diff --git a/etl/hubspot/hubspot_deal_differ.py b/etl/hubspot/hubspot_deal_differ.py
index def629947..ac68bf642 100644
--- a/etl/hubspot/hubspot_deal_differ.py
+++ b/etl/hubspot/hubspot_deal_differ.py
@@ -5,6 +5,9 @@ from backend.app.db.models.hubspot_deal_data import HubspotDealData
 from domain.abri.models import UNSUCCESSFUL_OUTCOMES
 from etl.hubspot.project_data import ProjectData
 from etl.hubspot.utils import parse_hs_bool, parse_hs_date, parse_hs_int
+from utilities.logger import setup_logger
+
+logger = setup_logger()
 
 
 class HubspotDealDiffer:
@@ -192,6 +195,13 @@ class HubspotDealDiffer:
         new_listing: Optional[Dict[str, str]],
         old_deal: HubspotDealData,
     ) -> Optional[Dict[str, Any]]:
+        logger.info(
+            "Evaluating Abri triggers for HubSpot deal %s "
+            "(project_code=%r, associated_project_id=%s)",
+            hubspot_deal_id,
+            new_deal.get("project_code"),
+            new_project["project_id"] if new_project is not None else None,
+        )
         flows: List[str] = []
         if HubspotDealDiffer.check_for_abri_job_amendment(
             new_deal=new_deal, new_project=new_project, old_deal=old_deal
@@ -211,8 +221,15 @@ class HubspotDealDiffer:
             flows.append("abandon_job")
 
         if not flows:
+            logger.info(
+                "No Abri flows triggered for HubSpot deal %s", hubspot_deal_id
+            )
             return None
 
+        logger.info(
+            "Abri flows triggered for HubSpot deal %s: %s", hubspot_deal_id, flows
+        )
+
         confirmed_survey_date = parse_hs_date(new_deal.get("confirmed_survey_date"))
         last_submission_date = parse_hs_date(new_deal.get("last_submission_date"))
         listing = new_listing or {}
@@ -248,10 +265,19 @@ class HubspotDealDiffer:
         if not HubspotDealDiffer._is_abri_condition_deal(new_deal, new_project):
             return False
 
+        new_survey_date = parse_hs_date(new_deal.get("confirmed_survey_date"))
+        logger.info(
+            "Abri job-logging check: old_confirmed_survey_date=%s "
+            "new_confirmed_survey_date=%s",
+            old_deal.confirmed_survey_date,
+            new_survey_date,
+        )
+
+        # Only a first-time survey date (previously empty) logs a new job.
         if old_deal.confirmed_survey_date is not None:
             return False
 
-        return parse_hs_date(new_deal.get("confirmed_survey_date")) is not None
+        return new_survey_date is not None
 
     @staticmethod
     def check_for_abri_job_amendment(
@@ -285,10 +311,21 @@ class HubspotDealDiffer:
         if not HubspotDealDiffer._is_abri_condition_deal(new_deal, new_project):
             return False
 
+        new_commencement_date = parse_hs_date(
+            new_deal.get("expected_commencement_date")
+        )
+        logger.info(
+            "Abri tenant-data-fetch check: old_commencement_date=%s "
+            "new_commencement_date=%s",
+            old_deal.expected_commencement_date,
+            new_commencement_date,
+        )
+
+        # Only a first-time commencement date (previously empty) fires the fetch.
         if old_deal.expected_commencement_date is not None:
             return False
 
-        return parse_hs_date(new_deal.get("expected_commencement_date")) is not None
+        return new_commencement_date is not None
 
     @staticmethod
     def check_for_abri_deal_abandonment(
@@ -334,10 +371,18 @@ class HubspotDealDiffer:
         new_deal: Dict[str, str], new_project: Optional[ProjectData]
     ) -> bool:
         if new_project is not None:
-            return (
+            is_match = (
                 new_project["project_id"]
                 == HubspotDealDiffer.ABRI_CONDITION_ASSOCIATED_PROJECT_ID
             )
+            logger.info(
+                "Abri condition-deal check via associated project: "
+                "project_id=%s expected=%s match=%s",
+                new_project["project_id"],
+                HubspotDealDiffer.ABRI_CONDITION_ASSOCIATED_PROJECT_ID,
+                is_match,
+            )
+            return is_match
 
         # TEST_ABRI_PROJECT_CODE_OVERRIDE lets a non-production deploy fire on a
         # sandbox deal's own project code; unset (the production default) falls
@@ -347,7 +392,15 @@ class HubspotDealDiffer:
             or HubspotDealDiffer.ABRI_CONDITION_PROJECT_CODE
         )
         new_project_code = (new_deal.get("project_code") or "").lower()
-        return new_project_code == expected_code.lower()
+        is_match = new_project_code == expected_code.lower()
+        logger.info(
+            "Abri condition-deal check via project_code: "
+            "new_project_code=%r expected=%r match=%s",
+            new_project_code,
+            expected_code.lower(),
+            is_match,
+        )
+        return is_match
 
     @staticmethod
     def _has_valid_pashub_link(new_pashub_link: str) -> bool: