Jimmy originally thought Caitlin would ask him to do something at most in New York or nearby. Unexpectedly, it was all the way to the West Coast.

Jimmy frowned: "Portland?"

Caitlin: "Yes, there's a batch of supplies that need to be dealt with."

Jimmy: "Explain the details."

Caitlin: "There's a shipment that needs to be taken off a ship. Of course, you only need to handle the scene. The transportation of the goods after is someone else's responsibility."

Jimmy: "Where?"

Caitlin: "Near Portland Port. I'll arrange for someone in Portland to meet you. You just need to take out the smugglers on the ship once it docks."

Jimmy: "A smuggling ship? What are they delivering?"

Caitlin shook her head: "You don't need to know the details. Maybe Kodaiski used to explain details to you, but under normal tasks, everyone has their respective tasks. You just need to complete your part."

Jimmy: "What about a backup plan?"

Caitlin: "If something unexpected happens, our people will be in Boston to execute the follow-up plan, raid their warehouse."

Jimmy blinked: "Wait, why from the West Coast to the East Coast? How long will this take?"

Caitlin rolled her eyes, looking at Jimmy disdainfully: "Who told you in Portland, Oregon? Your destination is Portland, Maine."

Jimmy made an "uh" sound, quite embarrassed. He only knew about Portland in Oregon, which has a seaport, capable of international trade. Just now, Caitlin mentioned the ship, and Jimmy instinctively thought of there. "Go on."

Caitlin: "Forget it, take a rest. I'll give you the data later for you to review on your own."

Jimmy: "What about the time?"

Caitlin: "Three days later at night, you need to contact our people in Portland before then. They will tell you the location and time for the ship docking."

Jimmy gestured with his right hand's index and middle fingers on his brow, "Waiting for your data. I'll hang out in the lounge for a while."

Jimmy turned and left Caitlin's office. He had noticed the lounge next door when he arrived, equipped with a tea room and magazines, enough to pass the time.

Caitlin watched Jimmy leave, her mouth curved down, her face displeased. Jimmy didn't know if he'd been away from the system too long; he was now a completely atypical agent. Other agents wouldn't need so much hassle; they would just travel by themselves with a text notification of time and place, no explanation needed.

This task was also a test from Caitlin to Jimmy. Previously, in the Mexico mission, because of Tony's reckless actions, they didn't get any data on Jimmy's operations. They only knew he was very capable, but not about his actions before and after the mission.

Strictly speaking, this task wouldn't be difficult for fully trained agents; it was considered a very basic internal task. But this, after all, was Jimmy's first task, and there was still much Caitlin needed to understand.

After a long wait, Caitlin handed a document to Jimmy in the lounge, "You can go back first, I won't be returning to New York today."

Jimmy was feeling terrible. He had come by private jet, but leaving meant taking a commercial flight. The crucial point was that his car was still in the parking lot at Teterboro Airport, which wasn't in New York City. He nodded with the document, straightened his suit, and walked out of the lounge.

Jimmy left Langley, hailed a cab outside, and headed directly to Washington, D.C. Although it cost more, Washington airport had more flights, making it easier to return to New York, otherwise he would have to find a place to stay a night in Virginia.

In Washington, D.C., he randomly picked a shopping mall, bought a hard briefcase with a simple combination lock, and placed Caitlin's materials inside.

Since he was taking a flight, holding documents in hand would definitely be inconvenient, especially since the document had to be kept from others' view. Locking it in a briefcase was the best option. Fortunately, Caitlin's folder didn't have any CIA logos or content; otherwise, Jimmy would have had to forcibly memorize and destroy the content.

By the time he returned to New York, it was very late. Jimmy went straight into his study at home. Portland, Maine was a place he had never heard of before and wasn't familiar with at all. He needed to search for information to verify the content of the materials to know what to do.

The task Caitlin gave was straightforward: raid the smuggling ship and then let their people take over the goods on it. Jimmy's job was to eliminate the couriers and guards on the smuggling ship.

But after looking at Portland's terrain and city map, Jimmy realized this task might still be somewhat troublesome.

Portland is a coastal city, and its meandering coastline means its terrain isn't as regular as typical inland cities. Just based on the map, there must be numerous docks here.

His task was to deal with the smuggling ship. In such an environment, this kind of ship definitely wouldn't dock at a large port. There are plenty of small usable docks along the coastline. Plus, Portland City covers several small islands. Without exact intelligence, finding the smuggling ship's location would be impossible.

It seems everything requires going to Portland, finding the person Caitlin arranged to confirm, which also implies he couldn't prepare an action plan in advance.

However, there's some good news. Portland isn't far from Boston, and crucially, they're in a straight line. Theoretically, after dealing with Portland, he could sort out Winston's matters on the way back.