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The Boutique Lawyer Show: Being comfortable asking for work

Many professional services providers feel uneasy about asking existing clients for work. Here, we unpack the practical ways lawyers can become more comfortable making such requests, without being pushy about it.

March 18, 2026 • By Robyn Tongol
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In this episode of The Boutique Lawyer Show, host Jerome Doraisamy welcomes back Prodonovich Advisory principal Sue-Ella Prodonovich about the need for lawyers to continue building their book, why selling may not come naturally to them, how urgent a priority it is to get more comfortable with asking for work, and tapping into one’s ability to listen.

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Prodonovich also runs through seven ways lawyers can feel more comfortable asking for work, without being pushy about it, adapting their mindset to be better at selling, and the need for lawyers to remember to play the long game.

 
 

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