[2] Before joining Microsoft Russia, Olga Dergunova worked as a sales and marketing director at a Russian IT company.

[2] One of her biggest roles was to explain the concept of intellectual property to Russian consumers, with the goal of decreasing piracy and increasing demand for the company's products.

[2] With regards to intellectual property enforcement, Dergunova usually focused on larger counterfeit software sellers rather than individuals who download the products for personal usage or for small-scale distribution.

[4] In 2007, Olga Dergunova left Microsoft Russia to join VTB Bank's Management Board.

[3] In 2012, Olga Dergunova was appointed to head the Federal Agency for State Property Management and to serve as the deputy minister of economic development.

[12] However, that deal did not happen as well, partly due to the recovery of oil prices generating more revenue for the Russian government to avoid having to sell equity in its businesses.

[9] Overall, the privatization efforts sought to raise capital from Western investors in order to combat budget shortfalls due to both oil prices being depressed at the time as well as sanctions over Russia's annexation of Crimea.

However, the agency led by Dergunova did not want to sell off equity in Russian companies at bargain prices, which would have reduced the government's control of the economy without a large enough return on the sale.

Due to the high degree of state ownership, a very large portion of those dividends, if not the majority, would flow to the Russian government and reduce its budget shortfall.

[15] The lack of an acceptable sell price for equity as well as improving economic conditions in Russia stalled the efforts to privatize the economy.

[18] On June 24, 2016, Olga Dergunova rejoined VTB Bank, this time as the Chairman of its Management Board and as its Deputy President.

[19][20] At the beginning of her tenure, Dergunova sought to implement artificial intelligence into operations at VTB Bank, utilizing it to calculate credit risk.

[19] In addition, in 2017, VTB Bank, along with other financial services companies, launched a 5-week Fintech Startup incubator to help develop different technologies.