Steve Case is most famous for building America Online, which became the Internet’s first mega-company, and for merging it with Time Warner (TWX), which became the worst corporate marriage in recent history.

But AOL (AOL) is 25 years old, and the AOL-Time Warner deal is a decade old. What has Steve Case been doing since then?

Investing, in a lot of different stuff. His Revolution holding company has stakes in everything from Revolution Health, a wellness/fitness/medical advice Web site, to Cacique, a Costa Rican resort, to Clearspring, a Web widget company. Late last year, Case sold Revolution Money to American Express (AXP) for $300 million. And Zipcar, another portfolio company, has just filed for a $75 million IPO.

Liveblog

“We meet again,” sighs Kara. “I just can’t quit you.” “We’re off to a good start,” says Steve.

1:58 pm: Kara–Let’s go back 25 years. Talk about the beginning of AOL.

1:59 pm: Case–Well, Zuckerberg was one year old.

I got into this when I was in college, reading Alvin Toffler’s “The Third Wave.” It was riveting.

We started in 1985, in partnership with Commodore. It was a total bet on community. We believed the killer app was community. Chat rooms, bulletin boards, etc.

On the road show, no one believed us. Which was fair, because we didn’t have many customers seven, eight years into it. Needed lots of technology to catch up a bit. And needed people to catch up, too.

2:01 pm: Kara–What put you over the top? All of those discs?

2:02 pm: Case–It wasn’t the discs. It was the content. By 1992, ’93, many more people had computers in their homes, connectivity was better. The Internet was evolving–it wasn’t legal for us to connect to the Internet until 1991.

It took a while before we were considered an Internet company. Even when we went public, we were an interactive company, or online services. Had to morph as market evolved.

2:04 pm: And at some point News Corp. (NWS) sued you?

2:04 pm: Yeah, in 1998. they were upset about an online game they thought we were excluding. There was a lot of antitrust chatter then. Those were the good old days.

Kara: Well, you proved them wrong, the idea that you were too powerful.

Case: “I’m not going to comment on that.”

2:05 pm: On the Time Warner deal: Made sense for us and our shareholders at the time. It made strategic sense. But as Thomas Edison said, vision without execution is hallucination.

I’m recalling, by the way, that one of our strategies was to buy Apple (AAPL), hire Steve Jobs and put him in charge. It was an idea that was floated.

Big point is that with the right leadership, which my group, including me, couldn’t provide, we were set up to succeed. Look at stuff like iTunes, YouTube, etc.–all of that could have come from that company.

2:07 pm: I stepped down after the merger. After a couple of years, I started making one-off investments. Then created Revolution as a holding company. Runs through portfolio, which you can see on his site.

2:09 pm: Kara–You were early on a lot of important trends. Oh, and tell me about your favorite device that isn’t the iPad (thanks, Kara!).

2:10 pm: I’m interested in the social media side, and there’s some stuff bubbling there that reminds me of the early days. Also, mobile and location-based stuff, really. But really, how the Internet can be a platform to change the world. Even companies like Zipcar and our resorts properties only work because of the Internet.

Kara: What’s the relevance of the Internet to a company that helps rich people travel?

Case: Booking tickets on the Web [hmm]. Health care is the one that can really benefit from the Web. Runs through Revolution Health portfolio.

2:13 pm: Case–Turns out I’m much more interested in businesses that touch consumers. Like Steve Jobs said, I like that better than enterprise.

And health care is really a wellness push. Because health care as we define it is really sick care.

2:14 pm: Kara–Talk about Twitter and Sarah Silverman.

Case starts to answer, but Kara interrupts and steers him somewhere else.

Case: I really didn’t want to do a blog in the last 10 years, because that seemed like work. But Twitter made sense. I signed up early, like three years ago, but like a lot of people, it didn’t make sense to me. About a year and a half ago it made sense. Less about what you’re doing than what you’re interested in.

2:15 pm: I’ve always liked that interaction part. I wish we’d thought of Twitter–we were headed in that direction with buddy lists, etc.

2:16 pm: Kara–Tease out the different big Web businesses: Facebook, Twitter, Foursquare.

Case: Facebook’s obviously a real company with real revenue. Twitter and Foursquare are much earlier, but they could be on the cusp of a real business with real revenue.

Kara: If you were a 19-year-old college student, what would you be looking at?

Case: I’m hoping that the Internet just becomes everyday life. You don’t call it email, it’s just mail. Etc.

2:18 pm: Big opportunity for Web integration in health: Wi-Fi pedometers, Internet-connected scales, etc. In most cases, remote diagnostics would be able to help you solve and correct problems.

And I think letting people know about healthier choices can solve a lot of problems, and the Web can help with that.

2:19 pm: Kara–Make some predictions. You’re a visionary!

On Yahoo (YHOO): Case pauses. “I don’t know.” This industry changes a lot. I don’t feel like I’m in a good place to make a judgment. Do remember that iconic brands, with large audiences: You should never give up for dead. Remember what happened to Apple.

On AOL: Obviously it’s not what it was 10 years ago, which is disappointing to see. But still a lot of revenue, cash flow, visitors. A lot of assets for somebody to take forward.

On Apple: Nobody would have imagined this 13 years ago, when Steve came back. Remember that it was worth $1 billion and left for dead. By the way, I’ve told Steve this–I’d love to see Apple focus on health care.

2:22 pm: On Facebook, social networking: Really big. Not going away. That kind of communicating is fundamental to human behavior.

On Hollywood: I do think it’s puzzling. We had a hard time getting VC money into the Internet, but Time Warner would spend $1 billion a year betting on movies. They were very comfortable with that, and so many fail.

2:24 pm: Kara–How do you want to be remembered?

Case: “That sounds kind of like a gravestone question.”

Kara: “Okay.”

Case: I want to be remembered, and my team to be remembered, as mostly a force for good, able to get tens of millions of people to take the Internet seriously and integrate it into their everyday lives. We helped get America online.

2:26 pm: A question from analyst Mary Meeker: Please remind us of the market value of AOL when you went public. And please talk about challenges you had when you were growing (“America offline,” etc.)

Case: We raised $10 million or $15 million, had about $30 million in revenue and were valued at $70 million.

As to the challenges–all of them were double-edged swords. For instance, regarding downtime, it took a better part of a decade to get people to take us seriously, and we let them down. Then again, the fact that people cared about our service problems made it clear that they took what we offered them seriously. It took us a year or so to work through that.

2:29 pm: We had a lot of ups and down. Mostly downs. It was a decade of building. One of my worries now, is that there are so many companies that are built to flip. I wish people took a longer view, and I wish VCs did as well.

2:30 pm: Case: I went to school in Hawaii with Obama.

Kara: How was he?

Case: I don’t know. I was a senior and he was a freshman.

A note about our coverage: This liveblog is not an official transcript of the conversation that occurred onstage. Rather, it is a compilation of quotes, paraphrased statements and ad-lib observations written and posted to the Web as quickly as possible. It is not intended as a transcript and should not be interpreted as one.

Next up: Zipcar and its new iPhone app. It tracks and locates zipcar locations in a particular locale and notifies users of availability. App not only allows users to reserve cars, but helps them locate them as well. Tap a horn icon on your iPhone and the car’s horn sounds off. Tap an unlock icon and the car unlocks.

Check out our WWDC 2009 Full-Coverage special feature for more Apple (AAPL) WWDC news.

But how much is too much when it comes to shelling out a little more for convenience, and are you really getting what you pay for? This week, I tested what could be thought of as the ultimate convenience: a box that plugs into your television and Internet connection, letting you download movies whenever you want to watch them. The box costs $399 and doesn’t include the price of movies, which must be rented or purchased for fees as high as $4 or $20 each, respectively.

This box, called Vudu, comes from a Silicon Valley company of the same name (www.vudu.com). Vudu’s biggest strengths are its easy setup, good picture quality and simple user interface, easily navigated using a scroll-wheel remote control.

Vudu costs $399 plus prices to rent or own each movie title.

If the director yelled “Cut!” right here, Vudu would be a box-office smash. But actually using this device is just one problem after another. For starters, though Vudu says it has relationships with the major Hollywood studios, many of the 5,000 titles it offers don’t seem to be popular by mainstream standards. Lots of them are old or obscure. For instance, you won’t find any of the “Pirates of the Caribbean” movies, but how about a 1984 sci-fi/fantasy movie called “The Ice Pirates,” instead?

If you do find a movie that you’d like to watch, you must have a bandwidth speed of at least two megabits per second to download it instantly; millions of broadband homes have slower connections than that. Vudu offers to measure your bandwidth on its home page before you buy it. I tested Vudu for a week on a typical home-type DSL line, and my connection only clocks about 1.5 Mbps, so it took me about 45 minutes to download each movie.

While Vudu’s $399 price tag might take some getting used to, its fees for buying or renting each movie could be harder to swallow after a month’s worth of use: as much as $80 if you bought one top-tier movie a week. Worse, you have to pay in advance. Rather than charging your credit card on a pay-as-you-go basis, Vudu customers must choose a $20, $50 or $100 amount at setup from which movie fees are deducted. When your account hits $0, the amount selected at setup is charged and the debit process begins again.

On top of all this, Vudu relies on a peer-to-peer network system for faster downloading. So, essentially, this company is using your bandwidth to help it save money it would have otherwise spent on its own servers and bandwidth.

I set up Vudu in a snap, plugging it into three things: a wall outlet, the back of a high-definition Sony Bravia television and an Ethernet cord. Wireless connections won’t work with Vudu without a special “bridge” or a power-line adapter. Once Vudu turned on, a friendly voice guided me through setting it up, and I got started in minutes.

Vudu’s home screen is broken down into five menus: Find Movies, New Releases, My Movies, My Wish List and Info & Settings. I used the tiny remote, which fits perfectly in a hand, and rolled through menus using its scroll wheel. This wheel can be pressed down to select something, saving me from glancing down at the buttons. Also, Vudu uses an RF (radio frequency) antenna so you don’t have to point the remote at it.

In Find Movies, I looked through 18 genres, including biography, romance, family and historical. A sorting feature can filter movies by release date, MPAA rating, critics’ rating, studio, availability to rent and availability to own. An on-screen alphabet can be used to type in names of actors, directors or movie titles; the scroll wheel speeds up this process.

Parental controls, which are only accessible with a special code, can be set to block a child from buying or renting movies with certain ratings.

Vudu likes to think of itself as the instant-gratification alternative to running to the video store. But not many people I know still go to Blockbuster for a DVD; instead, they use mail-delivery services like Netflix. Compared with the 85,000 titles offered by Netflix, the selection at Vudu is pretty slim. A more similar comparison might be Amazon’s Unbox for TiVo, which has slightly less than 5,000 movies.

Though I couldn’t find numerous titles, I did discover plenty of movies I’d never heard of. A search for last year’s “Casino Royale” returned Robert DeNiro’s “Casino” from 1995, as well as two Asian films, “Casino Tycoon” and “Casino Tycoon II.” Since I never saw Helen Mirren’s “The Queen,” I tried to find her Oscar-winning performance on Vudu. But the closest I came to royalty were “Barbarella: Queen of the Galaxy,” an alternative name for the cheesy 1968 Jane Fonda sci-fi flick, and “Prom Queen,” which fell under the Gay and Lesbian category. I tried to laugh this off by watching Steve Carell’s “Evan Almighty.” But typing “E-V-A…” into a title search only returned “Deliver Us From Eva,” an R-rated 2003 comedy starring LL Cool J.

I searched and found the same three titles on Netflix, though Amazon Unbox only had “Evan Almighty.”

I downloaded two romantic comedies: “Music and Lyrics,” starring Hugh Grant, a $4 rental, and a Diane Keaton movie called “Because I Said So,” which I bought for $20. I also rented “Zodiac,” a suspense movie starring Jake Gyllenhaal, for $4. Movies that you own never expire, but rented flicks must be watched within 30 days and expire 24 hours after you start watching.

In the case of each movie, the original estimates for time to download were daunting; two started out by estimating “Available in a few hours” and one movie’s estimate read “Available in a few days.” But all three finished downloading in about 45 to 50 minutes. Only one movie can download at a time.

While watching movies, the remote’s scroll wheel can be used to fast forward or rewind scenes. Scrolling faster moves you farther ahead or back (the fastest jump moves you 30 minutes); the slowest scroll moves you ahead or back five seconds.

Vudu might cast a spell on users who don’t mind its poor selection and high-bandwidth requirement to deliver instant downloads. But for me, the convenience of Vudu is no convenience at all. As is, its lackluster selection, high prices and slow downloads make it more of a letdown than anything else.

Edited by Walter S. Mossberg

Email mossbergsolution@wsj.com