Matt Curtis on Building Leadership Skills in a Director-Level Job Role

In Chapter 15 of 20 in his 2014 Capture Your Flag interview, Matt Curtis answers "What Leadership Skills are Becoming More Relevant to You As Your Career Progresses?" Curtis shares that in his director-level role, the two leadership skills that stand out are 1) embracing the experience learning from failures and mistakes and 2) the importance of being encouraging and positive independent of team size.

Matt Curtis is the director of government relations at HomeAway Inc. Previously he was deputy to Austin mayors Lee Leffingwell and Will Wynn. He has represented the City of Austin at the U.S. Conference of Mayors and the National League of Cities. In 2011, Curtis joined the Harvard Kennedy School Urban Policy Advisory Board to work on national best practices facing American cities. He earned his bachelor's degree in radio, television and film from the University of North Texas. 

Matt Ruby on Running a Profitable Online Entertainment Startup

In Chapter 14 of 19 in his 2014 Capture Your Flag interview, standup comedian and Vooza founder Matt Ruby answers "What Does It Mean to Be a Leader in What You Do?" Ruby compares what he is building at Vooza with an entrepreneur story about starting a lawn care business. The lawn care business grows slowly and makes money but does not receive attention because it is not glamorous. In the same way, rather than raising venture capital and measuring success by whether or not a major network picks up his show, Ruby takes a nontraditional route, building a profitable online business selling branded content episodes for a web series.

Matt Ruby is a standup comedian based in New York City. He also founded Vooza, on online comic strip web series that makes fun of tech startup culture. As an actor, director, writer and producer, Ruby leads the creative direction for the team. Before his comedy career, Matt was employee #1 at 37Signals. He graduated from Northwestern University. 

Anatole Faykin on Lessons Learned Traveling Kosovo and Serbia

In Chapter 1 of 16 in his 2014 Capture Your Flag interview, Internet entrepreneur Anatole Faykin answers "What Travel Adventures Have You Had This Past Year and What Did You Learn From Them?" Faykin shares a travel story from a trip to Macedonia that led him to Kosovo then Serbia. After entering Kosovo and traveling toward Belgrade, Faykin is stopped at a checkpoint and turned back because he did not have a Serbian passport stamp. Faykin endures a cold night on the border before returning to Macedonia to get a stamp for his Belgrade trip. The trip teaches him that travel preparation research is always a good thing to do.

Anatole Faykin is an Internet entrepreneur and digital marketer exploring new career options. A passionate world traveler and problem solver, Faykin plans to return to graduate school to earn a biosciences masters degree. Previously, Faykin has started multiple companies, including Tuanpin, a Shanghai startup he sold in 2011. He holds an MBA from NYU and a BS in computer science and biology from the California Institute of Technology.

Bryan Law on Learning Leadership as Student Body President

In Chapter 8 of 23 in his 2014 Capture Your Flag interview, business strategist Bryan Law answers "What Did Your Experience as Student Body President Teach You About Leadership?" As student body president of his Kellogg MBA class, Law learns to lead in two ways. As a student government leader, he first embraces a philosophy of engaging his team to understand their perspectives to shape the team direction. Second, his work as a class president teaches him that while consensus is optimal, sometimes a leader must make unpopular decisions.

Bryan Law is a Principal in the Global Business Strategy Group at Google and a board member at Angola University. Previously, he was a manager at Monitor, a management consulting firm. He has worked in consulting roles at Watson Wyatt and Mercer. He earned an MBA from the Northwestern University Kellogg School of Business and a BA from Georgetown University. 

Etiquette Advice for International Work Trips

In Chapter 16 of 23 in his 2014 Capture Your Flag interview, business strategist Bryan Law answers "How Have You Learned to Work More Effectively Across Different Cultures?" Law quickly learns different cultures do business in different ways. While in the UAE working in Dubai, Law makes a social faux pas around a Muslim woman and eases tension by making fun of himself.

Bryan Law is a Principal in the Global Business Strategy Group at Google and a board member at Angola University. Previously, he was a manager at Monitor, management consulting firm. He has worked in consulting roles at Watson Wyatt and Mercer. He earned an MBA from the Northwestern University Kellogg School of Business and a BA from Georgetown University. 

Bryan Law on Leaving Consulting to Work at Google

In Chapter 18 of 23 in his 2014 Capture Your Flag interview, business strategist Bryan Law answers "What Informed Your Decision to Leave Consulting and Join the Google Global Strategy Team?" After years working in economic development as a management consultant, Law sees how lack of access to information hinders growth and development. In joining Google and working in global business strategy, Law sees an opportunity to contribute to Google's mission of making information more easily available for people all over the world.

Bryan Law is a Principal in the Global Business Strategy Group at Google and a board member at Angola University. Previously, he was a manager at Monitor, management consulting firm. He has worked in consulting roles at Watson Wyatt and Mercer. He earned an MBA from the Northwestern University Kellogg School of Business and a BA from Georgetown University. 

Learning to Teach by Raising Grade School Kids

In Chapter 6 of 16 in his 2014 Capture Your Flag interview, product management executive Ramsey Pryor answers "How Are You Becoming a Better Teacher?  Raising a daughter in 3rd grade and a son in kindergarten, Pryor finds he is becoming a teacher for the first time in his life. As he and his wife teach the children Greek language, they learn teaching is about both communicating the lesson clearly and keeping the kids engaged for sustained periods of time.

Ramsey Pryor is a product management executive at IBM focused on cloud-based collaboration and security software products. Previously he was VP Product Marketing at Outblaze, acquired by IBM. Pryor earned an MBA from IESE Business School in Barcelona, Spain and a BA in Economics and Spanish from Northwestern University. 

Geoff Hamm on Selling With Confidence Not Cockiness

In Chapter 6 of 20 in his 2014 Capture Your Flag interview, mobile business executive Geoff Hamm answers "What Role Does Confidence Play in the Work That You Do?" Hamm notes confidence is everything working in sales. Without confidence in what you sell it is very difficult to succeed in sales. Sales experience teaches Hamm the nuances between confidence and cockiness and why being confident does not mean you need to have a big ego.

Geoff Hamm is a business development executive and VP Strategic Alliances at mobile marketing platform start-up Applovin in San Francisco, CA. Previous to Applovin, Hamm held senior sales management positions at Tapjoy, Scribd, Electronic Arts, Yahoo!, Orbitz, IAC and Excite where he built deep relationships with advertisers and brands. Hamm graduated from the University of Illinois.

Preston Smith on Staying Humble When You Think You Are Successful

In Chapter 18 of 22 in his 2014 Capture Your Flag interview, elementary charter school network CEO Preston Smith answers "At This Moment in Your Life, Where Are You Seeking Advice and Coaching?" Smith shares a big life lesson he learned from crashing a car while in high school. The lesson reminds him to stay humble even when you think you have everything figured out. As a professional, this helps Smith embrace support from an executive coach, his Aspen Institute Pahara Fellowship cohort and a group of advisors he terms his "kitchen cabinet."

Preston Smith is co-founder and CEO of Rocketship Education, the highest performing low-income school system in California. After graduating the University of North Carolina at Chapel Hill, Smith joined Teach for America. After three years teaching 1st Grade, he founded a district school in San Jose and became its principal. Smith was selected as a member of the 2010 class of Aspen Institute New Schools Fellows. 

Simon Sinek on How to Be a Better Teacher By Not Being the Expert

In Chapter 2 of 23 in his 2013 Capture Your Flag interview, author and public speaker Simon Sinek answers "How Are You Becoming a Better Teacher?" To Sinek, teaching is as much teaching what you do not know as it is teaching what you do know. This approach gives him an opportunity to better engage his students, learn from their own experiences, and integrate the sharing into his teaching. It is less about being an expert and more about being a curious learner. Simon Sinek teaches leaders and organizations how to inspire people. Sinek is the author of two books, "Leaders Eat Last: Why Some Teams Come Together and Others Don't" and "Start With Why: How Great Leaders Inspire Everyone to Take Action". He is a public speaker, an adjunct professor at Columbia University and a Brandeis University graduate.

Transcript

Erik Michielsen: How are you becoming a better teacher?

Simon Sinek: Teaching, like anything, is the art of sharing not just what you know but what you don’t know. I think I’m becoming a better teacher because I’m becoming a better student where I used to walk into a classroom or any kind of teaching opportunity to tell them what I know, and now I come into it to share what I know with the hope of hearing what they know because I wanna learn too. So I actually show up to a class with the desire to learn. And so, the only reason to share whatever thoughts, or ideas, or knowledge I have is so that together we can grow, and it has made me a better teacher for sure. I think all the best teachers are the best students. Anybody who thinks they know everything is missing out because you don’t. It’s the same thing I hate about people who refer to themselves as experts. “I’m an expert in X.” I was like, “Really? Really?” There’s so much more to learn. And so, even in my own disciplines, I don’t consider myself an expert in leadership, or inspiration, or whatever you wanna label it. I’m a student of leadership. I’m a student to what inspires. I don’t think I know everything, in fact, out of everything I know, I know this much, and so that to me keeps me curious.

Erik Michielsen: Have you found that there’s a difference between teaching college students and teaching adult learners?

Simon Sinek: No. There are people who have a desire to learn and those people who have a desire to make the grade, and you’ll find them everywhere. There are people who have desire to advance the greater good, or advance the cause, or advance the company, and there are people who have just the desire to make money. And the people who show up with curiosity and the desire to learn will always make better students. The ones who only wanna make the grades are pains in the asses because they complain about everything, and they throw their teammates under the bus because they’re “hurting their grade”, and it’s the same in a company. Somebody who only is in for the cash, they’ll throw their teammates under the bus because they’ve don’t wanna ruin their bonus, or get the credit, or—it’s the same. It’s the same.

Ken Biberaj on What It Means to Be a Confident Candidate for Office

In Chapter 10 of 23 in his 2013 Capture Your Flag interview, New York City Council Candidate Ken Biberaj answers "What Role Does Confidence Play in the Work That You Do?" As an underdog candidate campaigning for office for the first time, Biberaj shares his need to balance initiative and persistence with respect, humility and modesty.

Ken Biberaj is currently a 2013 Democratic Candidate for City Council in New York City. He is also a public relations executive for the Russian Tea Room restaurant at One Fifty Fifty Seven Corporation, a family business focused on real estate development, investment sales and retail leasing. Previously Biberaj was Florida Research Director for the Kerry-Edwards for President Campaign. Biberaj holds a JD from New York Law School, a Masters in Public Policy (MPP) from Harvard University Kennedy School of Government, and a BA in Political Science from American University.

Ken Biberaj on the Humbling Experience of Running for Office

In Chapter 22 of 23 in his 2013 Capture Your Flag interview, New York City Council Candidate Ken Biberaj answers "What Has Been Your Most Humbling Experience To Date Campaigning for Public Office?" Biberaj notes that the entire process of campaigning is humbling, from working to stand out from rivals to building awareness and name recognition with voters.

Ken Biberaj is currently a 2013 Democratic Candidate for City Council in New York City. He is also a public relations executive for the Russian Tea Room restaurant at One Fifty Fifty Seven Corporation, a family business focused on real estate development, investment sales and retail leasing. Previously Biberaj was Florida Research Director for the Kerry-Edwards for President Campaign. Biberaj holds a JD from New York Law School, a Masters in Public Policy (MPP) from Harvard University Kennedy School of Government, and a BA in Political Science from American University. 

Leslie Kerner on Parenting Advice for Working Moms Raising Two Kids

In Chapter 2 of 21 in her 2013 Capture Your Flag interview, education software company executive Leslie Kerner answers "What Challenges Have You Faced Raising Two Young Children While Working Full-Time?" In her 5th year of parenting and now a mother of two young boys, Kerner shares that successful parenting is less about doing everything right and more with doing your best with the understanding that you never will be perfect. This approach helps Kerner adapt her work and home approach to meet the emotional challenges in her life.

Leslie Kerner is Senior Vice President and General Manager for the Professional Services group at Amplify, a software and services company innovating K-12 education. She is responsible for building and managing training, professional development and consulting services for schools. Previously, Kerner worked as a management consultant at Deloitte & Touche. Kerner earned an MBA from the Duke University and a BA from Northwestern University.

Chris Hinkle on Finding Meaning By Improving the Lives of Others

In Chapter 4 of 10 in his 2013 Capture Your Flag interview, software engineer Chris Hinkle answers "What Makes Your Work Meaningful?" Working in digital agencies early in his career, Hinkle recalls finding meaning by building things that impress other people. As he gains product design experience, Hinkle finds meaning not by impressing others but rather by creating things that improve the lives of others. Chris Hinkle is a senior software engineer working at Evernote in Silicon Valley. Previously, Hinkle worked at New York City digital agencies HUGE and R/GA in creative director and software engineering roles designing products and developing Internet mobile applications and websites.

Humor and Other Leadership Skills You Use More as Your Career Grows

In Chapter 10 of 20 in her 2013 Capture Your Flag interview, social entrepreneur Courtney Spence answers "What Skills Are You Using More As Your Career Advances?" Spence embraces humor - in particular learning not to take herself so seriously - and finds it incredibly helpful in her professional development as a nonprofit leader. She sets goals to develop stronger relationships and learns to hand off responsibility and put the right team members in the right places. Social entrepreneur and storyteller Courtney Spence founded 501c3 nonprofit Students of the World (SOW) to shine a light on progress and celebrate the world's problem solvers. She is building a movement of next-generation storytellers and creative activists through the SOW program The Creative Activist Network. Spence is a graduate of Duke University.

Mike Germano on Learning from a Middle East Office Expansion

In Chapter 5 of 20 in his 2013 Capture Your Flag interview, Carrot Creative social media agency CEO Mike Germano answers "What Did You Learn From Expanding Your Business Into the Middle East?"  After speaking in the Middle East before the Arab Spring in 2011, Germano and his team opened an office there in 2012.  The experience teaches him what it means to do business in new locations and the challenges doing business in different cultures can present.

Mike Germano is co-founder and CEO of DUMBO Brooklyn-based social media agency Carrot Creative.  Previously, Germano ran for and was elected to public office in Connecticut.  He is a graduate of Quinnipiac University. 

Hattie Elliot on How Entrepreneurship Fosters Personal Growth

In Chapter 14 of 19 in her 2012 Capture Your Flag interview, female entrepreneur Hattie Grace Elliot answers "How Has Your Entrepreneurial Experience Helped You Grow as a Person?"  For Elliot, it comes down to learning from reflective moments and accepting the accountability that comes from the entrepreneurial experience.  This gives her a greater human perspective and has taught her to be more accepting and less judgmental of others. 

Hattie Grace Elliot is the founder and CEO of The Grace List, a social networking company that creates destination events and experiences to forge lasting personal and professional connections across its young professional members. Elliot graduated from the University of Cape Town in South Africa, where she studied economics, philosophy, and politics.

Transcript: 

Erik Michielsen: How has your entrepreneurial experience helped you grow as a person?

Hattie Elliot: It’s funny. It feels like we keep coming back to the theme of reflection. When you are an entrepreneur, you know, when things go wrong, when you’re—you know, when you’re having trouble paying your rent, when you have employees that make major blunders, you realize 99% of the time it’s your fault, because you didn’t communicate something properly. When you are delivering a product and there’s an issue, the weight is on you. There’s really not much room for hiding behind a wall, I would say—like when you’re in the corporate world often, there’s so many levels, like when I was in advertising, you’re part of such a big team and there’s so many levels just to put together one project, when there’s a major eff-up, like, you know, there’s enough people to distribute the blame, like when I make a mistake, it’s my own, and it’s a very tough and humbling thing but in terms of personal growth, it really forces you, number one, to be accountable for your actions, if you’re gonna be a successful entrepreneur, I think accountability and reflection just are key. You need to—when things aren’t going right, you need to confront it. You need to be accountable. You need to figure out what went wrong. And not have an ego about it and figure out a way you either—I mean excuse my language, but kind of shit or get off the pot type of thing. 

If you go around blaming other people, which a lot of us have the ability to do, it’s an easy way out; you’ll never be successful. You really won’t be. So I think it’s really a matter of really acknowledging there’s this constant—you’re constantly forced to reflect, acknowledge and be accountable for your actions, which I find to be, in the grand scheme of life, has been a really incredible journey, but definitely not an easy one. But I kind of feel like I can take on the world now because I’ve had great success, I’ve had great failure, ups and downs, but it really—it gives you better perspective as a human being, it makes you a lot more sympathetic, less judgmental and more understanding towards others, and I think that that makes—has made my life, at least, so much more just rewarding on all levels, and so much more wonderful. 

Adam Carter on Finding Life Advice in Unexpected Places

In Chapter 11 of 13 in his 2012 Capture Your Flag interview, micro-philanthropist Adam Carter answers "At This Point in Your Life, Where are You Seeking Advice and Coaching?"  Carter finds good advice in a network of friends pursuing different field of work and study.  He finds the best advice often comes from the most unexpected places.  For example, in his micro-philanthropy work, Carter finds inspiration meeting and learning from local heroes in places such as the shanty towns of Rio. 

Adam Carter is a micro-philanthropist currently living in Rio de Janeiro, Brazil.  He is the founder of the Cause and Affect Foundation which raises small amounts of financing to provide direct-to-source project funding for individuals and communities in need across the globe.  To date, Carter has traveled to over 80 countries.  He earned an MA in International Development from George Washington University and a BA in Cultural Anthropology from the University of Michigan.

Transcript: 

Erik Michielsen: At this point in your life where are you seeking advice and coaching?

Adam Carter: Luckily, I have a network, a lot of friends that are involved in various fields, fields of study, fields of work, and I’ve found that sometimes some of the most insightful information comes from the most unlikely of places. So I always try to keep myself open to those friends that I—sometimes friends that I really respect that have climbed up in whatever field that they’re involved in, but, at the same time, I’ve found that sometimes it comes from the people on the street, the people that you would never assume would be those to be giving advice, and in my philanthropy work, I’ve become so inspired by some of these local heroes that I’ve been working with, or just some of the people that I have come into contact with through these projects. The 85-year-old woman in Rio, in the shantytowns in Rio, We can see her living conditions are horrible. They’re sub-humane, so “we’re going to fix the roof. We’re going to get you a new mattress. What else do you want?” She’s like, “no, that’s great.” And we’re like, “okay, how about a new fan, you know, to get—“ she’s like, “well, that one still works fine.” “Okay, well, how about—“ and just that humility. Someone finally shows up at her doorstep to help her and she has the humility to say, “No, that’s great. That’s all I really need.” I mean, that’s incredible. We’re used to hearing about people that just want to take, take, take. So, I mean, sometimes it’s—as I said, people you would never expect to learn something from. You’re not even seeking advice, and all of a sudden you get this life lesson thrown at you. So that’s been one really rewarding aspect of receiving advice.