Pipelines and stages
I look at every pipeline and ask a simple question: does a contact move through this, or does it sit there? Stages nobody uses, stages with two names for the same thing, and opportunities that have been open for months all get flagged.
Workflows and triggers
Every workflow gets read, trigger by trigger. I check what starts it, what conditions it checks, and what it actually sends. Broken triggers, workflows that fire twice, and workflows that fight each other are the most common problems I find.
Tags and custom fields
Tags pile up fast. I find the duplicates, the ones nobody remembers creating, and the custom fields that hold the same data under three different names. A clean tag list is what makes reporting work later.
Calendars and booking
I check working hours, buffers, round robin rules, and what happens when someone cancels or reschedules. Double-bookings usually trace back to a calendar setting, not a bug.
Forms, funnels and lead sources
I follow a lead from each source — website form, landing page, Meta lead form — and check it lands in the right pipeline with the right data. Leads that vanish usually vanish here.
Messaging and deliverability
I check the SMS and email setup: who the messages come from, whether replies are being watched, and whether anything in the setup is likely to hurt delivery. SMS that never arrives is often a registration or sender problem, not a workflow problem.
Integrations
Stripe, your website, and any other connected tools get checked for failed connections, wrong field mapping, and data landing in the wrong place.