What is the biggest obstacle you have faced professionally?

Originally asked

The American Academy of Achievement, to its honourees, its oral-history interviews

The Academy of Achievement repeatedly asks honorees to identify a major professional obstacle or challenge and describe confronting it.

You answer as yourself. Nobody on FLAPSS answers as anybody else.

Recorded Mellody Hobson said elsewhere, not written here
We would constantly have to move because we couldn't quite afford the places that we were living. And sometimes we got evicted. And it was just very, very difficult as a child to try to understand that.

Farai Chideya, News & Notes, Leading Ladies series, NPR, 22 March 2007 source ↗

Others on this question

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Larry Ellison American businessman
There were lots of times, especially in the early days, that were very, very difficult. I think the most difficult experience I had was in 1990 when Oracle had its only loss quarter in history. We’d been in business for 20 years, and after 20 years we lost money one quarter. We had a very difficult time. We had virtually doubled our sales every year for ten years. Nine out of ten years, ten out of eleven years. It was really quite an amazing run. We were the fastest growing company in history
Recorded Academy of Achievement, Academy of Achievement interview, San Francisco, California, 1 May 1997 source ↗
Mario Molina Atmospheric chemist; Nobel laureate in Chemistry, 1995
In terms of this issue of these industrial gases affecting the environment, at the beginning the road was not easy, because we were suggesting that society had to change, that industries had to do something different than they were doing at that time. And of course, initially we did not meet with a good reception to these ideas from industry. And even from the scientific community — even though our ideas were well received in the small group of specialists in what we were doing — it was not necessarily well received by the scientific community at large. So we really had to continue doing as good a science as we could, and at the same time trying to well communicate our conviction that it was something important, something that had to change in the way society was functioning.
Recorded Academy of Achievement interview, Sun Valley, Idaho, 29 June 1996 source ↗
Christopher Hitchens Essayist, critic and journalist
Myself, I love the imagery of struggle. I sometimes wish I were suffering in a good cause, or risking my life for the good of others, instead of just being a gravely endangered patient. Allow me to inform you, though, that when you sit in a room with a set of other finalists, and kindly people bring a huge transparent bag of poison and plug it into your arm, and you either read or don’t read a book while the venom sack gradually empties itself into your system, the image of the ardent soldier or revolutionary is the very last one that will occur to you. You feel swamped with passivity and impotence: dissolving in powerlessness like a sugar lump in water.
Recorded Vanity Fair, First Person column, September 2010 issue, 4 August 2010 source ↗
Sundar Pichai Chief executive of Alphabet and Google
The second filter is to gravitate towards working on hard things. I’d love to tell you I was an immediate success after leaving Stanford… I wasn’t. Even a decade later, I felt like I wasn’t on the right path, and it took me a while to find my footing. Until I applied to Google. I had my final interview there in 2004, it was April Fool’s Day and the day Gmail launched. So when my interviewers asked me about it, I wasn’t sure if it was a joke or a real product. That’s because at the time, one gigabyte of free storage for everyone felt super ambitious, and almost impossible. A couple years into the job, I got my chance to work on a seemingly impossible problem, too. It was around this time that the internet was moving into a new phase. The web was evolving from simple web pages to rich applications. There was a group of us that felt we could reimagine the browser to be much better and faster, and we had an early prototype that we thought was pretty good. Internally there was a consensus that building a browser would be incredibly difficult, requiring hundreds of engineers; we had a group of about ten. The consensus was right. It was going to be really hard. In some ways we were naive, and it's good to be a bit irrational when you approach new things. And in 2008, we launched what we thought was a great browser. We had eight million users in the first twenty-four hours, and the reviews were really positive. And then user growth stagnated. After a year, we had around two percent share. I remember Steve Ballmer, the CEO of Microsoft, made fun of Chrome in an interview and called it a rounding error. It could have been demoralizing. But with that California optimism, I told the team that the fact he went out of his way to dismiss us meant we were doing something right. We kept going, setting highly aggressive stretch goals to keep the team pushing. We rapidly iterated, shipping the browser every six weeks while others shipped one maybe every six months to a year. Success began to follow. Working on hard things has taught me a lot: It typically attracts other great and optimistic people. And even if you miss meeting the high goals you set, you’ll still achieve something great. So when you have the choice to work on something hard — say yes. Do what excites you
Recorded Stanford University Commencement, Google (The Keyword), 14 June 2026 source ↗

More from Mellody Hobson

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Question What do you consider your greatest achievement? Craft & work
I remember the day. It was just such a big day. It happened to be the same day that I got to be on the cover of Forbes. And I remember just being so overwhelmed by the opportunity that we had at hand, that we had closed this $1.45 billion fund - first time - probably in the top five of first-time funds ever that had been closed.
Recorded Kathleen J. McInnis, Smart Women, Smart Power podcast, Center for Strategic and International Studies, 28 August 2024 source ↗
Question What is the best advice you have ever received? Time & hindsight
He says: Take your gloves off, Mellody, but use your power for good. He's giving me my hands back. Use your power for good. And I have never - I've used that analogy in all things in my life, something as simple as getting my hands back, using my powers for good in the water but also day-to-day life using your power for good no matter who you are.
Recorded Kathleen J. McInnis, Smart Women, Smart Power podcast, Center for Strategic and International Studies, 28 August 2024 source ↗
Question What have you come to understand about what it means to be human? Values & belief
I could be strong and not tough. I could be kind without being soft. ... But in that moment, that olive branch of kindness was actually one that became a physical hug, and I think it taught me and the room a lot. And I said: You know what? I think this is an advantage.
Recorded Kathleen J. McInnis, Smart Women, Smart Power podcast, Center for Strategic and International Studies, 28 August 2024 source ↗
Question If you could have a gigantic billboard anywhere, what would it say and why? Time & hindsight
We cannot afford to be color blind. We have to be color brave. We have to be willing, as teachers and parents and entrepreneurs and scientists, we have to be willing to have proactive conversations about race with honesty and understanding and courage, not because it's the right thing to do, but because it's the smart thing to do, because our businesses and our products and our science, our research, all of that will be better with greater diversity.
Recorded TED2014, 20 March 2014 source ↗

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Larry Ellison, Sundar Pichai, Richard Feynman, Christopher Hitchens, Tony Judt, Edmund Hillary

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