The fear of being annoying usually says more about the follow-up than the follower. A single generic “just checking in” message really does feel like pestering, to both sides. The fix isn’t fewer follow-ups, it’s better ones: a message that adds something (a thought, a relevant piece of news, a gentle nudge tied to something they mentioned) rather than just asking if they’ve decided yet.
For the full picture, the Cornerstone article on Diligent Follow Up goes into the habit in more depth. Follow this link to view: https://www.newerafi.co.uk/docs/diligent-follow-up-habit-relationship-building/
Or, if you’d rather have the whole system to hand, the Diligent Follow Up Companion and Pathfinder bundle is just £5. Follow this link to view and buy: https://richardbulldomican.gumroad.com/l/opxqa