Billy Crudup’s father, Thomas Henry Crudup III, was a gambler, a hustler, an occasional loan shark and a bookie of questionable gift. Sometimes on the way to his son’s weekend soccer practice, he would stop the car on an interstate shoulder and deal king crab out of the trunk. He sold red-and-white-striped umbrella hats, coffee additives, Farrah Fawcett posters, an inflatable ice chest.“Which is not a flotation device,” the younger Crudup clarified in a video call on a weekday afternoon in January.Despite two and a half decades in entertainment, this Crudup, 54, has lived a somewhat more conventional life governed by rigorous professional ethics. The risks he takes are mostly artistic. To watch his early films — “Stage Beauty,” “Without Limits,” “Almost Famous” among them — is to see a performer making audacious choices, executed with deep feeling and meticulous control.He’s an indifferent gambler. (The actor Hank Azaria, a poker buddy, confirmed this: Crudup, a performer who often trades in inscrutability, apparently has no poker face.) Then again, his whole career has been a kind of gamble, a long game. Though he has movie star looks, he bet that they wouldn’t last, and so the parts he took, often character parts, were designed to secure career longevity by demonstrating his aptitude and range.In one way, he lost that bet. As I broke it to him, his looks have held up very well. “I appreciate that,” he said, strong-jawed and elfin beneath a Yankees cap. “A lot of niacin and B-root.” (Niacin and B-root? “Those are the first two things that came into my head,” he said.)But in another way, it paid off: In his 50s, he is enjoying the best roles of his life. Since 2019, he has played Cory Ellison, a bright-eyed, coldblooded network news exec in the Apple TV+ series “The Morning Show.” Now he has added Jack Billings, a fast-talking slickster who heads a lunar time-share concern in “Hello Tomorrow!,” another Apple TV+ show, which debuts on Feb. 17.In “Hello Tomorrow!,” Crudup’s character leads a team selling lunar properties in a development called Brightside. (With Haneefah Wood and Hank Azaria.)Apple TV+An evangelist, a huckster, a consummate salesman, Jack reminds Crudup of his father, who died in 2005. Traveling salesmen are akin to gamblers, Crudup argued, always playing the odds, always counting on the big win.“I get to be in some proximity to my dad, by playing a version of him,” Crudup said.There are two narratives that people like me tend to spin around Crudup: that fame has always eluded him and that he never wanted it anyway. He acknowledges that both are somewhat true. He didn’t avoid mainstream projects (see: “Watchmen”), as long as he could play flawed and fractured characters within them.But while acting is a kind of selling, Crudup has always resisted selling himself. For years, he wore his own clothes to award shows. He mostly skipped the talk show circuit. He has tried to keep his personal life private. (“Billy Crudup has a personal life?” his friend and “Morning Show” co-star Jennifer Aniston joked.) A decade or two ago, he would have submitted to an interview like this, if he submitted at all, only out of contractual obligation and under sufferance. A New York Times writer, interviewing him in 2004, wrote, “He shields his life from would-be inspectors as if it were a nuclear facility in North Korea.” This avoidance was partly in service of that gamble. He wagered that a public persona would make receding into roles more difficult. “I figured the more people knew about me, the harder it would be for me to convince them that I was somebody else,” he said. Avoiding publicity was, he said, “a protective mechanism.”It was also a way to protect himself when the tabloids swarmed. In 2003, Crudup left his girlfriend, Mary-Louise Parker, to pursue a relationship with his “Stage Beauty” co-star, Claire Danes. He has not spoken publicly about this, just as he doesn’t speak about what seems to be his current relationship, with the actress Naomi Watts. He could set a few records and Wikipedia pages straight, he said. But he prefers not to.“Because that’s a lifelong pursuit, constantly trying to manage how people think about me as opposed to thinking about my work,” he said.The work has been consistent, but in the 2010s it became less visible. In films like “Jackie,” “20th Century Woman” and “Spotlight,” he inhabited characters so fully that he didn’t seem to be acting at all. It was easy to admire his performances without thinking much about them. That changed with “Harry Clarke,” a 2017 Off-Broadway play about a diffident, pansexual con artist. The play has a dozen roles. Crudup played all of them.Leigh Silverman, who directed the play, was surprised at how much Crudup struggled during rehearsals. In his films, he had made it look so easy. “I was so captivated, really, by his suffering, and his continuing to show up every day,” Silverman said in an interview. But during previews, Crudup began to suffer less, abandoning himself to the various roles, switching fluently between them. To anyone watching him alone onstage, his reach and capacity were irrefutable, as was his charisma.“He’s both holding you at a distance and beckoning you forward, which is so sexy,” Silverman said.In “The Morning Show,” Crudup (with Jennifer Aniston) plays a charismatic news executive. “Billy has an intensity to him, an energy to him, that felt really right for the character,” Kerry Ehrin, the original showrunner, said.Apple TV+One of those watchers was Aniston, who immediately turned to her producing partner, Kristin Hahn, and told her that Crudup had to be in “The Morning Show.” Cory had been originally envisioned as a 30-year-old villain. But when Crudup flew out to Los Angeles to meet with Kerry Ehrin, the original showrunner, she was quickly convinced.“Billy has an intensity to him, an energy to him, that felt really right for the character,” Ehrin said.Cory is staunch in his determination to win the ratings game. But there’s a volatility to the man, an unpredictability. “The Morning Show,” like “Harry Clarke” before it, allows Crudup to live in the contradictions that have made him a thrilling performer: his boldness and precision, his childlike enthusiasm married to a coolness that borders on opacity. Crudup enjoys these tensions. His co-stars do, too.“It’s electric,” Aniston said of acting opposite him. “Every time, I’m going, Oh, I wonder what’s going to happen next?”This electricity impressed Amit Bhalla and Lucas Jansen, the creators and showrunners of “Hello Tomorrow!” Set in a retrofuturist world in which hovercrafts are a given and travel to the moon commonplace, the show centers on a group of salesmen hawking lunar properties in a development called Brightside. They’re led by Crudup’s Jack, who attacks the project with missionary zeal. Other actors had shown interest in the role. They’d seen Jack as a smoothie, a charmer. Jansen recalled Crudup’s take: “He said, ‘Oh, this guy isn’t a salesman; he’s a priest.’”The truth about those lunar properties remains elusive though much of the season. What’s important is that Jack believes in them, and his belief is so unswerving and sincere that it has a way of inspiring those around him.“Jack’s a genuine believer that providing somebody with a little bit of hope during the day is a true commodity worth valuing,” Crudup said.Here are some of the things that make Jack a good salesman: his energy, his flexibility, his superlative people skills. These are qualities Crudup’s father shared. They are also among the abilities that make Crudup a great actor. Like an actor, Jack is selling people on a story. He believes in the dream so that others can believe it, too.Crudup has generally sought to avoid publicity. “I figured the more people knew about me, the harder it would be for me to convince them that I was somebody else,” he said.Philip Cheung for The New York Times“Good salesmanship is truly believing what you’re saying,” Crudup said. And Crudup has that belief. It’s why he can deliver a line like “Chaos, it’s the new cocaine” in “The Morning Show” with absolute conviction. It’s why his Jack can conjure intimacy even when surrounded by computer-generated automatons.“Sometimes giving folks a new dream to dream can make all the difference,” Jack says. And in Crudup’s mouth it sounds just about plausible.His co-stars Azaria and Haneefah Wood noticed this early in the shoot, during a scene in which Jack delivers a seminar-style version of his moonage daydream. Even having read the script, Azaria found himself weeping during the performance. His character, an insider on Jack’s team, would not have wept.“I had to hide from the camera that he had made me cry,” Azaria said.After the director called cut, Wood, who plays the team’s savvy accounts manager, approached Crudup. “And I was like, ‘[Expletive] you, Billy,’” she recalled. “‘Now my game has to step up so far, to be on just the same level.’”“But he gives you that energy,” she added. “He gives you the desire to just want to go all the way.”Whether or not Crudup has gone all the way, he has come pretty far. His career has been the opposite of a Ponzi scheme: He put the work in early on and he kept working. It’s only now, in these rich continuous roles, that he is seeing the return on his investment. And knowing he has made good has allowed him to hold himself a little more lightly. He’ll wear anyone’s shirt to an awards show now, he told me.“I feel less protective because I’ve been able to establish the career that I hoped to,” he said. Raking in the chips feels good. Maybe not as good as cornering the highway king crab market, but pretty good all the same.“It is miraculous to me,” he said. More