Skip to main content

BOSS Training DIVISION

First steps

Lesson 1, the Caesar shift cipher and pattern detection

The simplest cipher, but a great introduction to both the implementation and cracking of a code.Powerpoint slides

Lesson 2, frequency analysis

Cracking substitution ciphers depends on finding hidden patterns in the text. Frequency analysis is your friend and is where the mathematics begins.Powerpoint slides

Lesson 3, the affine shift cipher

This is an introduction to modular arithmetic and builds on the first two lessons.Powerpoint slides

Lesson 4, breaking the affine shift cipher using modular inverses

A look at the mathematics behind the cipher, how to solve equations in modular arithmetic, and how that helps us break the affine shift cipher using inverses in modular arithmetic.Powerpoint slides

Lesson 5, the keyword cipher

Examines how to implement a much richer family of field ciphers based on an agreed keyword, and considers how to crack one in which the word structure is given, using cribs.Powerpoint slides

Lesson 6, cracking a keyword cipher using frequency analysis and cribs

This lesson takes what we know about frequency analysis and cribs and uses it to crack a much harder example of a keyword cipher in which the word structure is hidden.Powerpoint slides


Next steps

PROGRAMMING FOR CRYPTOLOGISTS, 101

Agent Julian Bhardwaj from our cryptanalyst section wrote a fantastic field guide to programming for beginners who want to take their skills to the next level.

Download programming guide

Agent Thomas Campbell takes us through the steps he took to crack the Solitaire cipher from the Challenge in 2015, using Python: “It took me to places I hadn’t been before. I did things I wasn’t expecting to do …”


Madness has written a guide to cracking ciphers like the Vigenère and Batista which are based on the infamous tabula recta and its cousins. If you are ready to take the next steps in codebreaking this is a great place to start.


Advanced codebreaking

Some of the leading agents who worked on the 2016 case wrote up how they tackled it. If you are wondering what it takes to become an elite cryptanalyst at BOSS read how these agents tackled a message encrypted with a brand new code. A lot of the challenges you will face as a BOSS agent will not be anything like as difficult, but as for the later ones …

Read more

Notes from our debrief of Agent Cribbage, one of the team who broke open our 2018 case. Cribbage explains his thinking as he tackled another brand new code.Includes a nice brief introduction to the idea of the index of coincidence, one of the more sophisticated tools in the codebreaker’s toolkit.

Read more

A guide to solving Challenge 9B from the 2019 training module, written by Challenge archivist, Madness. He maintains an archive of all of the old challenge texts over on Github and if you search for them you will find them. He is also writing a long and interesting book about how to break the ciphers you see here and many more besides. Every time I look it has grown. If you ask nicely he might let you see it too.

Read more


Careers in cyber security

We work closely with a number of private organisations and government security agencies. If you are interested in a secondment with one of them, then take a look at their recruitment pages.

 GCHQ have a number of technical roles which require strong mathematics skills, an enquiring mind and dedication. You can find out more about them here.

ibm-logo-blue

IBM run a number of training opportunities for school leavers, and you can read their latest guide to them by clicking on the logo here.

The Institute of Mathematics and its Applications is a fabulous organisation that supports students and professional mathematicians across a range of careers in industry, business, government and academia.They also sponsor the National Cipher Challenge and they have a great website with loads of advice which is well worth a visit.