Entries Tagged "tradecraft"

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Sloppy CIA Tradecraft

CIA agents exposed due to their use of frequent-flier miles and other mistakes:

The man and woman were pretending to be American business executives on international assignments, so they did what globe-trotting executives do. While traveling abroad they used their frequent-flier cards as often as possible to gain credits toward free flights.

In fact, the pair were covert operatives working for the CIA. Thanks to their diligent use of frequent-flier programs, Italian prosecutors have been able to reconstruct much of their itinerary during 2003, including trips to Brussels, Venice, London, Vienna and Oslo.

[…]

Aides to former CIA Director Porter Goss have used the word “horrified” to describe Goss’ reaction to the sloppiness of the Milan operation, which Italian police were able to reconstruct through the CIA operatives’ imprudent use of cell phones and other violations of basic CIA “tradecraft.”

I’m not sure how collecting frequent-flier miles is a problem, though. Assuming they’re traveling under the cover of being business executives, it makes sense for them to act just like other business executives.

It’s not like there’s no other way to reconstruct their travel.

Posted on July 26, 2006 at 1:22 PMView Comments

Wireless Dead Drop

Dead drops have gone high tech:

Russia’s Federal Security Service (FSB) has opened an investigation into a spying device discovered in Moscow, the service said Monday.

The FSB said it had confiscated a fake rock containing electronic equipment used for espionage on January 23, and had uncovered a ring of four British spies who worked under diplomatic cover, funding human rights organizations operating in Russia.

BBC had this to say:

The old idea of the dead-drop (‘letterboxes’ the British tend to call them) – by the oak tree next to the lamppost in such-and-such a park etc – has given way to hand-held computers and short-range transmitters.

Just transmit your info at the rock and your ‘friends’ will download it next day. No need for codes and wireless sets at midnight anymore.

Transferring information to and from spies has always been risky. It’s interesting to see modern technology help with this problem.

Phil Karn wrote to me in e-mail:

My first reaction: what a clever idea! It’s about time spycraft went hi-tech. I’d like to know if special hardware was used, or if it was good old 802.11. Special forms of spread-spectrum modulation and oddball frequencies could make the RF hard to detect, but then your spies run the risk of being caught with highly specialized hardware. 802.11 is almost universal, so it’s inherently less suspicious. Randomize your MAC address, change the SSID frequently and encrypt at multiple layers. Store sensitive files encrypted, without headers, in the free area of a laptop’s hard drive so they’re not likely to be found in forensic analysis. Keep all keys physically separate from encrypted data.

Even better, hide your wireless dead drop in plain sight by making it an open, public access point with an Internet connection so the sight of random people loitering with open laptops won’t be at all unusual.

To keep the counterespionage people from wiretapping the hotspot’s ISP and performing traffic analysis, hang a PC off the access point and use it as a local drop box so the communications in question never go to the ISP.

I am reminded of a dead drop technique used by, I think, the 9/11 terrorists. They used Hotmail (or some other anonymous e-mail service) accounts, but instead of e-mailing messages to each other, one would save a message as “draft” and the recipient would retrieve it from the same account later. I thought that was pretty clever, actually.

Posted on January 31, 2006 at 7:17 AMView Comments

Deep Throat Tradecraft

The politics is certainly interesting, but I am impressed with Felt’s tradecraft. Read Bob Woodward’s description of how he would arrange secret meetings with Felt.

I tried to call Felt, but he wouldn’t take the call. I tried his home in Virginia and had no better luck. So one night I showed up at his Fairfax home. It was a plain-vanilla, perfectly kept, everything-in-its-place suburban house. His manner made me nervous. He said no more phone calls, no more visits to his home, nothing in the open.

I did not know then that in Felt’s earliest days in the FBI, during World War II, he had been assigned to work on the general desk of the Espionage Section. Felt learned a great deal about German spying in the job, and after the war he spent time keeping suspected Soviet agents under surveillance.

So at his home in Virginia that summer, Felt said that if we were to talk it would have to be face to face where no one could observe us.

I said anything would be fine with me.

We would need a preplanned notification system—a change in the environment that no one else would notice or attach any meaning to. I didn’t know what he was talking about.

If you keep the drapes in your apartment closed, open them and that could signal me, he said. I could check each day or have them checked, and if they were open we could meet that night at a designated place. I liked to let the light in at times, I explained.

We needed another signal, he said, indicating that he could check my apartment regularly. He never explained how he could do this.

Feeling under some pressure, I said that I had a red cloth flag, less than a foot square—the kind used as warnings on long truck loads—that a girlfriend had found on the street. She had stuck it in an empty flowerpot on my apartment balcony.

Felt and I agreed that I would move the flowerpot with the flag, which usually was in the front near the railing, to the rear of the balcony if I urgently needed a meeting. This would have to be important and rare, he said sternly. The signal, he said, would mean we would meet that same night about 2 a.m. on the bottom level of an underground garage just over the Key Bridge in Rosslyn.

Felt said I would have to follow strict countersurveillance techniques. How did I get out of my apartment?

I walked out, down the hall, and took the elevator.

Which takes you to the lobby? he asked.

Yes.

Did I have back stairs to my apartment house?

Yes.

Use them when you are heading for a meeting. Do they open into an alley?

Yes.

Take the alley. Don’t use your own car. Take a taxi to several blocks from a hotel where there are cabs after midnight, get dropped off and then walk to get a second cab to Rosslyn. Don’t get dropped off directly at the parking garage. Walk the last several blocks. If you are being followed, don’t go down to the garage. I’ll understand if you don’t show. All this was like a lecture. The key was taking the necessary time—one to two hours to get there. Be patient, serene. Trust the prearrangements. There was no fallback meeting place or time. If we both didn’t show, there would be no meeting.

Felt said that if he had something for me, he could get me a message. He quizzed me about my daily routine, what came to my apartment, the mailbox, etc. The Post was delivered outside my apartment door. I did have a subscription to the New York Times. A number of people in my apartment building near Dupont Circle got the Times. The copies were left in the lobby with the apartment number. Mine was No. 617, and it was written clearly on the outside of each paper in marker pen. Felt said if there was something important he could get to my New York Times—how, I never knew. Page 20 would be circled, and the hands of a clock in the lower part of the page would be drawn to indicate the time of the meeting that night, probably 2 a.m., in the same Rosslyn parking garage.

The relationship was a compact of trust; nothing about it was to be discussed or shared with anyone, he said.

How he could have made a daily observation of my balcony is still a mystery to me. At the time, before the era of intensive security, the back of the building was not enclosed, so anyone could have driven in the back alley to observe my balcony. In addition, my balcony and the back of the apartment complex faced onto a courtyard or back area that was shared with a number of other apartment or office buildings in the area. My balcony could have been seen from dozens of apartments or offices, as best I can tell.

A number of embassies were located in the area. The Iraqi Embassy was down the street, and I thought it possible that the FBI had surveillance or listening posts nearby. Could Felt have had the counterintelligence agents regularly report on the status of my flag and flowerpot? That seems highly unlikely, if not impossible.

Posted on June 2, 2005 at 4:31 PMView Comments

Sidebar photo of Bruce Schneier by Joe MacInnis.