Oswalo, answered plainly

Oswalo is an iOS app for privately rehearsing a hard conversation out loud. You speak your side, and the other chair answers back — realistically, without conceding just because you said the right words.

A friend wants you to feel better. The other chair does not. It pushes back the way the real person might, so you rehearse the moment that actually trips you up instead of the version where everyone agrees.

No. There are no scores, no ratings, and no verdict. Oswalo shows you what happened and lets you decide what it means. The judgment is yours.

Yes. A rehearsal is meant to be a private room, not a permanent file. See our privacy policy for how your rehearsal data is handled.

Yes. You set the situation and who's in the other chair — a manager, a former peer, a senior leader — and Oswalo shapes the pushback to fit. Giving difficult feedback, setting a boundary, and asking for a raise are all common starting points.

Yes. Oswalo uses AI to voice the other side of the conversation and respond in real time. It uses that only to answer back as a realistic person would — never to score you or tell you what to think.

Oswalo is $19.99 per month or $119 per year. You can try a free session first — a short taste of how a rehearsal feels — before you decide to subscribe.

Oswalo is an iOS app for iPhone. Other platforms may follow, but the rehearsal experience is built for speaking out loud on a phone you already carry.

Oswalo doesn't build a profile of how you speak, and treats a rehearsal as a private room rather than a permanent record. Our privacy policy explains how your rehearsal data is handled.