How do I become a more interesting person?

Originally posted on Quora, answering the question: How do I become a more interesting person. Follow me on Quora.

“Either write something worth reading about or do something worth writing about” – Ben Franklin

Often easier said than done.

My senior year in high school I sat down for a group interview at a prestigious university. The interviewer asked everyone to share what they did this summer. One girl had spent the summer in London apprenticing under a well known photographer. Another traveled to Italy to study painting. I’d spent the summer in New Hampshire working at an ice cream shop. I didn’t feel the least bit interesting. And becoming interesting sounded very expensive and out of reach.

That’s all changed. Since then I’ve driven across the country 7 times, hitch hiked from San Francisco to LA, attended a Rainbow Family national gathering, backpacked to over 20 different countries among others. I’ve got amazing stories from all of it, but a lot of the best stories didn’t happen because of traveled far or spend a lot of time or money. Here’s what I’ve learned about becoming interesting:

  1. Seek adventure. Adventure doesn’t have to mean traveling to another another country or involving a expensive gear or expenses. One of my most memorable college experiences was hitchhiking from San Francisco to LA. It cost me nothing. I caught somewhere around 10 rides and have a story from each. I’d never hitchhiked before or after. I also took a Greyhound from LA to Santa Fe once and could write a book on all the people I met and stories that happened. The ticket cost me $35. Seeking adventure can be through travel, sports or the outdoors, but it definitely means getting out of your comfort zone.
  2. Be curious. Be curious and learn about the world around you. Read, listen to podcasts, find great websites. Learn from interesting people. Knowledge has never been as accessible as it is now. Knowledge is one of the sources of having interesting things to talk about. You might find an interest in say Astronomy. You could show friends common sites in the night sky and the incredible stories behind them.
  3. Be unconventional. Capturing people’s attention doesn’t have to involve grand stories or adventures, but can come from the unconventional. Triathlons weren’t common right after I got out of school. If you did them then, that’s pretty interesting. Then Team in Training came along (an awesome cause and not taking away anything from it), and suddenly it seemed everyone around me was doing triathlons. Not really that interesting anymore. A friend of mine after college did something no one’s ever done before (at least known). He circumambulated Martha’s Vineyard via its beach/shore. It only took a couple days and some camping gear. 20 years later he still tells the story. He also lived briefly in a Teepee after college. That part is interesting enough. It gets more interesting considering his stay there continued through a cold New Jersey winter. Another friend does long bike tours all over the world (at home in the U.S. as well). That’s pretty interesting. What makes it even more so, is he does it on a beach cruiser.
  4. Delve deeply into a hobby. Interesting people have hobbies they pursue passionately. It’s hard to have more than one or two that you have the time to pursue passionately, but one is all you need. Immersing yourself in hobbies is inherently interesting. You meet other super passionate people, you travel with a purpose and you have shared experiences. I got into scuba diving because I loved the ocean, and I imagined it would be something I did once a year on tropical vacations. I now dive 12-15 times per year in California alone. Primarily off the beaches in Santa Monica and Malibu to hunt for lobster and to spearfish. 50 feet off of beaches packed with tourists, I’ve caught lobster and fish and swum with seals. I bring a camera along to capture it. There’s not a single person I show the photos and video to that isn’t captivated by them and amazed it’s all possible yards off the local beaches.
  5. Explore. I was going to just say “travel,” but exploring is much more interesting. When I was backpacking through Guatemala, taking bus’ around the country and staying on youth hostels, the entire trip was an adventure. A couple approached me. They were on a cruise and were being shepherded around to the touristy sites with hundreds of other people from their cruise. They were amazed and jealous at the freedom I had to see and explore. We were in the same place, they were on a tour and I was exploring. Traveling to Asia, I had an extended layover in Kyoto and hired a taxi driver to take me to the Zen monasteries, he took me to two hugely popular monasteries that although they were beautiful, were immensely crowded and touristy. It didn’t feel like the spirit of Zen at all. I asked him to take me to a quiet monastery. He brought me to one with only a couple other tourists. It had a large beautiful rock garden and empty halls and spaces, and it left a much deeper impression than the touristy ones. I could write pages and pages on this topic, but the key point is to get off the bus, the schedule, the tour and to go explore.
  6. Document and share. It’s much more powerful to show an amazing adventure or trip or experience than it is to try to describe it. I make a habit to document and take great photos of all my trips and to have those photos and videos ready on my phone in albums.
  7. Learn to ask questions and listen. If all you do is talk about yourself and tell stories, you’ll be a huge bore. It won’t matter what you’ve done or where you’ve been, people only really want to hear stories about you to a certain extent, then they want to talk about themselves. Every time I talk about the hobbies or travel, it’s usually a jumping off point to a great conversation where we both share about what interests and fascinates us. You can actually pull this off without having any interesting experiences, just by learning to ask great questions and to listen well. But I wouldn’t recommend bypassing the experiences, because there’s an immeasurable value of actually going out and having these experiences. And it’s not in becoming more interesting, it’s in expanding your perspectives and experiencing the world.

Looking back on that college group interview, I’d felt hugely insecure. I realize now that I was very interesting. In high school, I’d been a student leader and an accomplished athlete. I’d spent my summers working at an ice cream shop and training for road bike racing by riding up to 200 miles per week. It took having all these later experiences to realize that it’s the sense of adventure, passion and curiousity that makes people interesting, not their experiences or where they’ve traveled.

What are the lessons people most often learn too late in life?

Originally posted on Quora, answering the question: What are the lessons people most often learn too late in life. Follow me on Quora.

Learn how to listen. So few people can really listen and so many people genuinely appreciate when you do.

Learn when it’s time to move on. From jobs, people and relationships. Not everything is fixable. Cut your losses and move on.

None of the best experiences of your life will happen staring a computer screen, a phone screen or a TV. If you want more of the best experiences of your life minimize the time you spend in front of these three.

Take great care of your body. It’s delicate and becomes more so as you get older, but if you treat it well, it will treat you well. Exercise regularly, stretch or do yoga, eat wholesome food.

Take great care of your mind. Foster curiosity, read, learn and grow. Learn to be quiet, meditate and spend time in nature regularly.

Take great care of your heart. When you hold onto harmful emotions like anger, hurt, pain, you really only hurt yourself. When you practice love, compassion and generosity, your heart expands and grows.

You’ll spend too much of your life working, staring at a computer screen and sitting. If you’re going to do all these things, find a work environment or shared purpose that’s fulfilling and creates meaning.

Success comes most readily when you find fulfillment and create value in the world.

Learn how to compliment people and do so regularly. There’s no limit on how many compliments you can offer, there’s no scarcity of compliments available and there’s no end to how much people will appreciate them.

Learn how to accept a compliment and do so whenever one is offered. You’re conditioned to deflect compliments. Recognize how you do this and practice recognizing and accepting when the universe acknowledges what you do.

Learn how to be generous. You can’t attract what you don’t give. Share your knowledge, your time, your thoughts, your wisdom, and your charity.

Learn how to be patient. Life is not a race, and it certainly won’t go slower if you rush through everything.

Practice gratitude. If you cultivate gratitude, it has no limit to its rewards and benefits and no cost to nourishing it.

Hard work puts you in the place where luck can find you. The harder you work, the more you help others selflessly, the more value you provide in the world, the luckier you’ll be.

Happiness is a habit, not an aspiration.

Great stories come from great experiences. Chase those experiences.

It’s not that time moves by faster as you get older, you just start to have fewer new and captivating experiences. If you can continue those experiences and expand your curiosity, time won’t feel like it flies by as so commonly described.

What is the most thoughtful/kind act you’ve ever witnessed?

photo-1438027316524-6078d503224bOriginally posted on Quora, answering the question: What is the most thoughtful/kind act you’ve ever witnessed. Follow me on Quora.

After my freshman year in college, I decided to take a year off and live in Santa Fe, New Mexico. My parents were not supportive of my decision, so I had support myself entirely. I worked in restaurants and coffeeshops and was as broke as you could be.

I bought a old junker Volvo. I think I paid $750 (this was 1995). It never ran right from the start, but I couldn’t afford the necessary repairs. It doesn’t seem that long ago, but cars have come a long way. Cars used to regularly break down. Good cars sometime did and newer cars sometimes did. Owning an older used car was a guarantee to inconvenient break downs.

The car’s engine compression was shot. It required rebuilding or replacing the engine which wasn’t an option. It the morning, it wouldn’t start. I lived on a hill and would have to park it there, pointed downhill, so I could do a “hill start.” Letting the car gain momentum on it’s own and then shifting it into gear, which start the engine running.

Unfortunately, there wasn’t always a hill nearby. In those cases, it needed a running start with either myself and someone else pushing it to get it to sufficient speed to start.

This went on for a couple months before the car just died, but in the meantime I was assisted by countless people who would see my hood open, stop and inquire if I needed help. Most didn’t have any inkling of car mechanics, but just felt compelled to help.

It was often a helpless feeling, staring at my car stuck in empty parking lot at night, wondering how I would get home. Inevitably, someone would just pull up and ask if they could help. I was amazed every time someone stopped to help. It was the every rare instance that it did not happen.

Why do charismatic people easily get what they want in life?

Originally posted on Quora, answering the question: Why do charismatic people easily get what they want in life. Follow me on Quora.

Supreme Court Justice, Potter Stewart, once described porn as: hard to define, but “I know it, when I see it.” The same could be said for charisma. It’s hard to define because it takes on many forms through many personalities; but the affects of charisma are always the same: a likability of that person, being drawn to them and a willingness to trust them. With those affects on people, it’s not hard to see why they get what they want in life.

The bigger question is how can the rest of us become more charismatic and get what we want in life as well?

Charisma’s closest cousin in the business world is sales. They’re not one and the same; but great sales people are charismatic, and charismatic people get what they want because people like them and trust them.

Building likability and trust in a very short period of time is the quintessence of sales. What makes sales a great comparison with charisma is that with sales you can break it down to a set of teachable and learnable skills. In fact, that’s what sales programs and books are all about.

The core of sales isn’t talking as it’s often misunderstood, but listening. Great sales people spend most of their time listening and doing so acutely. They’re not distracted, but giving you their whole attention, making you feel interesting and important.

That’s one of the strongest affects charismatic people have. You’ll remember someone who tells a great story, but you’ll remember better someone who makes you feel great. Those are the charismatic people.

There’s a story of a reporter interviewing two candidates for president. After the first interview, she declared “He’s was the most interesting person in Washington!” But after the second interview, she declared of the second candidate “I felt like I was the most interesting person in Washington!”

Great sales people give their full attention and ask great questions. It’s not “So, what do you do?,” but instead “So, tell me about what you do.”

Another characteristic of great sales people is that they’re persuasive.

Persuasiveness starts with agreeing with people. You can’t get people to like you if you’re disagreeing with them, correcting them or trying to be right. No one will remember if you’re right, and you won’t change anyone’s opinion through argument.

People want to be heard, not corrected or challenged. So allow them to be.

I was in a sales presentation to a vice president of top consumer electronics start up. A couple minutes into the meeting, she declared that she didn’t believe in what we did (paying influencers to promote brands and products). In the back of my mind, I thought, “Why, in god’s name, would you ever take this meeting then?!” I had flown up to San Francisco for this meeting and taken precious time from my work week, and now it seemed like a complete waste.

Instead of responding that way, I paused and composed myself. I smiled and responded, “It looks like you’ve done an amazing job marketing your company without having to [pay influencers]…”

She wanted attention and wanted to declare she was different. She also wanted to challenge me and would have gladly gotten into an argument if I had disagreed with her. Getting into an argument is probably the most effective way to ruin a sales meeting. Instead I agreed. Not only did I agree, but I noted that her approach had worked, and that allowed me for the eventual opportunity to be persuasive.

Being persuasive isn’t arguing effectively; it’s not arguing at all.

I asked her to tell me more about how she had created such success without paying influencers to promote their brand and product. She got her chance to talk, which is what she really wanted. Eventually, I brought up the point that many of our current customers were in her same position and shared why they tried our service.

So what are the things can you do to be more charismatic?

  • Smile. You can’t sell in the world and you’ll never be considered charismatic if you’re in a bad mood. People are drawn to people who are in a good mood. Moods are contagious; spread the right one. My friend would do a trick at weddings he’d call “fake wedding table laugh.” At weddings, you’re often seated with a table of strangers. For this trick, he waits for a quiet moment during dinner and then has the whole table laugh out together, loudly. The affect is amazing. Most of the other tables  look with jealously at the table that seems to be having the best time. The fake laugh created a bond and would soon lead to real laughs.
  • Listen. I mean really listen to people. Make strong eye contact and give them your whole presence. Don’t pick up your phone, don’t let your eyes wander around the room. Both are cues that people interpret as you’re not interested in what they’re saying.
  • Tell me more. Use that phrase or something like it during a conversation get all the details out of their story. The details are what will make their story different and are what they want you to remember.
  • Remember the details. I transferred my junior year in high school. Before transferring I was on a visit and saw a play at the new school. The following fall, I ended up meeting the senior class president. He was captain of the soccer and hockey teams. Upon meeting him, I told him excitedly that I saw him in the play last spring and loved his performance. We ended up becoming friends; and years later, he recounted that story and how I stood out for remembering that. Everyone knew him as the athlete and class president, but I made a huge impression on him for noting what most people hadn’t paid attention to. When you see someone after meeting them and recant how their one story really made an impression on you, you will stand out to them.
  • Discover what they love. Everyone has something they’re dying to share and talk about. Often it’s their hobbies, their kids or family, or their job. Almost always, it’s pretty easy to find out what these are. Ask about them and let them share.
  • Talk to everyone you meet. My old boss raised millions of dollars for his biotech company. He met his first investor, who contributed millions of dollars, waiting in a long line to get concert tickets. Most people avoid talking to others throughout the day, at the coffee shop, in line, flying, etc. When you talk to everyone, talking to anyone gets much easier.
  • Agree. Deep down we want to be right, we want to share our opinions and convince others of them. Fight that urge. When people sense disagreement, they put their guard up and prepare to defend their position. You’ll become friends much faster, by agreeing and moving on. Don’t let your opinions get in the way of getting to know someone.
  • Connect. Charismatic people are connected. The world is filled with flakey people. The phrase “let’s grab lunch” is so commonplace, it’s become a way of saying goodbye rather than an actual intention of connecting. Most people crave real connections and have time to grab coffee, so do just that. End the conversation with, “I’d love to hear more and see who I might be able to introduce you too over coffee.” And then actually follow up with them. You build connections and positive relationships.
  • Follow up. After meeting people, send them a note. If just to say you appreciated meeting them. Remind them of what you enjoyed about them or the experience, what inspired you, what you learned. These types of notes are really powerful and will make a huge impression.

I’m unemployed, broke, balding, living with my parents, about to turn 30, friendless, depressed, and miserable. How can I possibly turn it around?

Originally posted on Quora, answering the question: I’m unemployed, broke, balding, living with my parents, about to turn 30, friendless, depressed, and miserable. How can I possibly turn it around. Follow me on Quora.

In 2007, I got laid off from my high paying biotech job and backpacked through Central America. I was 32 at the time. I took all the money I had and bought Apple stock on margin. It was a good year to buy Apple stock as this was the year the iPhone came out. I moved to LA with plans to fulfill my dream of starting a company. I’d always been in interested in tech and the Internet so I started on a solid year of wantrepreneurship.

In 2008, the market came unhinged, the economy experienced the worst recession since the Great Depression and I sold my stock at the bottom, taking huge loses. My start up business hadn’t panned out. I’d made very little progress on my idea, and eventually partnered with a friend to raise money for a Facebook apps company. Neither of us knew a thing about Facebook apps.

What little personal savings I had left was drying up as we started talking to investors. I didn’t have a job and was hoping to raise money to pay the bills and build a company. Then the financial crisis struck. No investors would talk to us. My friend had a job, I was pretty much out of money. By some miracle, unemployment benefits got extended, and I was eligible from having been laid off a year and half earlier. I don’t understand why.

I was now completely broke except for my biweekly unemployment checks which barely covered rent and food. I was 33 year old, hadn’t worked in a year and half and was ostensibly changing careers/industries yet had no experience in the new industry. I was looking for a job as the unemployment rate was rising at rate faster than it had in nearly seventy years. It was a historically bad time to be looking for a job, especially in an industry where I had no experience.

At one point, I couldn’t pay my cellphone bill. I had no idea, but Verizon has a payment plan when you’re back due.

I spent months applying to jobs and writing cover letters. I got coffee and met with anyone and everyone I could. This eventually led to an interview and offer from MySpace (at the time bigger than Facebook and a hot company). I was going to start the following week, then the offer letter got delayed one week. Then another week, then a third. Then MySpace put on a hiring freeze.

I couldn’t pay my credit cards, and creditors were calling non stop. At first I tried to answer the calls, then I just stopped. There wasn’t anything I could do. The news on the economy got worse and worse.

I kept applying to jobs and tried to keep a positive outlook. That was all I could do. My unemployment benefits were about to end. I didn’t know how I was going to pay rent.

A couple weeks before they expired, a friend of friend heard I understood social media and asked me to come in and present to her team. I drafted a strategy for her and presented for a couple hours. I charged $200, a nominal amount but it was a massive boost me for emotionally.

A week or so later, my neighbor on a whim passed on my resume for an open position onto a company where he freelanced. A month later I was head of sales at a top digital Hollywood production company (really the only one of its kind). I felt like I’d won the lottery.

This is just the short version. There were substantially more challenges and adversities I encountered than I’ve listed or have space to.

What I learned:

  • You can only fix one problem at a time. Don’t go out and try to fix your life. Focus and solve only the biggest problem you have. Once you’ve fixed that, move onto the next one. So you’re not bald, broke, unemployed and friendless. You’re just unemployed. Go get a job and you’ve fixed that problem. Then move onto the next.
  • Don’t create new problems for yourself. It doesn’t sound to me like you’d have any problem working in an office job. Are you crippled, maimed or cognitively impaired? No, then you can handle a job. I have to use my left hand for my mouse because of tennis elbow. I don’t think twice about it anymore. Don’t fortune tell problems or scenarios that don’t exist.   As Mark Twain said, “I have known a great many troubles, most of which never happened.”
  • Don’t define yourself by your problems. No ones life is perfect, far from it. Think of who you’d be if you didn’t have your problems. Probably the exact same person. So rediscover who you are and just start over from that point. When I was growing up playing hockey and we were getting whopped by another team, our coach would huddle us together between periods, tell the score was 0-0 and that our job was to win the next period, not the game. The game didn’t seem winnable at this point, but the opposing teams were always caught of guard in the next period by a team they’d mostly counted out. I don’t know that we ever lost a period after those talks, and we came back to win a surprising number of games from a big deficit.
  • Create a routine. You don’t have a job. You’re job now is to get a job. Wake up early, have a morning routine and go somewhere (coffee house etc) where you will work at getting a job for eight hours a day. Now that doesn’t mean writing resumes for that long. It can and should include networking, reading, learning, informational interviews, improving job skills, etc. But create a schedule for yourself. You should make exercise and the outdoors part of the schedule. Research shows that exercise helps alleviate depressions and the NY Times just published an article on another study that shows How Walking in Nature Changes the Brain.
  • Reframe. When I was applying for jobs after being essentially unemployed for 18 months, I listed the 6 months of travel/backpacking I did as “travel sabbatical” on my resume. A director at one of the companies I interviewed at asked about my travels with envy. During my year of wantrepreneurship, I didn’t successfully launch the company I envisioned, but I did learn valuable skills such as blogging, social media, SEO and others. In my interviews, I talked about these skills and my successes, not the fact I couldn’t ultimately raise money and folded the enterprise. Use your time being unemployed, as a chance to learn new job skills, volunteer, pick up a hobby and/or travel. If you don’t think you have the money, a subscription to Lynda runs $25/month. There’s more there to learn than you could possibly cover in a lifetime.
  • Get inspired. You’re far from the first or only one in your predicament. Countless others have overcome difficulties far worse than yours. It can help immensely to watch and read their stories. James Altucher writes a great blog about personal development and shares his own ups and downs in his career. Nick Vujicic was born without arms and legs. That’s right, no arms or legs. He was bullied so badly that he contemplated suicide. He’s now a hugely successful motivational speaker. Watch his Ted Talk:
  • Embrace uncertainty. This comes from Deepak Chopra’s “Seven Spiritual Laws of Success” which I’d recommend reading and rereading. It’s really only part of Deepak’s message, but one that ties very deeply to encountering difficulties. Acting from a place of fear or depression won’t do anything to help you overcome your situation.
  • See the abundance. When times are hard, you see what’s missing and what you don’t have. The world feels scarce, because you’re focused on the scarcity. But there’s another side to it. Think of what’s abundant in the world. Make a list. You don’t have a job, but that can change very quickly. The U.S. economy is adding 200,000 new jobs a month! Why can’t one be yours?
  • Become grateful. Practice gratitude. Read “The Magic.” You’ll start to see that how even at what may seem like the lowest point in your, you have countless things to be grateful for. When you see that and recognize that everything will change.

What is the hardest thing you have ever done?

photo-1456406644174-8ddd4cd52a06Originally posted on Quora, answering the question: What is the hardest thing you have ever done. Follow me on Quora.


Start a business with $100. Without any partners. And grow it to millions of dollars in annual revenue.


I started my business, Mediakix, in 2011 when I was 36 years old. I hadn’t had experience running a business before and had had very limited management experience. In truth, having worked primarily in sales, I hadn’t actually even managed a single employee before.

95% of companies never make it to $1M in annual revenue. Most companies fold within four years. We hit $1M in annual revenue in our third year, and continue to grow strongly in a hyper competitive field with almost all of our competitors have raised millions of dollars. And I’ve done it all without any start up capital. In fact my credit was so bad when I started, I didn’t even have credit cards to fall back on.

Most start ups have 3-4 founding partners minimum. In rare instances, do they have 2. Most people advise against ever trying to start a business with just 1. There may be a handful of instances that venture capital funds have ever invested in a company with a sole founder because they believe the inherent odds of success are so low. I was too busy to pay attention to these odds. I couldn’t list all the challenges I’ve encountered starting and running a business as the only founding partner; the list would simply be too long.

Starting a business is like jumping into the gladiator pit. You don’t get a break, a chance to stop, rest or recover. All of your skills are tested every day, and you’re made glaringly aware of your deficiencies. If you’re in a field worth starting a business in, you’re in a constant battle against your competitors. The greater the potential for success in the field, the more competitors you’ll have.

I had to learn leadership, management, business strategy, finance, product development, sales, marketing, human resources and everything else under the sun of business. Knowing I couldn’t be good at everything, I knew I still had to be at least knowledgeable about everything. When I wasn’t working, I was reading and taking online courses of all the former topics. It never seemed enough; and in spite of the business’ success, still doesn’t.

I couldn’t complain because I had no one to complain to. When you’re an entrepreneur, no one (except other entrepreneurs) understands your challenges. You don’t get a break, you’re terrified to take a vacation, and you have to make payroll every two weeks. The more you grow, the more you have people depending on you to make the right strategic decisions and to continue to grow.

Add to that the fact that I had zero start up capital and never took a loan or investment. All of our growth was funded on cash flow. It was a constant battle of fighting to win new business to add more employees to win more business. There’s an extraordinarily thin line between growth at the exact right rate, not growing fast enough to keep up with the market or our competitors, and growing too fast for our available cash.

Running and growing the business was so stressful, I developed near constant anxiety. I had two severe bouts of back pain that left me bed ridden for days, and I put on 20 lbs. I’m now proud to say that I’ve curbed the anxiety through daily meditation, and have returned to exercise and stretching to improve my health and weight; but, in short, it’s safe to say entrepreneurship is not good for your health.

I’ve learn so many incredible lessons. It’s trial by fire. I was, in part, by driven by the adrenaline of running my own business and, in part, by the absolute fear of failing. Failure isn’t the least bit sexy when you’re running your own business with your own money and not investor’s. Failure is just that, failure; and it’s not an option.

It was never easy. Nothing about a start up is. To quote Jason Calacanis, I chewed rocks and spit glass. I’ve lost my biggest customers, I’ve had my best employee leave at a critical juncture, I’ve made too many mistakes to count, and I’ve nearly run out of cash on a dozen occasions. But like all the hardest things in life, when you come through, you experience the greatest rewards. The business’ success has given me the most incredible feelings of accomplishment, pride and gratitude.

How do I become who I really want to be?

nature-sky-sunset-manOriginally posted on Quora, answering the question: How do I become who I really want to be. Follow me on Quora.

“To desire is to obtain to aspire is to achieve.”

—James Allen, As a Man Thinketh

I never thought much about success through and after college. I was a smart and ambitious kid and generally got to where I wanted to go (Stanford University for college). I started to think more about it in my 30’s. My career had stalled and many of my friends were breaking out and achieving extraordinary success in their fields. I started to think about success more when I took time off to launch my own start up. And as my start up stalled, I started to doubt myself and my abilities, and my confidence started to erode.

Soon the financial crisis of 2008 hit like a tsunami, and I was as ill prepared as possible. I’d struggled with my start up path for too long and had burned through all my savings. I’d been out of the work force long enough that it put me in no man’s land for experience and relevance to potential employers. It was a very serious low point. I was in my mid 30’s with a Stanford degree and struggling to pay rent every month with no job or job prospects and a dizzying amount of debt.

The only true crisis is the one you don’t learn from. My situation pushed me further to read and explore every potential angle on personal development and success to help dig my way out of it. I heard that Sara Blakely, the billionaire founder of Spanx, had read through as much as she could in the personal development space before she succeeded. She found a particular affinity to Wayne Dyer. So I started reading Wayne Dyer. At the time, it seemed that everyone was talking about attracting success, so I read the Law of Attraction and that led me to the book it was based, James Allen’s masterpiece, As a Man Thinketh.

Slowly my life started to turn around. I finally got a job and started to build back my career. I continued to devour books on personal development; each I read led me to more and more. Over the past five years, that accumulated knowledge has lead to huge personal and entrepreneurial success. I founded my own business and continue to run it as one of the most successful in the space. Throughout all this, from being flat broke (I was actually in debt $250K at one point), to starting and running a successful business, I have learned, grown and improved. I have not, however, become a different person.

One of the big problems with the personal development space is that it emphasizes “transformations,” suggesting that change and improvement necessitate some sort of full transformation, from where you are to where you want to be, from who you currently are to who you want to be. It implies a change so radical that you transform into someone else. Another commonly used metaphor is that of a metamorphosis. The visualization is that you start as a caterpillar and come out as a butterfly.

This is what many of the “leaders” in personal development promise. And this is also what so many of people seeking success, change and improvement are seeking. The promise of becoming someone else, because they have grown to hate who they are.

You’re not someone with a bad habit, goal of losing weight or desire to improve yourself; you are someone you are wholly critical of and someone you don’t want to be. You imagine the new you will be free of bad habits, will achieve everything you want easily, and will be someone you accept and love wholly. That sounds so much easier than the truth of change, which is incremental.

The model of “transformation” is one of the things that can make personal change so difficult in the same way that striving for perfection can handicap achievement. If perfection or full transformation is the goal, then it may feel so unachievable that one may never begin or cannot acknowledge progress as achievement in the path since the only real achievement is complete transformation and anything short of that is failure.

Change doesn’t start with finding all your flaws and imaging a you without them. Personal change isn’t the magic that happens after the caterpillar enters the cocoon. Personal change is a focus on learning and improving and changing habits. It’s small incremental goals and improvements. It’s setting achievable milestones and celebrating them. And most fundamentally it’s learning to accept and love oneself.

Loving oneself doesn’t mean there aren’t aspects of yourself you want to improve on or habits you want to get rid of. It’s recognizing at your core, you are worthy of your own love and appreciation. It’s being compassionate for yourself instead of being critical and/or berating yourself.

When you don’t love yourself, you become critical and resentful of who you are. This can lead to self destructive behavior. It can also lead to failure on the path to personal change because your goal goes beyond improving habits to actually becoming someone else. You hate the old self; you love who you imagine you’ll become.

People fail to start because the concept of “transformation” is too overwhelming. They see change as all or none. How we frame transformation creates these difficulties. We believe we must leave behind our old self to become our new self. The old self is tired, worn, ugly, overweight, not successful and unloveable. The new self will be fit, attractive, loved, successful, charismatic and complete. In reality, we are always the same self. You won’t ever become a different person and the thought that you can and should, is often what can hold you back from improving.

So start by reframing the question. Instead of “How do I become who I really want to be?,” ask “How do I achieve my goals?” and “How do I embody the qualities and characteristics I most admire?”

To answer these questions, here are some important steps you can take:

  • Learn. The personal development space is arguably one of the oldest forms of thought and analysis. There’s more written about it than anyone can consume in a lifetime. So get reading. Start with the big names: Dale Carnegie, James Allen, Napoleon Hill, Brian Tracy, Tony Robbins, Wayne Dyer, Deepak Chopra among many others.
  • Learn to love youself. We live in a world where the media and social media project imagines of people who are happier, richer, younger, more successful, better looking and skinnier than us. These images start to erode at us, and can cause us to not feel content with who we are and what we’ve achieved. And this leads to us not loving ourselves, our current circumstances and lives. These images of others don’t inspire success and motivate us, more often then inspire envy and hatred of ourselves. Start loving yourself. Everyday. Catch yourself when you start to spiral down the path of self-disparagement, and take a moment to appreciate something about yourself instead. Cultivate that feeling.
  • Cultivate awareness. Our thoughts drive our action. Focus on thinking the right thoughts. The right thoughts can sow the right mindset and move your whole person forward on the path you desire. Practice mindfulness and meditation. This is one of the best ways to become aware and then help to steer your thoughts.
  • Celebrate progress as success. Celebrate your achievements along the path, however small. Many small improvements can lead to significant change in your life. Too often, everything is not enough, and eventually we become not enough.
  • Practice gratitude. This is one of the easiest things you can do that can have the most dramatic effect on your life. Start a gratitude journal and jot down a few things every day you’re grateful for. Catch yourself when you’re thinking any negative thoughts and redirect your thoughts to something you’re grateful for.
  • Avoid perfection. The saying is: don’t let perfect be the enemy of good; but it can be extended to: don’t let perfect be the enemy of done. Perfection can be one of the biggest obstacles in the path of personal development. If you can only imagine the perfect you, you will always fail in achieving it.

5 Mistakes Sales Team Leaders Make

It’s goes without saying that sales is tantamount to a business’ success. With that said, it’s surprising to see how few entrepreneurs truly commit to building a sales team. They may hire and spend in sales, but that’s different than committing, focusing and building a successful sales organization. Here’s the biggest mistakes business’ make.

  1. Not training the sales team. The first two media sales jobs I had, I received a combined total of 0 hours of sales training. 5 years earlier, I was hired for my first sales job in biotechnology. As part of the training, the new hires went through 3 days of sales training. I also spent a week each with my manager and the former territory manager doing ride alongs. Throughout the year, we received additional training in all aspects of sales. If you search “sales” on Amazon, there are 13,863 books written on sales. How many have you and your team read? If you plan on investing in building a sales team, make the commitment to training them properly and giving them the resources to succeed. There’s better access to sales resources now more than ever with sales seminars, online sales training, sales sites and blogs and books. As a starting point, subscribe to Hubspot’s Sales blog. They write and feature guest post author’s on 5 blogs posts per day.
  2. Not committing to sales. Sales isn’t something the sales team does. Sales is something everyone at the company does, especially the CEO and the executives. At one of the media companies I worked for, the CEO was getting coffee with the head of marketing of a major movie studio that I worked with. He asked if I should bring anything up in the meeting. I suggested talking about how we could help them market their upcoming releases. He replied he didn’t want to sound too salesy. Unless your business is pre-revenue, the number one job of the CEO is driving revenue. As a CEO, president, or executive you should intricately understand how the sales team operates, it’s pain points and how you can take steps to help resolve them. If there’s anything they need you can do, you need to do it. Get to know all the sales people. Personally congratulate them on progress and deals won.
  3. Not providing resources. Sales people should have one job: to sell. They shouldn’t be doing project management or be involved in onerous account management responsibilities. Those are the responsibilities of project managers and account managers. You should set up your sales team so when a deal closes, s/he can cc the corresponding staff and go back to selling. Both media sales jobs I had handicapped my ability to sell by not having any support staff. Both companies had the mentality that we’re start ups, and we’re resource strapped. Save money on air conditioning, not by not having the right sales resources. The more time you team has to sell, the more sales they’ll be doing.
  4. Not providing tools. Give your sellers everything they need. Our team uses and invests in the following sales tools: Clearslide,, Dropbox, Uber Conference,, CRM among others. We spend over $200 per month per sales person on tools to enable them to streamline their work flow and better do their jobs. It’s an investment I would estimate pays off 10x. When you’re evaluating a new tool, the question you should be asking is not can I afford this, but how big an ROI will this tool drive, how much easier will it enable my sellers to do their job.
  5. Not experiencing their process. It’s easy to set goals. I had a CRO who set goals based on what the board wanted and not all realistic to what the sales team was experiencing. In my first month on the job, he assigned me $50K target for the month, even though the sales cycle was a minimum of 3 months. Only a single member of the team would regularly meet his goal, the CRO would threaten the whole team by stating that the missed revenue would be pushed onto our later monthly targets of the year so it would be harder to hit the sales targets. When we would bring up challenges we were facing, he suggested we needed to “get creative” instead of offering any concrete solutions of his own. For one account, he suggested that I catch the contact in his company’s parking lot. I don’t need to explain why that’s a bad idea. This was for a reputable, highly funded start up. If you’re leading a sales team, you need to experience their pain points first hand. You need to be honest about the process and not just set arbitrary goals. They should be realistic goals, and not a way to blame the sales team for not delivering. If more than half your team isn’t exceeding their targets, you’re to blame, not them.

How to Fail

There’s a lot written these days about failing forward and failing fast. That’s nice if you’re Facebook, you’re growing faster than you can keep up and your failures are forgotten faster than they’re created. But failure for small entrepreneurs tends to be painful. Most entrepreneurs want not to fail.

Failure is what most people fear most about jumping into entrepreneurship. Embracing entrepreneurship is in a way embracing failure. They’re tied at the hip. The perception is likely that the most successful entrepreneurs are the ones who’ve failed the fewest times or not really failed at all. It’s the opposite. The most successful entrepreneurs have failed more times than they care to count or mention.

Think of Facebook’s big and yet now forgotten failures. There was Wirehog, an early peer-to-peer, file-sharing prototype that Mark Zuckerberg developed and took seriously enough to talk to investors about. This may not seem like much of a failure, but consider the fact that developing Wirehog likely took thousands of precious hours of Mark and his team’s time, time he could have spend on Facebook, a company now worth $247B!

Other notable failures of Facebook’s include Beacon, a service so disastrous, Facebook had to pull the plug after a few weeks. Developing Beacon likely took thousands of hours of engineer’s time. There was Facebook’s Poke, their Snapchat competitor; the Facebook phone; and Facebook classifieds. They all sound ridiculous now.

Facebook succeeds because they fail. With each of these failures, Facebook was pushing the envelope and evolving their platform into new spaces. The companies that aren’t evolving are the ones that are truly failing.

When I first decided I wanted to start a company more than 10 years ago, I came up with a concept, worked with designers and spent hours and hours ideating on it. I’d talk about the idea with friends who were all excited about it. It came down to committing the capital to proceed with the first order. I had the money for the first order, but struggled to pull the trigger. The (pseudo) company died a quiet death. I just stopped talking about it. Months later, I’d run into friends who excitedly would ask how the product was doing. I’d regrettably tell them I never ended up ordering the product. I didn’t learn much through the process, except on how to ideate.

Entrepreneurship isn’t about ideating, it’s about taking risk, taking action and moving projects forward. I was a classic wantrepreneur. I hadn’t even failed correctly. You don’t learn by ideating, you learn by testing and shipping a product. Get it out there.

There are some important things to understand about failure.

Failure is the process. Look to the most successful companies and see how they manage their failures. If Facebook didn’t allow itself to fail, it wouldn’t be allowing itself to innovate and lead. If you’re trying to avoid failure at all costs then you aren’t doing the right things to best enable success.

Learn, reframe, rebound and pivot from your failures.  Don’t bury your failure immediately. The only true failures are the ones you don’t learn from. Analyze the failure. Look at your assumptions, at your model, at your product, at every step to see what you could have done differently or better. In every case, you can’t know everything and most of the time the only way to know if there’s demand for a product, service, idea is to create and ship it.

Own your failure. With a failure, the tendency will be to hide it. Or even worse, by not giving it enough commitment capital to succeed in the first place. We live in an amazing country at an amazing time. Entrepreneurs are held in high esteem. Fail publicly, fail loudly, and tout your failure. Brag about it, wear it as a badge. That will cure the shame. You’ve got the balls that millions of people don’t. Everyone has an idea for a product or business, only a handful but that idea into motion and commit to it. Wear that badge proudly. Make it the best damn failure anyone’s seen.

The 5 Must Read Books for an Aspiring Entrepreneur

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In Mark Cuban’s autobiography, he talked about getting started out and reading voraciously anything and everything related to his field, business, marketing, etc. He used to read software manuals cover to cover. Drew Houston of Dropbox used to spend every weekend, reading all day long “Every weekend, I would take this folding chair up to the roof with all these books I got on Amazon. I would just sit there and read all of them. I would spend the whole weekend just reading, reading, reading.” 

Nothing prepares you for entrepreneurship like reading everything you can get your hands on. Here are some good places to start.

Richard Branson: Like a Virgin

Richard Branson’s autobiography is a fascinating look at one of the most dynamic entrepreneurs of our time.

Peter Thiel: Zero to One

When you’re just getting started, it’s important to be and stay inspired. Few books will make you want to change the world and business like Peter Thiel’s Zero to One. Peter Thiel was one of the founders of PayPal and the first investor in Facebook. He’s knows a thing or two about business and ideas that change the world.

James Altrucher: Choose Yourself

James Altrucher has seen it all. He’ll recount often how he lost millions and his shirt on several occasions. And through it, he’s gain remarkable insight. Choose Yourself will change the way you think of business and yourself. Somehow it’s only $0.99 on Amazon. It’s a quick read, get it.

Mark Cuban: How to Win at the Sport of Business

Mark Cuban is loud, brash and unapologetic. He didn’t get lucky becoming a billionaire. was his third successful business. That’s a habit. His autobiography breaks it down and shows his remarkable prescient about the growth of technology and exactly how hard he was willing to work to win.

Steve Chandler: Wealth Warrior

Wealth Warrior incorporates a huge amount on wisdom about business and personal development in very few pages. A brilliant read. Steve Chandler’s focus on oneself and your motives, refocuses the whole narrative on entrepreneurship.

What are your must read books for a new or aspiring entrepreneur?