posts, and discoverability has become a problem. To fix that, I’ve collected my best articles, from day one until today, roughly sorted by popularity, across seven topics:

  1. 📈 Cybersecurity industry trends & insights

  2. 💵 Cybersecurity investing

  3. 🚀 Product-led growth in cybersecurity

  4. 🎯 Go-to-market strategy

  5. 💡 Innovation in cybersecurity

  6. 📚 Resources for cybersecurity founders & investors

  7. 🧠 Philosophy O’clock

📈 Cybersecurity industry trends & insights

  • Game of Thrones in cybersecurity: data gravity, industry consolidation, platform play, private equity, and the great cyber gold rush

  • Explaining the complex world of channel partners in cybersecurity and looking at their past, present, and future

  • Open source in cybersecurity: a deep dive

  • The rise of security engineering and how it is changing the cybersecurity of tomorrow

  • Why there are so many cybersecurity vendors, what it leads to and where do we go from here

  • Future of cyber defense and move from promise-based to evidence-based security

  • Managed security service providers: present state, trends, and future outlook of the space

  • Insurance industry: mechanics, challenges, and the role in accelerating the maturation of cybersecurity

  • Cyber insurance: state of the space, trends & the emergence of fully-integrated cyber solutions

  • Gartner, Forrester and cybersecurity: a deep dive into the trends, challenges & the future of the notorious industry analyst firms

  • The importance of adopting a security-first mindset and why compliance is a bad substitute for security

  • Understanding the RSA Conference iceberg: revealing the unknown truths and explaining the well-known concepts

💵 Cybersecurity investing

  • On a hunt for successful cybersecurity startups and unicorn founders

  • Investing in cybersecurity: a deep look at the challenges, opportunities, and tools for cyber-focused VCs

  • A deep look at investing in cybersecurity services for VCs: why, why not, and how to

  • Investing in open source cybersecurity products: a field guide for VCs and a useful source for founders

  • Fundamentals of angel investing via syndicates for cybersecurity founders and security professionals

  • Corporate venture capital and cybersecurity: why Okta, CrowdStrike, CyberArk and others invest in cybersecurity startups

  • The tough business of incubating cyber innovation: a deep look at the cybersecurity-focused incubator and accelerator models

  • My imaginary VC investment portfolio: investing in product-led cybersecurity startups shaping evidence-based security

🚀 Product-led growth in cybersecurity

  • PLG is an oasis, not a mirage: making a case for product-led growth in cybersecurity

  • PLG is not a boolean: practical advice for cybersecurity startups looking to embrace product-led growth

  • Product-led growth in cybersecurity: past, present & future

  • H1 2022 cybersecurity product-led growth market map

  • To bring PLG to cybersecurity, let’s change our hiring habits

  • 4 ways cybersecurity startups can boost adoption and shorten time to value

  • Solving problems when nobody will admit they have one: practical advice for building products in cybersecurity

  • Time to trust: what it is, why cybersecurity startups must shorten it to accelerate growth, and how to do it

🎯 Go-to-market strategy

  • Looking for ways to promote products and services that make cybersecurity a better place: five unique case studies

  • 19 plus one traction channels for growing a cybersecurity startup: a founder’s guide (part 1 of 3)

  • 19 plus one traction channels for growing a cybersecurity startup: a founder’s guide (part 2 of 3)

  • 19 plus one traction channel for growing a cybersecurity startup: a founder’s guide (part 3 of 3)

  • Psychology of marketing and selling cybersecurity

💡 Innovation in cybersecurity

  • Why building security products is hard and why skilled security practitioners are the only way to achieve an advantage over the adversary

  • How security leaders can accelerate innovation in cybersecurity

  • Not everything is about technology: 9 of the many sources of cybersecurity innovation

  • The role of trust in cybersecurity, and how what is happening in the industry leads to the tragedy of the commons

  • Why security teams should start recruiting product managers

📚 Resources for cybersecurity founders & investors

  • Top 10 resources about the business of cybersecurity

  • Global cybersecurity startup ecosystem map: a founder’s guide

  • 4 books every cybersecurity startup founder needs to read (and 15 more that can be helpful)

  • A founder’s guide to overcoming the VC-related information asymmetry between the entrepreneur and the investor

🧠 Philosophy O’clock

  • Why cybersecurity is not everybody’s job (and what we should do for it to become one)

  • Cybersecurity metaphors: from simplifying complexity to promoting bad decisions

  • Cybersecurity is not about technology

  • How cybersecurity vendors make us less secure

  • How tech startups are building an insecure world and where we can go from here

Going forward, I’ll keep this post as a living document to track all the best writing I put out. Please bookmark it for future reference & share it with friends. Thank you for your support!


If you like my blog, please subscribe & share it with your friends. I do this in my free time, so seeing the readership grow helps me to stay motivated and write more. I don’t send anything except my writing and don’t sell your data to anyone as it’s dumb and I have better stuff to do. Thank you!

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The Best of Venture in Security

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