The top quark is the heaviest of the elementary particles and decays before hadronisation can occur, providing the unique opportunity to study its properties. The dominant top quark production mechanism is $\mathrm{t\bar{t}}$ and single top quark production can also occur. This talk presents the latest results from the CMS Collaboration of top quark pair production in association with an additional boson ($\mathrm{t\bar{t}}$X) and single top production in association with an additional boson (tX). The $\mathrm{t\bar{t}}$X mechanisms covered are: effective field theory (EFT) models using $\mathrm{t\bar{t}}$+X in multi-lepton final states, a measurement of the inclusive $\mathrm{t\bar{t}}$W cross section, inclusive and differential measurements of $\mathrm{tt\mathrm{\gamma}}$ production and probing EFT using $\mathrm{t\bar{t}}$ production associated with a boosted Z or Higgs boson. The tX production processes covered are inclusive and differential tW with dileptonic events, Standard Model (SM) tWZ production in multi-lepton final states and a probe of electroweak field theory operators in the associated production of top quarks with a Z boson in multilepton final states. The results and the novel machine learning techniques used are expected to be beneficial for future Run 3 analyses.