Is pushing annual billing early actually worth the lower conversion rate?

Offering monthly plans makes it way easier to get that initial yes from users but chasing churn every month is exhausting.

Annual upfront gives you cash right away but it definitely scares off people who aren't fully convinced yet.

Giving a huge discount to force annual signups feels like it cuts too far into profit.

Do you guys push annual pricing upfront or start everyone on monthly and upgrade them later?