After the quest The Gatewarden Gambit is complete, asking Valerine for more Emissary work will trigger this quest. If The Gatewarden Gambit was failed, the player will need to wait a day before receiving this quest.
Valerine will tell the player of a Redguard girl working at the Solitude stables named Tanhana who enjoys speaking with carriage drivers who like to share tales from all over. Valerine would like the player to convince her to be an informant for Valerine like they did with Norlund.
Tanhana will greet the player as if she is in trouble for not working. The player will immediately have Emissary options.
Tanhana is most susceptible to Dramatic options.
If the player fails to convince her, they can return to Valerine for another chance. Valerine will hand the player a book to bribe Tanhana with.
If the player fails a second time, they will not be able to try again and Valerine will take over the assignment.
If the player succeeds the first time, they will receive 250 gold, whereas succeeding on the subsequent attempt will only reward half the gold.
Once the next assignment is available, a miscellaneous objective will come up reminding the player to check in with Valerine.