Still, I do have people I turn to before that point… I’ll send my ideas or images to a friends group chat or I ask my boyfriend, you know? Also, my dad has always been such an important figure in my life, and still is. He’s probably the most knowledgeable person I know.

Totally. I’d say parents, brothers, sisters, and don’t go far beyond that for the moment. If you’ve had a long-term relationship with an agent, that’s a whole different thing, because that agent is there to care.

Many times when I found myself at a personal crossroads – when I graduated from Hitotsubashi University and was unsure about whether I wanted to go into research or become a businessman, when I quit my job at the Industrial Bank of Japan (currently Mizuho Bank), when I founded Rakuten, when I tried to buy Tokyo Broadcasting System (TBS) – I always visited my dad in Kobe to ask his advice. Like my wife, my dad was a behind-the-scenes counselor to me.

I also think that most of us get wisdom from a wide range of sources, from the people we know and love, from strangers on the street, from therapists and counselors, from teachers, from books, from podcasts, so I turn in all of those directions.

The proudest achievement of my life at that time was that software. Wonderfully organized, extensible, and efficient: the culmination of everything I’d learned about programming in ten years. After a successful relaunch and Christmas rush, I was looking at my plan for 2008 and beyond. All my plans needed a huge effort for little reward, but were required for future growth. I had broken it into about 20 projects, each taking 2 to 12 weeks. But I wasn’t excited about any of them.

When I decided to sell my company, I already had enough. I live simply. I don’t own a house, a car, or even a TV. The less I own, the happier I am. The lack of stuff gives me the priceless freedom to live anywhere anytime. So I didn’t need or even want the money from the sale of the company. I just wanted to make sure I had enough for a simple comfortable life. The rest should go to music education, since that’s what made such a difference in my life.

The rest should go to music education, since that’s what made such a difference in my life. I created a charitable trust called the Independent Musicians Charitable

I have nothing else in the works. I'm spending a lot of time learning Chinese and a lot of time being with my boy who is a teenager now and wants a lot of my attention.

Yeah, anybody asks me about it, my advice was always, do not do it. In fact, it still is. Somebody just asked me last week, I was like, do not do it.

And this is my only pair of pants. These three glasses, I don’t even think about it because I just think about having enough.