Pricing
Start free: every win, your Next Level bar and your progress. Pro makes the case for your review and finds your next role; Advisor coaches you through the ask.
$0forever
No card needed
Prove you’re on the way: your record, your bar and your progress.
$20a month
or $200 a year 2 months free
Make the case: everything you bring to your review.
$50a month
or $500 a year 2 months free
A CFO in your corner: when to ask, how to ask, practiced.
Already using Winsly? Change your plan in Settings → Plan.
| Feature | Free | Pro | Advisor |
|---|---|---|---|
| Monthly price | Not included | $20/mo | $50/mo |
| Yearly price | Not included | $200/yr | $500/yr |
| On upgrading | |||
| First 14 days include your advisor | Not included | Included | Not included |
| Capture | |||
| Wins, from the box, a screenshot or an assistant | Unlimited | Unlimited | Unlimited |
| Know the bar | |||
| Your Next Level bar, wins mapped to it | Included | Included | Included |
| Next moves from the playbook | Not included | First 14 days | Included |
| Prove it | |||
| Review case on screen | Included | Included | Included |
| Manager updates | Included | Included | Included |
| Win verifications | 10 a month | 20 a month | 50 a month |
| Read a meeting for your next level | Not included | Unlimited | Unlimited |
| Review case as a PDF, with verified marks | Not included | Included | Included |
| Self-review drafts and interview stories | Not included | Included | Included |
| Read your record from an assistant | Not included | Included | Included |
| How you’ve grown | Not included | First 14 days | Included |
| Make the ask | |||
| Ask your advisor | Not included | First 14 days | Included |
| Practice the conversation, scored | Not included | First 14 days | Included |
| An advisor that checks in on its own | Not included | First 14 days | Included |
| Move, if you want | |||
| Radar: roles found and scored for you | Not included | 40 a day | 60 a day |
| Applications, every claim cited | Not included | 10 a month* | 30 a month* |
| Applications prepared for you | Not included | Not included | Included |
*More applications are available on Pro and Advisor when you need them. An application counts when it’s prepared, not when it’s sent.
Your record, free: every win you log (typed, from a screenshot, or from Claude and ChatGPT), your Next Level bar with the wins that prove it, and the review case you take into your review. Draft manager updates, and ask 10 people a month to verify a win.
Everything in Free, plus everything you bring to your review: your review case as a PDF with verified marks, self-review drafts and interview stories built from your wins, unlimited meetings read for your next level, and 20 win verifications a month. Radar finds and scores roles against your search, with 10 applications a month (more when you need them). Your first 14 days include your advisor.
A career coach costs about $180 an hour. Advisor is $50 a month, and runs a CFO’s ten-year playbook on your own record: ask your advisor any time, and it tells you when to ask and what work to ask for, lets you practice the conversation and scores it, checks in on its own, and shows how your scope has grown. 60 roles scored a day and 30 applications a month, prepared for you.
Winsly never sends anything you haven’t seen and sent yourself, and every claim in an application is cited to your own record. See the Plans guide for how each plan works day to day.
One review cycle to the next. A year keeps your record, your bar and your case working from this review to the next one, so the next cycle starts from everything you’ve already proven. Paying yearly is 2 months free on Pro and Advisor.
The full terms are in the Terms.
The next level is already in your work.
Start free