diff --git a/app/jobs/in_person/email_reminder_job.rb b/app/jobs/in_person/email_reminder_job.rb
index 446013a0e23..1fcc68988b8 100644
--- a/app/jobs/in_person/email_reminder_job.rb
+++ b/app/jobs/in_person/email_reminder_job.rb
@@ -1,5 +1,10 @@
+# frozen_string_literal: true
+
 module InPerson
   class EmailReminderJob < ApplicationJob
+    EMAIL_TYPE_EARLY = 'early'
+    EMAIL_TYPE_LATE = 'late'
+
     queue_as :low
 
     include GoodJob::ActiveJobExtensions::Concurrency
@@ -14,28 +19,49 @@ class EmailReminderJob < ApplicationJob
     def perform(_now)
       return true unless IdentityConfig.store.in_person_proofing_enabled
 
-      # final reminder job done first in case of job failure
-      second_set_enrollments = InPersonEnrollment.needs_late_email_reminder(
+      # send late emails first in case of job failure
+      late_enrollments = InPersonEnrollment.needs_late_email_reminder(
         late_benchmark,
         final_benchmark,
       )
-      second_set_enrollments.each do |enrollment|
-        send_reminder_email(enrollment.user, enrollment)
-        enrollment.update!(late_reminder_sent: true)
-      end
+      send_emails_for_enrollments(enrollments: late_enrollments, email_type: EMAIL_TYPE_LATE)
 
-      first_set_enrollments = InPersonEnrollment.needs_early_email_reminder(
+      early_enrollments = InPersonEnrollment.needs_early_email_reminder(
         early_benchmark,
         late_benchmark,
       )
-      first_set_enrollments.each do |enrollment|
-        send_reminder_email(enrollment.user, enrollment)
-        enrollment.update!(early_reminder_sent: true)
-      end
+      send_emails_for_enrollments(enrollments: early_enrollments, email_type: EMAIL_TYPE_EARLY)
     end
 
     private
 
+    def analytics(user: AnonymousUser.new)
+      Analytics.new(user: user, request: nil, session: {}, sp: nil)
+    end
+
+    def send_emails_for_enrollments(enrollments:, email_type:)
+      enrollments.each do |enrollment|
+        send_reminder_email(enrollment.user, enrollment)
+      rescue StandardError => err
+        NewRelic::Agent.notice_error(err)
+        analytics(user: enrollment.user).idv_in_person_email_reminder_job_exception(
+          enrollment_id: enrollment.id,
+          exception_class: err.class.to_s,
+          exception_message: err.message,
+        )
+      else
+        analytics(user: enrollment.user).idv_in_person_email_reminder_job_email_initiated(
+          email_type: email_type,
+          enrollment_id: enrollment.id,
+        )
+        if email_type == EMAIL_TYPE_EARLY
+          enrollment.update!(early_reminder_sent: true)
+        elsif email_type == EMAIL_TYPE_LATE
+          enrollment.update!(late_reminder_sent: true)
+        end
+      end
+    end
+
     def calculate_interval(benchmark)
       days_until_expired = IdentityConfig.store.in_person_enrollment_validity_in_days.days
       (Time.zone.now - days_until_expired) + benchmark.days
diff --git a/app/services/analytics_events.rb b/app/services/analytics_events.rb
index b603263bd25..8c4a00d3209 100644
--- a/app/services/analytics_events.rb
+++ b/app/services/analytics_events.rb
@@ -3088,6 +3088,25 @@ def idv_in_person_usps_proofing_results_job_exception(
     )
   end
 
+  # Tracks exceptions that are raised when running InPerson::EmailReminderJob
+  # @param [String] enrollment_id
+  # @param [String] exception_class
+  # @param [String] exception_message
+  def idv_in_person_email_reminder_job_exception(
+    enrollment_id:,
+    exception_class: nil,
+    exception_message: nil,
+    **extra
+  )
+    track_event(
+      'InPerson::EmailReminderJob: Exception raised when attempting to send reminder email',
+      enrollment_id: enrollment_id,
+      exception_class: exception_class,
+      exception_message: exception_message,
+      **extra,
+    )
+  end
+
   # Tracks individual enrollments that are updated during GetUspsProofingResultsJob
   # @param [String] enrollment_code
   # @param [String] enrollment_id
@@ -3126,6 +3145,22 @@ def idv_in_person_usps_proofing_results_job_email_initiated(
     )
   end
 
+  # Tracks emails that are initiated during InPerson::EmailReminderJob
+  # @param [String] email_type early or late
+  # @param [String] enrollment_id
+  def idv_in_person_email_reminder_job_email_initiated(
+    email_type:,
+    enrollment_id:,
+    **extra
+  )
+    track_event(
+      'InPerson::EmailReminderJob: Reminder email initiated',
+      email_type: email_type,
+      enrollment_id: enrollment_id,
+      **extra,
+    )
+  end
+
   # Tracks users visiting the recovery options page
   def account_reset_recovery_options_visit
     track_event('Account Reset: Recovery Options Visited')
diff --git a/spec/jobs/in_person/email_reminder_job_spec.rb b/spec/jobs/in_person/email_reminder_job_spec.rb
index 6f46b03ee5c..e192b6d45f7 100644
--- a/spec/jobs/in_person/email_reminder_job_spec.rb
+++ b/spec/jobs/in_person/email_reminder_job_spec.rb
@@ -2,90 +2,125 @@
 
 RSpec.describe InPerson::EmailReminderJob do
   let(:job) { InPerson::EmailReminderJob.new }
+  let(:job_analytics) { FakeAnalytics.new }
 
   before do
     ActiveJob::Base.queue_adapter = :test
     allow(IdentityConfig.store).to receive(:in_person_proofing_enabled).and_return(true)
+    allow(job).to receive(:analytics).and_return(job_analytics)
   end
 
   describe '#perform' do
-    let!(:passed_enrollment) { create(:in_person_enrollment, :passed) }
-    let!(:failing_enrollment) { create(:in_person_enrollment, :failed) }
-    let!(:expired_enrollment) { create(:in_person_enrollment, :expired) }
-    let!(:pending_enrollment_needing_late_reminder) do
-      create(:in_person_enrollment, :pending, enrollment_established_at: Time.zone.now - 26.days)
-    end
-    let!(:pending_enrollment_needing_early_reminder) do
-      create(:in_person_enrollment, :pending, enrollment_established_at: Time.zone.now - 19.days)
-    end
+    context 'with many enrollments' do
+      let!(:passed_enrollment) { create(:in_person_enrollment, :passed) }
+      let!(:failing_enrollment) { create(:in_person_enrollment, :failed) }
+      let!(:expired_enrollment) { create(:in_person_enrollment, :expired) }
+      let!(:pending_enrollment_needing_late_reminder) do
+        create(:in_person_enrollment, :pending, enrollment_established_at: Time.zone.now - 26.days)
+      end
+      let!(:pending_enrollment_needing_early_reminder) do
+        create(:in_person_enrollment, :pending, enrollment_established_at: Time.zone.now - 19.days)
+      end
 
-    let!(:pending_enrollment_received_late_reminder) do
-      create(
-        :in_person_enrollment, :pending, enrollment_established_at: Time.zone.now - 26.days,
-                                         late_reminder_sent: true
-      )
-    end
-    let!(:pending_enrollment_received_early_reminder) do
-      create(
-        :in_person_enrollment, :pending, enrollment_established_at: Time.zone.now - 19.days,
-                                         early_reminder_sent: true
-      )
-    end
+      let!(:pending_enrollment_received_late_reminder) do
+        create(
+          :in_person_enrollment, :pending, enrollment_established_at: Time.zone.now - 26.days,
+                                           late_reminder_sent: true
+        )
+      end
+      let!(:pending_enrollment_received_early_reminder) do
+        create(
+          :in_person_enrollment, :pending, enrollment_established_at: Time.zone.now - 19.days,
+                                           early_reminder_sent: true
+        )
+      end
 
-    let!(:pending_enrollments) do
-      [
-        create(:in_person_enrollment, :pending, enrollment_established_at: Time.zone.now),
-        create(:in_person_enrollment, :pending, created_at: Time.zone.now),
-      ]
-    end
+      let!(:pending_enrollments) do
+        [
+          create(:in_person_enrollment, :pending, enrollment_established_at: Time.zone.now),
+          create(:in_person_enrollment, :pending, created_at: Time.zone.now),
+        ]
+      end
 
-    context 'late email reminder' do
-      it 'queues emails for enrollments that need the late email reminder sent' do
-        user = pending_enrollment_needing_late_reminder.user
-        expect do
-          job.perform(Time.zone.now)
-        end.to have_enqueued_mail(UserMailer, :in_person_ready_to_verify_reminder).with(
-          params: { user: user, email_address: user.email_addresses.first },
-          args: [{ enrollment: pending_enrollment_needing_late_reminder }],
-        )
-        pending_enrollment_needing_late_reminder.reload
-        expect(pending_enrollment_needing_late_reminder.late_reminder_sent).to be_truthy
+      context 'late email reminder' do
+        it 'queues emails for enrollments that need the late email reminder sent' do
+          user = pending_enrollment_needing_late_reminder.user
+          expect do
+            job.perform(Time.zone.now)
+          end.to have_enqueued_mail(UserMailer, :in_person_ready_to_verify_reminder).with(
+            params: { user: user, email_address: user.email_addresses.first },
+            args: [{ enrollment: pending_enrollment_needing_late_reminder }],
+          )
+          pending_enrollment_needing_late_reminder.reload
+          expect(pending_enrollment_needing_late_reminder.late_reminder_sent).to be_truthy
+          expect(job_analytics).to have_logged_event(
+            'InPerson::EmailReminderJob: Reminder email initiated',
+            email_type: 'late',
+            enrollment_id: pending_enrollment_needing_late_reminder.id,
+          )
+        end
+
+        it 'does not queue emails for enrollments that had late email reminder sent' do
+          user = pending_enrollment_received_late_reminder.user
+          expect do
+            job.perform(Time.zone.now)
+          end.not_to have_enqueued_mail(UserMailer, :in_person_ready_to_verify_reminder).with(
+            params: { user: user, email_address: user.email_addresses.first },
+            args: [{ enrollment: pending_enrollment_received_late_reminder }],
+          )
+          expect(pending_enrollment_received_late_reminder.late_reminder_sent).to be_truthy
+        end
       end
 
-      it 'does not queue emails for enrollments that had late email reminder sent' do
-        user = pending_enrollment_received_late_reminder.user
-        expect do
-          job.perform(Time.zone.now)
-        end.not_to have_enqueued_mail(UserMailer, :in_person_ready_to_verify_reminder).with(
-          params: { user: user, email_address: user.email_addresses.first },
-          args: [{ enrollment: pending_enrollment_received_late_reminder }],
-        )
-        expect(pending_enrollment_received_late_reminder.late_reminder_sent).to be_truthy
+      context 'early email reminder' do
+        it 'queues emails for enrollments that need the early email reminder sent' do
+          user = pending_enrollment_needing_early_reminder.user
+          expect do
+            job.perform(Time.zone.now)
+          end.to have_enqueued_mail(UserMailer, :in_person_ready_to_verify_reminder).with(
+            params: { user: user, email_address: user.email_addresses.first },
+            args: [{ enrollment: pending_enrollment_needing_early_reminder }],
+          )
+          pending_enrollment_needing_early_reminder.reload
+          expect(pending_enrollment_needing_early_reminder.early_reminder_sent).to be_truthy
+          expect(job_analytics).to have_logged_event(
+            'InPerson::EmailReminderJob: Reminder email initiated',
+            email_type: 'early',
+            enrollment_id: pending_enrollment_needing_early_reminder.id,
+          )
+        end
+
+        it 'does not queue emails for enrollments that had early email reminder sent' do
+          user = pending_enrollment_received_early_reminder.user
+          expect do
+            job.perform(Time.zone.now)
+          end.not_to have_enqueued_mail(UserMailer, :in_person_ready_to_verify_reminder).with(
+            params: { user: user, email_address: user.email_addresses.first },
+            args: [{ enrollment: pending_enrollment_received_early_reminder }],
+          )
+          expect(pending_enrollment_received_early_reminder.early_reminder_sent).to be_truthy
+        end
       end
     end
 
-    context 'early email reminder' do
-      it 'queues emails for enrollments that need the early email reminder sent' do
-        user = pending_enrollment_needing_early_reminder.user
-        expect do
-          job.perform(Time.zone.now)
-        end.to have_enqueued_mail(UserMailer, :in_person_ready_to_verify_reminder).with(
-          params: { user: user, email_address: user.email_addresses.first },
-          args: [{ enrollment: pending_enrollment_needing_early_reminder }],
-        )
-        pending_enrollment_needing_early_reminder.reload
-        expect(pending_enrollment_needing_early_reminder.early_reminder_sent).to be_truthy
+    context 'with one eligible enrollment' do
+      let!(:pending_enrollment_needing_late_reminder) do
+        create(:in_person_enrollment, :pending, enrollment_established_at: Time.zone.now - 26.days)
       end
 
-      it 'does not queue emails for enrollments that had early email reminder sent' do
-        user = pending_enrollment_received_early_reminder.user
-        expect do
+      context 'an error is raised when sending an email' do
+        let(:error_message) { 'A standard error happened' }
+        let!(:error) { StandardError.new(error_message) }
+
+        it 'it handles and logs the error' do
+          allow(UserMailer).to receive(:with).once.and_raise(error)
+          expect(NewRelic::Agent).to receive(:notice_error).with(error)
           job.perform(Time.zone.now)
-        end.not_to have_enqueued_mail(UserMailer, :in_person_ready_to_verify_reminder).with(
-          params: { user: user, email_address: user.email_addresses.first },
-          args: [{ enrollment: pending_enrollment_received_early_reminder }],
-        )
-        expect(pending_enrollment_received_early_reminder.early_reminder_sent).to be_truthy
+          expect(job_analytics).to have_logged_event(
+            'InPerson::EmailReminderJob: Exception raised when attempting to send reminder email',
+            exception_message: error_message,
+          )
+        end
       end
     end
   end