diff --git a/app/workers/share_worker.rb b/app/workers/share_worker.rb
index 6d6067cf..af83aa86 100644
--- a/app/workers/share_worker.rb
+++ b/app/workers/share_worker.rb
@@ -11,6 +11,18 @@ class ShareWorker
     user_service = User.find(user_id).services.find_by(type: service_type)
 
     user_service.post(Answer.find(answer_id))
+  rescue ActiveRecord::RecordNotFound
+    logger.info "Tried to post answer ##{answer_id} for user ##{user_id} to #{service.titleize} but the user/answer/service did not exist (likely deleted), will not retry."
+    # The question to be posted was deleted
+    return
+  rescue Twitter::Error::DuplicateStatus
+    logger.info "Tried to post answer ##{answer_id} from user ##{user_id} to Twitter but the status was already posted."
+    return
+  rescue Twitter::Error::Unauthorized
+    # User's Twitter token has expired or been revoked
+    # TODO: Notify user if this happens (https://github.com/Retrospring/retrospring/issues/123)
+    logger.info "Tried to post answer ##{answer_id} from user ##{user_id} to Twitter but the token has exired or been revoked."
+    return
   rescue => e
     logger.info "failed to post answer #{answer_id} to #{service} for user #{user_id}: #{e.message}"
     NewRelic::Agent.notice_error(e)
diff --git a/spec/workers/share_worker_spec.rb b/spec/workers/share_worker_spec.rb
new file mode 100644
index 00000000..df41350d
--- /dev/null
+++ b/spec/workers/share_worker_spec.rb
@@ -0,0 +1,63 @@
+# frozen_string_literal: true
+
+require 'rails_helper'
+
+describe ShareWorker do
+  let(:user) { FactoryBot.create(:user) }
+  let(:answer) { FactoryBot.create(:answer, user: user) }
+  let!(:service) { Services::Twitter.create!(type: 'Services::Twitter',
+                                                    user: user) }
+
+  before do
+    stub_const("APP_CONFIG", {
+      'hostname' => 'example.com',
+      'anonymous_name' => 'Anonymous',
+      'https' => true,
+      'items_per_page' => 5,
+      'sharing' => {
+        'twitter' => {
+          'consumer_key' => '',
+        }
+      }
+    })
+  end
+
+  describe "#perform" do
+    subject {
+      Sidekiq::Testing.fake! do
+        ShareWorker.perform_async(user.id, answer.id, 'twitter')
+      end
+    }
+
+    context 'when answer doesn\'t exist' do
+      it 'prevents the job from retrying and logs a message' do
+        answer.destroy!
+        Sidekiq.logger.should_receive(:info).with("Tried to post answer ##{answer.id} for user ##{user.id} to Twitter but the user/answer/service did not exist (likely deleted), will not retry.")
+        expect { subject }.to change(ShareWorker.jobs, :size).by(1)
+        expect { ShareWorker.drain }.to change(ShareWorker.jobs, :size).by(-1)
+      end
+    end
+
+    context 'when answer exists' do
+      it 'handles Twitter::Error::DuplicateStatus' do
+        allow_any_instance_of(Services::Twitter).to receive(:post).with(answer).and_raise(Twitter::Error::DuplicateStatus)
+        Sidekiq.logger.should_receive(:info).with("Tried to post answer ##{answer.id} from user ##{user.id} to Twitter but the status was already posted.")
+        subject
+        ShareWorker.drain
+      end
+
+      it 'handles Twitter::Error::Unauthorized' do
+        allow_any_instance_of(Services::Twitter).to receive(:post).with(answer).and_raise(Twitter::Error::Unauthorized)
+        Sidekiq.logger.should_receive(:info).with("Tried to post answer ##{answer.id} from user ##{user.id} to Twitter but the token has exired or been revoked.")
+        subject
+        ShareWorker.drain
+      end
+
+      it 'retries on unhandled exceptions' do
+        expect { subject }.to change(ShareWorker.jobs, :size).by(1)
+        Sidekiq.logger.should_receive(:info)
+        expect { ShareWorker.drain }.to raise_error(Twitter::Error::BadRequest)
+      end
+    end
+  end
+end