Hi there,
Absolutely, you can do that with the integration of ConvertKit and Survicate10. Survicate allows you to create in-depth surveys and then map the answers back to your ConvertKit subscriber profiles as custom fields. So, when your subscriber answers the additional 5 questions in your Survicate survey, their responses can be stored in their ConvertKit profile.
Learn more about how to set this up: https://survicate.com/integrations/convertkit-survey/9
Hope this helps :)