Sydney Pollack: Breaking Free

Sydney Pollack: Breaking Free
Sydney Pollack became interested in flight when his father-in-law gave him a ride in a Boeing Stratocruiser. The next turn of events that led to his obsession with aviation was a ride in a Cessna 206 he took with screenwriter and producer Roland Kibbee.

Sydney Pollack became interested in flight when his father-in-law gave him a ride in a Boeing Stratocruiser. The next turn of events that led to his obsession with aviation was a ride in a Cessna 206 he took with screenwriter and producer Roland Kibbee.

As a tribute to Sydney Pollack, who died on May 26, 2008, after a nine-month struggle with cancer, we’ve decided to reprint Di Freeze’s 2004 interview with him.

When Sydney Pollack, Academy Award winning director, producer and actor, thinks about flying, a couple of words come to mind. With the kind of flying he does, he says it’s important not to get those words out of order.

“I would say the first word is ‘careful,’ followed then by the word ‘freedom,'” Pollack said in 2004, while sharing his passion for aviation.

That kind of flying is from the left seat of a Cessna Citation X, a mid-size aircraft that’s the fastest business jet available today. Pollack, who bases his jet at Clay Lacy Aviation at Van Nuys Airport, was one of many people interviewed by Brian J. Terwilliger for his film, “One Six Right,” which traces the origin, history, glamour and activities of the 75-year old airport. Pollack says he’s made VNY his home throughout the years for various reasons.

“It’s convenient,” he said. “It’s a good airport, and I know the people there. That’s where I got started flying. What kept me there initially was that it was the place I was renting airplanes from in the ’60s and ’70s. Then, I chartered out of there in the ’70s and ’80s. I started hangaring my planes there in the ’90s.”

Pollack’s films have been nominated for 46 Academy Awards, including two for Best Picture. “Out of Africa” (1985) won seven Oscars, including best picture and best director. He won the New York Film Critics’ Award for his 1982 film, “Tootsie,” and the David di Donatello Award for “Three Days of the Condor” (1975). He’s also won the Golden Globe for best director twice, the National Society of Film Critics’ Award, the NATO Director of the Year Award, and prizes from the Brussels, Belgrade, San Sebastian, Moscow and Taormina Film Festivals.

The American Film Institute voted “Tootsie” the #2 comedy of all time, and “The Way We Were” (1973) and “Out of Africa” were both included in the AFI’s top 100 romantic films of all time. In 2000, Pollack received the Directors Guild of America John Huston Award by the Artists Rights Foundation. Other acclaimed films he’s directed include “Absence of Malice,” “They Shoot Horses, Don’t They?” and “The Firm.”

As an actor, he appeared in Woody Allen’s “Husbands and Wives,” Robert Altman’s “The Player,” Robert Zemeckis’ “Death Becomes Her,” Steve Zaillian’s “Civil Action,” Stanley Kubrick’s “Eyes Wide Shut” and Roger Mitchell’s “Changing Lanes.” On television, he’s appeared on “Mad about You” and “Will & Grace.”

In 1985, Pollack formed Mirage Productions. Under that banner, he produced “Presumed Innocent,” “The Fabulous Baker Boys,” “White Palace,” “Major League,” “Dead Again,” “Searching for Bobby Fisher,” “Sense and Sensibility,” “The Talented Mr. Ripley” and “Cold Mountain.”

It’s possible that only his success in the film industry has prevented Pollack from even more involvement in aviation.

“It would’ve been great to be a professional pilot,” he said. “I think that would’ve been fun.”

He says that these days he doesn’t do any “pleasure flying,” since it’s impossible to do that when you’re flying a Citation X.

“My flying now is all business flying,” he said. “It’s pretty hard to fly a jet for pleasure; you can’t stay low enough. Once you’re up that high, there’s no such thing as pleasure flying. At those altitudes, everything has to be maintained with absolute precision; you can’t screw around. You can’t turn left or right; you’re in a very crowded sky.

“With RVSM (reduced vertical separation minimum) coming up, your separation is going to be only 1,000 feet instead of 2,000 feet, so the accuracy of your flying has to be very precise. You can’t do the kind of ‘wish flying’ you used to be able to do. You can’t get in a plane, go out over the ocean and horse around.”

Pollack says he takes his Citation X almost everywhere.

“For example, tomorrow, I’ll fly to Toronto to the Film Festival,” he said. “I often take the plane to Europe. When I need to go to five or six countries, then I take the plane.”

However, he added at times it’s just not worth taking the Citation X. For example, he recently directed and executive produced “The Interpreter,” a political thriller starring Nicole Kidman and Sean Penn. Five days of filming were shot in Mozambique in August.

“It wasn’t worth it to take the plane all the way to South Africa, but if I was going to move around in Europe or in the African continent, I would’ve taken it,” he said. “If I’m going to fly to London for two days, there’s no sense. It’s better to get on a British Air flight, go to sleep, get off, do your work and come back.”

The beginning of an obsession

Sydney Pollack’s films have been nominated for 46 Academy Awards, including two for Best Picture.

Sydney Pollack’s films have been nominated for 46 Academy Awards, including two for Best Picture.

Pollack, born July 1, 1934, said he had a normal youthful interest in aviation, but it wasn’t until after he got married and was in the military reserve that he really became interested. His wife’s father, a general in the Air Force, had a Boeing Stratocruiser assigned to him and gave Pollack a ride in it. The next turn of events that led to his “obsession” with aviation was a ride he took with screenwriter and producer Roland Kibbee.

“I was directing a television show that Roland produced,” he said. “He owned a Cessna 206 and invited me to go flying. It was in the middle of the afternoon, on a beautiful autumn day. We were working on the script, and he was sort of looking longingly out at the sky, obviously not wanting to be working, but to be flying. He just said, ‘Come on. Let’s go fly.’ I’d never been flying, really—not in that sense. That’s how it started.”

Kibbee took him out to Van Nuys Airport.

“He kept his plane at a little place called Skyways, which was both a school and a Cessna dealership,” Pollack said. “I got the bug as soon as I took that first flight with Roland.”

He immediately asked about lessons, and found out they were expensive.

“At least at that time they were expensive to me,” he said. “It wasn’t a lot by today’s standards; I think it was 25 dollars an hour for a Cessna 150, with an instructor. I would save up and take a lesson about every two weeks.”

At that time, the manager of the Cessna dealership was Ed Connelly, who gave Pollack some of his earliest lessons. Pollack got his private pilot’s license around 1964; he said the experience was different than it would be now.

“When I learned to fly, you used to have to actually demonstrate spins and recoveries in order to get your pilot’s license,” he said. “Spins are outlawed now. That’s too bad, because it was invaluable training. Invaluable in the sense that it accurately taught you how to get out of an unusual attitude. It kept you from panicking when the plane gets upside down or sideways, and you don’t know where the horizon is. It gave you some sense of what to do when and if you find yourself in an unusual attitude for real. It’s hard when you just do it off a book or a simulator. I guess students were getting killed during training, so they outlawed putting the plane into an actual spin.”

Pollack flew often, and after getting his multi-engine rating, flew Cessna 172s, 182s, 206s, Aero Commanders, 310s and other multi-engine aircraft, which he rented. Occasionally, he flew to scout film locations.

“Scouting for ‘Jeremiah Johnson’ (1972), I flew a Cessna Skynight up the Rocky Mountain range,” he said. “We scouted all the way up into Canada looking for the place to shoot the film. We finally ended up shooting it in Utah. But using the plane was how we finally eliminated most locations and chose the final one.”

He spent considerable time looking at other locations for other films. But by the 1970s and 1980s, Pollack found it hard to stay current with his flying.

Sydney Pollack directs “The Interpreter,” a political thriller released in 2004, starring Nicole Kidman and Sean Penn.

Sydney Pollack directs “The Interpreter,” a political thriller released in 2004, starring Nicole Kidman and Sean Penn.

“Once I got out of television and into film, the films took me away from flying for long periods of time,” he said. “I was flying sophisticated enough equipment that I couldn’t stay current with such big gaps in the flying. I would come back after a six- or seven-month absence, and there was no way I could just walk into a multi-engine, high-speed airplane. I was back to hiring instructors again, and I thought, ‘This is crazy. I can’t stay current and be really safe. I’m just going to lie off for a while.'”

In the 1980s, Pollack’s film activity began to require chartering aircraft, for location scouting as well as tours he had to take, opening movies around the country or in Europe.

“The studio chartered from Clay Lacy a lot, here in the States,” he said. “In Europe, we chartered all over the place.”

One of the planes he occasionally chartered from Lacy was a 25-year-old Lear 25, 138JB, which Lacy operated for the owner.

“It was an older airplane, but it was the plane I really learned to fly jets on,” Pollack said. “I started by sitting in the right seat on some of the charters, and then I decided to take it up in earnest; I wanted to go to flight school. Just before I did, I bought that very airplane from the owner.”

Pollack needed a copilot and soon remedied that situation. Connelly, who had held a longtime desire to be an airline pilot, had left Skyways to fly for TWA at age 31. He flew for that airline for 25 years before deciding to take early retirement, due to turmoil in the industry and the threat that the airline might go bankrupt and his pension might not remain intact. In 1989, when he heard that Pollack was buying a Lear 25, he offered his service as copilot. At that point, Connelly was flying as captain in 727s.

“He was also rated in the L-1011 and 707s,” Pollack said. “We worked out a deal, and we’ve been flying together ever since.”

Although the 25’s range “wasn’t the best,” they flew it all over Europe.

“I kept the 25 for about two years, and then I bought a 35, and flew that for about two or three years,” Pollack said. “Then I bought a 55, and I flew that for about four years, before buying a Lear 60.”

Pollack kept the Lear 60 for about a year and then acquired his Citation X, which is almost “twice the size” of the Lear 60.

“It has a longer range,” he said. “It has different technology and different aerodynamics, but it also costs twice as much. It took me a long time to decide whether to pay that much for an airplane.”

Pollack said that at the time, he considered other jets, including the Falcon.

“I decided that my best bet was the X, and for the most part, it’s a good airplane,” he said. “Everybody that owns an airplane has headaches. You sometimes have run-ins with the factory or with the management of a company in terms of what you think they ought to be doing for you, but for the most part, I’ve been pleased with it.”

Pollack, who has logged about 3,000 hours, says the most difficult thing about flight training is that he has “a day job.”

“Everybody that I go to flight school with is a professional pilot,” he said. “I’m not a professional pilot. I have this other job directing films, but I have to be as good as those guys, otherwise I can’t fly. I’m trying to pull two trains here. Most guys that are professional pilots spend all day flying, reading aviation information, studying, discussing aviation. I can’t do that; I’m busy directing or producing films, reading scripts and so on, but I have to come up to their standards.

Before acquiring his Citation X (background), Sydney Pollack (left) owned a Lear 25, 35, 55 and then 60.

Before acquiring his Citation X (background), Sydney Pollack (left) owned a Lear 25, 35, 55 and then 60.

“If I want the rating and the currency checks at one of the toughest school in the world—FlightSafety—that’s a big challenge for me. They don’t give those away. They don’t care who you are or what you’ve done, because they have to protect themselves in terms of liability. If they licensed you, and you did something really stupid, the insurance company might say you weren’t trained, and then they’d be liable. They don’t let you get by with anything. It’s pretty tough.”

He said the two-week Lear school was grueling, but the 21-day Citation X course was worse.

“I thought I was going to kill myself,” he said. “It’s hard to get the ratings, but for me, it’s doubly hard, because I’m going to school with professionals who have five, 10, 15, 20 thousand hours, and guys who have already been rated in 10 other jets. I have to work like hell, and I go back to get recurrent every year.”

Although flying is a lot of work these days, he says it’s definitely worth it.

“It started out purely as pleasure; I just loved flying,” he said. “Then it graduated to the sense of freedom of it, the sort of sensuality of it, to a sense of pride in being able to do it well as it got more difficult. And then to an appreciation of its utilitarian aspects—where I was really using it as a way of changing my life and my time and what I could and couldn’t do. Then, it became a combination of the satisfaction of being able to do a very complicated thing well—like flying high-performance jets in instrument weather—and accomplish this task in half the time it would take you in a commercial airliner. It’s all of those reasons; there’s a certain pride to it. It’s no longer a question of going out and drilling holes in the sky, like we used to do in high, fixed-wing single-engine prop planes. It’s a different kind of flying.”

The Lafayette, Ind., native knows firsthand the dangers involved in aviation. In 1993, his son Steven died in a plane crash. Although devastated by his death, even that couldn’t diminish Pollack’s love for flight.

Pollack says for him, aviation is an “obsession.”

“I can’t go near an airplane without stopping, or I can’t come across an article about aviation in a paper—it doesn’t matter whether it’s a plane crash or an announcement of a new plane—without stopping to look it over,” he said.

Pollack ponders why aviation evokes feelings often described by pilots as passion, obsession and addiction.

“Because you’re somewhere you weren’t biologically designed to be,” he says. “You’re treading in terrain that another animal is designed for. In a way, it’s a very liberating experience. You break away from all the restrictions of gravity. You go at speeds you can’t possibly approach. You also have this sensation—and I don’t mean it as a pun—of ‘flying.'”

As an example, he quotes, “He flies through the air with the greatest of ease, that daring young man on the flying trapeze.”

“From birth, flying is a kind of sensual feeling,” he said. “When your dad or mom used to pick you up and throw you up in the air, you squealed with both fear and delight. There was a thrill to it. There was such a sense of delight in breaking free. Here, you’re doing it, like a wish. It’s like dreaming. You look over at a cloud, and you just point the plane over there and push the throttle forward, and there you go; or you roll over and over, do a loop or something like that.”

Pollack says he hasn’t done that kind of flying lately, of course.

“You can’t do that stuff in these jets,” he said. “But you still have the sense of terrific accomplishment when you find your way through weather and across a continent or an ocean to a city or country where you’ve never been and do it, very precisely, within a minute or two of your estimate, with the right amount of fuel left, and you’ve made all of your decisions correctly. You’re always trying for what we call a ‘perfect flight.’ It feels great when you do it, but it very rarely happens. You usually screw up something.”

Brian Terwilliger interviews Sydney Pollack for “One Six Right.”

Brian Terwilliger interviews Sydney Pollack for “One Six Right.”

“Out of Africa” clearly reflected some of the director’s love for flight. In the movie, Robert Redford shows Meryl Streep the beauty of Africa, “an experience you can only appreciate from being in a plane,” according to Pollack. He’s seen that beauty from various aircraft, including a Stearman. He says he loved the open-cockpit experience.

“That’s a plane you can’t hurt,” he said. “You can roll it around and sit it on its tail and do all kinds of things to it. You’re not going to pull it apart. You get used to being careful.”

One of his more memorable flights was in an F-16 out of Lemoore Air Station.

“They had a VIP program where occasionally somebody like myself, who had some visibility and was trained already as a pilot, could apply for a ride in a plane,” he said. “They gave you a briefing over a period of a week about the dangers of high-altitude flying. You had to get a mask on and go into a high-altitude chamber. Later, they gave you a medical. They checked your medical certificate and made sure you knew how to get out of the plane if it went down. Then I had to wait for another four or five months until a ride came up.”

Pollack went to school on an F-16 and got about an hour and a half in one.

“I logged about 40 minutes in stick time,” he said. “It was great. The course itself was interesting. It was, more than anything, a survival course. How do you get out if you go down in water? I had to go in a pool and show that I could swim with a parachute on, roll over and get out of a plane from underneath the water and things like that. Mostly it was trying to get out of an ejection seat without getting your elbows blown off. That was about five years ago, before the government got so much more restrictive.”

Pollack says no particular flight stands out in his mind as being the “most memorable.”

“Sometimes it’s the time of day that’s magical,” he said. “You’ve been on a long journey, and you might arrive just at sunset, and then, when you turn final and roll out perfectly lined up with the runway, it’s a very satisfying feeling. Or for Ed and me, sometimes it’s the first leg of a transatlantic trip—usually it’s from here to Gander. We often leave at 9:30 or 10:00 at night, so we can make the ocean crossing in the day, and so we land in Newfoundland just at daybreak. Coming across down into that tundra, that vast flatland with nothing much on it, and the way the light looks just at daybreak—it’s beautiful. It’s something that very few people get to see.”

Passing the passion along

Pollack likes to say that Harrison Ford and Tom Cruise saw that “someone as dumb as me could fly” and decided they could too.

“I’m only half joking when I say that,” he said. “What I mean is that people grow up thinking pilots are all crew-cut blondes with epaulettes on their shoulders. That’s not necessarily true. You can be a regular person and fly an airplane. You just have to be interested in it, and have a certain amount of technical acuity and coordination.”

While shooting “The Firm” (1993) in Memphis, Cruise had a chance to ride in the aircraft Pollack had at the time.

“While we were there, he had a Gulfstream and a crew flying it,” Pollack said. “I had my Lear 35 at that time. It was in the film; Cruise rode in it, in one of the sequences. Then, when we had a weekend off sometimes, we would rush like hell to the airport; we would practically race each other. The police would give us an escort. He’d get in the Gulfstream, and I’d get in the Lear, to come home for a two- or three-day weekend.”

Pollack said Cruise was intrigued that he was personally flying his aircraft.

“We opened the picture on July 4; Tom’s birthday is in July,” he said. “For his birthday, I gave him a flight bag and an E60 computer and all those kind of basic tools. I gave him a private pilot video course. Less than a year later, he had his license and was flying. Now he’s quite advanced.”

In 2005, Sydney Pollack produced “Sketches of Frank Gehry,” which discussed the life and work of the renowned architect (right).

In 2005, Sydney Pollack produced “Sketches of Frank Gehry,” which discussed the life and work of the renowned architect (right).

Although he hasn’t flown with Cruise in his P-51 Mustang, he says he has flown with him often in his Pitts, an aerobatic plane. He said a similar thing happened with Ford, whom he directed in “Sabrina” (1995) and “Random Hearts” (1999).

“Harrison flew with me in the 55 and the 60,” he said. “Then he decided to go off and get his license.”

From a copilot’s point of view

Connelly, who has more than 28,000 hours and maintains the aircraft Pollack owns, says his boss technically isn’t a “professional pilot,” but he’d never say he isn’t “professional.”

“Sydney is a very good pilot,” he said. “It’s not flying with somebody who’s not a pro. He’s totally professional.”

Connelly says Pollack’s professionalism is evident; when they have a trip to make, Pollack shows up early at the airport to check out everything.

“He isn’t an owner that just jumps up on the left seat and says, ‘OK. Let’s go,'” he said. “He knows his stuff. There’s no doubt about it.”

Connelly delights in planning for their trips and says that Pollack gets involved as well.

“Flying a European trip, there’s a lot of planning,” he said. “There again, Sydney knows we have a long, complicated trip, and he’ll come out to the airplane two days early. He’s so organized; he’ll have everything at your fingertips. That’s what a director does.”

He smiles and says that a conversation overheard at FlightSafety provides another example.

“I was there with him once, and a couple of instructors were standing around the corner,” he said. “They didn’t see me coming. One of the instructors said, ‘Oh, you have Sydney Pollack in your class?’ The other one said, ‘Yes.’ He said, ‘You’d better get in the books and know your stuff.’ He asks questions; he wants to know it all. And then he has this wonderful memory, so when he studies, it doesn’t take him long. He studies the week beforehand, and he has it.”

Connelly says one of the reasons Pollack has acquired five different aircraft throughout the years is that he’s in tune with the needs of his copilots.

“He’d see where we could be somewhat vulnerable because of range in an airplane, and we’d move up to the next one,” he said.

Connelly says he doesn’t share in the flying when they’re making a trip.

“That’s his passion—and he has an 18 million dollar airplane,” he grins. “He does all of the flying.”

However, Pollack recognizes that his copilot could easily lose his proficiency by not doing any flying on his own, so he allows him to use the airplane for training purposes.

“He gives me a training program that gives me unlimited time at FlightSafety,” he said.

Connelly also keeps in practice by flying a friend’s Great Lakes biplane, which he formerly owned. His highest compliment for Pollack is that he actually “likes” flying with him.

“Most pilots I’ve talked to, who have flown with their aircraft owners, say, ‘I don’t think I want to do that again.’ I’m delighted to fly with Sydney,” Connelly said.


“The Interpreter” was one of three films Sydney Pollack executive produced in 2005. The other two were “Forty Shades of Blue” and “Sketches of Frank Gehry,” which he also directed. He appeared in the documentary that looked at the life and career of the famed architect, delving into Gehry’s early life and exploring his creations, including the Vitra Design Museum in Germany, Maggie’s Centre, the Guggenheim Museum in Bilbao and the Walt Disney Concert Hall in L.A.

He executive produced 2006’s “Catch a Fire” and “Breaking and Entering” and produced and appeared in 2007’s “Michael Clayton.” Production has wrapped for “Margaret,” which he produced, and “The No. 1 Ladies Detective Agency.” He served as executive producer for “Recount” and “The Reader,” which are still in production. He appeared in “Made of Honor,” costarring Patrick Dempsey, which opened in May 2008.

Sydney Pollack is featured in “Living Legends of Aviation,” a collection of biographies written by Di Freeze.