Osip Pavlovich Pestrikov was born in 1797 in Kaluga and became one of the first merchants of this city. Having earned capital, he engaged in trade and banking, achieving the status of a 1st guild merchant and investing in industry and construction. In Kaluga, he built a church and a charitable institution at his own expense, spending over 40,000 rubles, and also donated 10,000 rubles to the city's real school.

In 1872, Pestrikov, along with merchant Lanin, founded the "City Bank of Pestrikov and Lanin," investing 35,000 rubles in its establishment. At the same time, he expanded his activities in Smolensk, where he also became a 1st guild merchant and actively contributed to the development of trade and the urban economy. In Smolensk, he built a two-story building for a craft school costing 20,000 rubles and supported it. Additionally, he donated significant sums for the construction of a real school, the maintenance of a hospital for the poor, and a charitable institution. In 1824, at his expense, an iconostasis was made for the Resurrection Church in the Kaluga district, and in 1869, the Church of John the Baptist was built in honor of the rescue of Emperor Alexander II in Paris.

The charitable institution, created with the funds of Lanin and Pestrikov, opened in 1875 to assist needy elderly and sick people. The church, built in 1816 and consecrated in the name of St. Nicholas the Wonderworker, was re-consecrated in 1865 in the name of St. Tikhon of Zadonsk, and in 1881 became the house church of the charitable institution. It was closed in 1917 after the October Revolution.

Pestrikov passed away in 1876 in Smolensk in the charitable institution he built, where he moved at the end of his life. He was awarded medals of the Russian Empire, and in 1874, the Smolensk City Duma granted him the title of honorary citizen of Smolensk.