The campaign, which has been created by 60 Watt, with media planning by Feather Brooksbank, will run across a number of media, including radio, outdoor, online, search, print and email.
The theme of the ads has been inspired by website Postsecret.com – an online community art project that gets people to mail in their secrets anonymously, on the back of a postcard.
The campaign is designed to tap into the secret world of emotions experienced by jobseekers, as they aspire to better careers.
Henry Faure Walker, The Scotsman Publications' general manager, said: "We launched Scotsman.com/jobs onto a new technology platform in January of this year, and have been delighted by the growth in traffic, with monthly unique users now running at 180,000."
The campaign will initially target the Edinburgh and Lothians areas, before being rolled out across the rest of Scotland.
The jobs site was launched in August last year.
In March, Johnston Press reported a 56% drop in profits during 2009 after it experienced falling ad revenues.