The Best TLS and PKI Training - Remote (Americas/Europe) - July 2021

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Learn how to deploy secure servers and encrypted web applications and understand theory and practice of Internet PKI. Author: Ivan Ristić

About this event

If you are based in the UK and would like to attend this training, please email us to book your place.

Designed by the author of the much acclaimed Bulletproof SSL and TLS, this practical training course will teach you how to deploy secure servers and encrypted web applications and understand both the theory and practice of Internet PKI. On Days 1 and 2, we’ll focus on what you need in your daily work to deliver best security, availability and performance. And you will learn how to get an A+ on SSL Labs! On Days 3 and 4, we will start with the basics and the theory of Internet PKI, then discuss how the PKI is implemented in the real world, and finish with a practical example of a realistic private certification authority.

The training will ve delivered by Scott Helme via Zoom and our virtual labs.

Why This Course is for You

  • Understand threats and attacks against encryption
  • Identify real risks that apply to your systems
  • Deploy servers with strong private keys and valid certificates
  • Deploy TLS configurations with strong encryption and forward secrecy
  • Understand higher-level attacks against web applications
  • Use the latest defence technologies, such as HSTS, CSP, and HPKP
  • Learn about key PKI standards and formats
  • Understand where practice differs from theory
  • Analyze certificate lifecycle in detail
  • Evaluate PKI weaknesses and how they affect you
  • Deploy robust protection using public key pinning
  • Learn about what's coming in the future
  • Practise what you've learned

Target Audience

This course is for system administrators, developers, and IT security professionals who wish to learn how to deploy secure servers and encrypted web applications and understand the theory and practice of Internet PKI.

Level: Intermediate

Duration: 4 days, 3.5 hours a day

Extras: Digital training materials and a digital copy of Bulletproof SSL and TLS

About a month prior to the course we'll send you a digital copy of Bulletproof SSL and TLS, our comprehensive guide to SSL/TLS and Internet PKI. A few days before the training, we'll send you a bunch of exercises and slides, access details for your virtual server and joining instructions for the Zoom sessions.


  • Basic Linux command line skills: moving about, invoking commands, editing configuration files.
  • A laptop with a modern browser and a SSH client, which you will only need to connect to your assigned virtual server. To connect to the server, you will need HTTP/HTTPS on ports 80 and 443 and SSH on port 22
  • You should be comfortable using a command-line editor.

Course Outline

DAYS 1 and 2 - SSL/TLS

1. Introduction

a. The need for network encryption

b. Understanding encrypted communication

c. The role of public key infrastructure (PKI)

d. SSL/TLS and Internet PKI threat model

2. Keys and certificates

a. RSA and ECDSA: selecting the right key algorithm and size

b. Certificate hostnames and lifetime

c. Practical work:

i. Private key generation

ii. Certificate Signing Request (CSR) generation

iii. Self-signed certificates

iv. Obtaining valid certificates from Let’s Encrypt

d. Sidebar: Revocation

3. Protocols and cipher suites

a. Protocol security

b. Key exchange strength

c. Forward security

d. Cipher suite configuration

e. Practical work

i. Secure web server configuration

ii. Server testing using SSL Labs

f. Sidebar: Server Name indication (SNI)

g. Sidebar: Performance considerations

4. HTTPS topics

a. Man-in-the-middle attacks

b. Mixed content

c. Cookie security

d. CRIME: Information leakage via compression

e. HTTP Strict Transport Security

f. Content Security Policy

g. HTTP Public Key Pinning

h. Practical work:

i. Deploying HSTS to deploy robust encryption

ii. Deploying CSP to deal with mixed content

5. Putting it all together: Getting an A+ in SSL Labs

DAYS 3 and 4 - Internet PKI

1. Introduction

2. Standards

a. X.509 certificates

b. Certificate chains

c. Name constraints

d. Trust path building

e. Validation process

3. Internet PKI

a. Certification Authorities

b. Relying parties

c. Certificate types (DV, EV, OV)

d. Certificate lifecycle (validation, issuance, and revocation)

e. CA/B Forum and its standards

f. Weaknesses

g. History of attacks

4. Revocation

a. CRL


c. OCSP stapling

d. CRLsets and OneCRL

e. Short-lived certificates

5. Defenses

a. Certification Authority Authorization (CAA)

b. Public Key Pinning

i. Static pinning

ii. HPKP


6. Certificate Transparency

7. PKI ecosystem monitoring

i. SSL Pulse

ii. Censys


8. Project: Building and deploying a realistic private CA

We will also provide you with many additional exercises that you can work on in your own time. You'll be able to ask us for help via email. And if you're already familiar with the basics, we'll challenge you with some of the advanced exercises on the day.

Meet the Trainer

Scott Helme is a security researcher, consultant and international speaker. He can often be found talking about web security and performance online and helping organisations better deploy both.

Founder of, a free CSP report collection service, and, a free security analyser, Scott has a tendency to always be involved in building something new and exciting.

Meet the Author

Ivan Ristić is a security researcher, engineer, and author, known especially for his contributions to the web application firewall field and development of ModSecurity, an open source web application firewall, and for his SSL/TLS and PKI research, tools and guides published on the SSL Labs web site.

He is the author of three books, Apache Security, ModSecurity Handbook, and Bulletproof SSL and TLS, which he publishes via Feisty Duck, his own platform for continuous writing and publishing. Ivan is an active participant in the security community and you'll often find him speaking at security conferences such as Black Hat, RSA, OWASP AppSec, and others. He is currently working on Hardenize, a brand-new security posture analysis service that makes security fun again.

Terms and Conditions

Feisty Duck's Terms and Conditions and Privacy Policy apply to this training.


Where can I contact the organiser with any questions?

Contact us at with any questions about the event.

What is the refund policy?

Any cancellation by you must be made by emailing

You may cancel or reschedule a course subject to the following charges:

  • Cancellation with more than 60 days’ notice prior to course start date – no charge
  • Cancellation with less than 60 days’ notice prior to course start date - 50% of the course fee

Other dates?

Can't make this date? Tickets sold out? Email to be notified about the future dates.

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Organiser Feisty Duck

Organiser of The Best TLS and PKI Training - Remote (Americas/Europe) - July 2021

Feisty Duck is a London-based provider of computer security training. Our practical hands-on courses are taught in small groups and led by industry experts. Courses include SSL/TLS, Internet PKI and Apache/ModSecurity.


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