5 sentences

1. 他总是想方设法讨好老板。

   tā zǒng​shì xiǎng​fāng​shè​fǎ tǎo​hǎo lǎo​bǎn.

   He is always trying to curry favor with his boss.

   Source: Dong Chinese Dictionary

2. 他这种人最擅长逢其所好来讨好上司。

   tā zhè zhǒng rén zuì shàn​cháng féng qí suǒ​hào lái tǎo​hǎo shàng​si.

   He is the kind of person who is best at playing to his superior's preferences to curry favor.

   Source: Dong Chinese Dictionary

3. 他为了讨好上司，天天在办公室里献勤抢着干活。

   tā wèi​le tǎo​hǎo shàng​si, tiān​tiān zài bàn​gōng​shì lǐ xiàn qín qiǎng zhe gàn​huó.

   To please his boss, he tries to be helpful and eager to work in the office every day.

   Source: Dong Chinese Dictionary

4. 这件工作真是费力不讨好。

   zhè jiàn gōng​zuò zhēn shì fèi​lì bù tǎo​hǎo.

   This task is a thankless job that requires a lot of effort.

   Source: Dong Chinese Dictionary

5. 他总想在公司里当个好人，结果两头不讨好。

   tā zǒng xiǎng zài gōng​sī lǐ dāng gè hǎo​rén, jié​guǒ liǎng tóu bù tǎo​hǎo.

   He always tries to be the nice guy in the office, but he ends up pleasing no one.

   Source: Dong Chinese Dictionary