The two negotiations examined in this chapter were part of the sectoral talks resulting from the evolving General Agreement on Trade in Services during the Uruguay Round. The previous chapter showed that the GATS agreement enabled countries to make their international commitments primarily based on their domestic liberalization schedules, making the task of services commitments easy. This chapter goes a step further: beginning with the same overarching GATS framework, two sets of negotiations are examined. Both were hard to negotiate – one ended in no-agreement on market liberalization and the other in agreement but after several modifications. However, both were part of the same services framework involving the same set of countries. Both are communication industries, one involving the telecommunication infrastructures and the other cultural industries, or audio-visual in WTO jargon. Both came out of the monopoly model: telecommunications and parts of audio-visual industry such as television and radio broadcasting feature either state monopolies or dominant state firms slated for future liberalization. Furthermore, in a digital age, both are about distributing and selling content and with convergence of technologies, the distinction between the two issues is becoming increasingly hard to maintain.