// Comparison

Metasploit vs Pentesting Azure Applications: Which Should You Read?

Two cybersecurity books on Offensive, compared honestly: who each is for, what each does best, and which to read first.

Intermediate

4/52025

The Penetration Tester's Guide

David Kennedy, Mati Aharoni, Devon Kearns, Jim O'Gorman, Daniel G. Graham

The second edition of the definitive No Starch guide to the Metasploit Framework, updated by the project's original maintainers and newer contributors for the modern Framework.

Intermediate

3/52018

Pentesting Azure Applications

The Definitive Guide to Testing and Securing Deployments

Matt Burrough

Matt Burrough on attacker behaviour against Azure tenants: identity, storage, VMs, key material handling, and the recon paths that work against real subscriptions.

Read this if

Pentesters and red teamers who want to know Metasploit cold, or developers who want to extend the Framework. Written by the original project leads and updated for the current ecosystem; the canonical Metasploit text.

Cloud pentesters whose scope includes Azure subscriptions. Burrough covers identity (Entra ID), storage account abuse, VM-level recon, key material handling, and the role-based access patterns that drive real Azure post-exploitation.

Skip this if

Readers wanting modern post-exploitation tradecraft against well-defended targets. Metasploit shines in lab and OSCP-style scenarios; against modern EDR with kernel callbacks, the playbook is more nuanced than this book covers.

Readers focused on AWS or GCP, or anyone wanting current Azure tradecraft. The book pre-dates the current AAD-now-Entra-ID rebrand and several major service updates; treat it as foundational, not current.

Key takeaways

Metasploit's value is workflow integration: payloads, post-exploitation modules, sessions, pivoting all wired together. The book teaches you to use the framework as a force multiplier, not as a list of exploits.
Custom modules (auxiliary, exploit, post) are how you turn Metasploit into your toolkit; the book's chapters on module development are the highest-leverage material.
The 2nd edition (2025) is updated for the modern Framework, mainstream Linux, and the current model of Meterpreter; the original 2011 edition is now dated.

Azure attack patterns center on identity and roles, not network-level vulnerabilities; the book's framing reflects that.
Storage account misconfigurations remain one of the most common Azure findings; the book's coverage of access-key abuse is still relevant.
Cloud pentest reporting differs meaningfully from network pentest reporting; the book's deliverable templates are useful starting points.

How they compare

We rate Metasploit higher (4/5 against 3/5 for Pentesting Azure Applications). For most readers, that means Metasploit is the primary pick and Pentesting Azure Applications is a useful follow-up.

Both books target intermediate-level readers, so the choice is about topic, not difficulty.

Metasploit and Pentesting Azure Applications both cover Offensive, Pentesting, so reading them in sequence reinforces the same material from different angles.

Keep reading

Metasploit

→ Alternatives to Metasploit → What to read after Metasploit