<jats:title>Summary</jats:title><jats:p><jats:styled-content style="fixed-case"><jats:italic>P</jats:italic></jats:styled-content><jats:italic>seudomonas</jats:italic> <jats:styled-content style="fixed-case">CMR</jats:styled-content>12a is a biocontrol strain that produces phenazine antibiotics and as yet uncharacterized cyclic lipopeptides (<jats:styled-content style="fixed-case">CLPs</jats:styled-content>). The <jats:styled-content style="fixed-case">CLPs</jats:styled-content> of <jats:styled-content style="fixed-case">CMR</jats:styled-content>12a were studied by chemical structure analysis and <jats:italic>in silico</jats:italic> analysis of the gene clusters encoding the non‐ribosomal peptide synthetases responsible for <jats:styled-content style="fixed-case">CLP</jats:styled-content> biosynthesis. <jats:styled-content style="fixed-case">CMR</jats:styled-content>12a produces two different classes of <jats:styled-content style="fixed-case">CLPs</jats:styled-content>: orfamides <jats:styled-content style="fixed-case">B</jats:styled-content>, <jats:styled-content style="fixed-case">D</jats:styled-content> and <jats:styled-content style="fixed-case">E</jats:styled-content>, whereby the latter two represent new derivatives of the orfamide family, and sessilins <jats:styled-content style="fixed-case">A–C</jats:styled-content>. The orfamides are made up of a 10 amino acid peptide coupled to a β‐hydroxydodecanoyl or β‐hydroxytetradecanoyl fatty acid moiety, and are related to orfamides produced by biocontrol strain <jats:styled-content style="fixed-case"><jats:italic>P</jats:italic></jats:styled-content><jats:italic>seudomonas protegens</jats:italic> Pf‐5. The sessilins consist of an 18‐amino acid peptide linked to a β‐hydroxyoctanoyl fatty acid and differ in one amino acid from tolaasins, toxins produced by the mushroom pathogen <jats:styled-content style="fixed-case"><jats:italic>P</jats:italic></jats:styled-content><jats:italic>seudomonas tolaasii</jats:italic>. <jats:styled-content style="fixed-case">CLP</jats:styled-content> biosynthesis mutants were constructed and tested for biofilm formation and swarming motility. Orfamides appeared indispensable for swarming while sessilin mutants showed reduced biofilm formation, but enhanced swarming motility. The interplay between the two classes of <jats:styled-content style="fixed-case">CLPs</jats:styled-content> fine tunes these processes. The presence of sessilins in wild type <jats:styled-content style="fixed-case">CMR</jats:styled-content>12a interferes with swarming by hampering the release of orfamides and by co‐precipitating orfamides to form a white line in agar.