Growing By Sharing

Things are getting hectic with Bundio. We are in the middle of fundraising, forming some very exciting partnerships, and optimizing our platform so creators, curators and their audiences have the smoothest subscription experience possible.

Regardless of how crazy things are getting for me, I’m making a very serious effort to continue meeting with talented entrepreneurs and other creative types to see how my knowledge and experience can help them.

Regrettably I cannot take every meeting requested, but I try my best to to meet with a few people each week to help them with advice. This might seem philanthropic but in reality I end up getting as much value from these caffeinated chats as the other person does (hopefully they get value from it). When I talk (or write) about my ideas and experiences it further solidifies my understanding of them. Hearing about industries and business models I don’t work in day-to-day keeps me sharp.

Not to knock traditional educational systems, but I feel that much of the knowledge that has informed my ideas and beliefs came from others that were generous with their time and happy to share with someone eager to learn. When I decide who I can help I look for people that fit Dave Balter’s description of a sponge and a stone.

Chances are you know something that others want to learn about. You do not need to be an expert to help - you just need to have a willingness to share. I think the expression, “pay it forward,” is cheesy but I believe strongly in the ethos behind it.

Who can you help to grow? It will undoubtedly help you too.

In Boston/Cambridge and want to meet up? Reach out via @iamweisser or email and I’d be happy to hear from you!

I totally snagged the above image from some church’s site because it fit the post title perfectly. If you are with the church and are unhappy about this feel free to reach out and I’ll take it down!

Tips For Being A Better Boss of Yourself

Whether you are a singer-songwriter or a founder of a tech startup, it is very likely that you are your own boss. When you are the one that must make sure you stay on task and accomplish things within a certain timeframe there can be many challenges. If you have friends that don’t understand the lifestyle (hopefully, like me, you have at least a handful) it can prove very difficult to achieve a work/life balance. Here are a few things I’ve found immensely helpful when it comes to being my own boss and maintaining a (somewhat) healthy lifestyle. Some are related to health and others are related to time management and expanding your mind. I hope you find at least a few of these to be useful.

Drink a glass of water first thing in the morning

This cannot be emphasized enough. Regardless of what time you wake up you must drink a glass of water immediately. Most of us don’t realize how incredibly dehydrated we become overnight. I live in Boston and, like many other residents of this fine city, have no control of the heat in my apartment. When I wake up in the morning that glass of water does more than anything to get me moving in the right direction for a productive day.

Read books

I love reading blogs because they talk about the here and now but books are under-appreciated by too many people that lead a digital lifestyle. Reading makes you a better writer and an even better thinker. Sit down and completely immerse yourself in a book every day. If you like keeping track of your progress sign up for GoodReads.

Plan ahead and learn best practices for scheduling

You may not be very busy. You may say to yourself, “I can remember that appointment.” If you are progressing you will undoubtedly begin to have fuller schedule. It’s important not to learn the best way of organizing it once you are scrambling to keep track. My iCal is one of the first things I consult each day and it’s a good habit. Make sure to set alerts so even if you forget to check your calendar you’ll still have an hour to get across town for that meeting.

There are no regular business hours

If you are running your own business you need to be ready to be working late into the night, before normal people wake up and at other times in between. Time off is healthy and needed but it is not something that can be set in stone. If you are your own boss the weekends are not time off. If you really care about your business you need to do the work whenever it needs to be done.

If you have a smartphone there is no excuse

If you have a phone that is connected to the internet and the person you are taking too long to contact knows this it comes off really badly. A friend once told me she doesn’t have a smartphone because she does not want to have to work on her off time. It’s a great idea for someone like her that isn’t their own boss. When you are calling the shots you need to be ready to get to work or put out fires on a moment’s notice.

“I regret that workout,” said no one ever.

Needless to say, I’m not an athlete. Even if you are not one it’s important to train your body and stay in (relatively) good shape in order to succeed. This is not about self image, it’s about the fact that it’s incredibly unhealthy to have fat hanging off of our bodies. I started the couch-to-5k program and it changed my view of training. I am able to do 5k in under 30 minutes which, while nowhere near competition status, would have been a fantasy for me in High School. Find out if working out feels better for you in the morning or at night then do it every day. If you have problems following through I’d suggest GymPact though I’ve never used it personally. The dread of having to pay if you don’t work out is likely a strong motivator for many people.

Have people to talk to.

Running your own business is very fulfilling even if you don’t succeed monetarily. The experiences, however painful or stressful at times, are incredibly valuable and enrich you as a person. You need people to talk to about the things that are bothering you. It could be other co-founders/confidants over coffee every week. It could also be a friend to discuss relationship dilemmas and things not related to your business. You need someone to talk to that will listen and relate to what you are going through. Starting a business is very difficult and keeping the struggles to yourself can be harmful to your health. Make sure you treat those that support you with warmth and show how much you care.

This is just a start. I’ll be posting more thoughts and things I’ve learned about being my own boss as time goes on. Take care of yourselves out there!

On Being in a Startup - Part One of Many

This was adopted almost word-for-word from a post by future rock & roll star Amy Mantis called “On Being in a Band” because I wanted to draw the link between bands and tech startups.

Being in a startup is one of the hardest things in the world.  You’re in this very intricate relationship with several people (co-founders, first employees, customers, investors and advisors).  Everyone’s emotions are involved.  Everyone’s fates are tied together.  It’s the most personal business to ever exist.  It’s a team, it’s a group effort, everyone is pulling in the same direction.  If everyone isn’t on the same page then you get nowhere.

To quote Ben Horowitz in his essay, The Struggle:

The Struggle is where greatness comes from.

I agree with that 100%.

Being in a startup is a grind.  The tech industry is a grind, as I’ve said many times before.  If you’re not prepared for the grind, get the hell out of here.

If you are in a startup, you’re responsible for more than yourself and your own happiness.  Being selfish is not tolerable.  You give up your rights to be selfish when you’re in a startup.  I do so many things that I don’t want to do but know that I have to do them for the sake of the startup (but at the same time I have more fun that many can believe is possible).  I’m not tooting my own horn here - I’m being honest.  I will always bend over backwards for the people I work with and the startup we care so much for.  Ask anyone.

Paranoia Strikes Deep: NDAs in the Berklee Classroom

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Yesterday afternoon I met with two budding Berklee entrepreneurs who were excited to talk with me about their new idea for monetizing music.  I’m not going to go into details because I know they aren’t ready for the conversation to go public.  We talked about a variety of things from getting savvy with code to being open to sharing your ideas so you can receive feedback.  The discussion turned to confidentiality and I explained why most people in the tech world avoid entrepreneurs that try to get them to sign an NDA.  I thought this would be the first and last time I discussed non-disclosure agreements this week or maybe even this month.

Needless to say, I was taken aback when I learned that an entire class at Berklee College of Music had signed NDAs for another student’s startup earlier in the day.  On top of that, the startup was barely past the idea phase - just some sketches in a notebook.  This is bad.  Really, really bad.  It speaks to a lack of understanding by both Berklee and all students involved about the implications of an NDA.


NDAs: little good, much bad, very ugly

There is certainly an upside in guilting people into signing your NDA.  If any of the signees had an idea like yours, or decide to do anything even remotely similar in the future, you can attempt to sue them and have a signed document to back your side of the story.

A non-disclosure agreement is armor for a person that irrationally believes someone else will steal their idea.  It’s an attempt at protecting themselves against people that can execute better.

(Update 2/27 - to be fair, some entrepreneurs may not even realize this.)

The downsides for the entrepreneur asking someone to sign an NDA are numerous.  Almost anyone who is in the tech business will immediately label you as a complete noob (yes, I just wrote noob) or someone that could be overly litigious and dangerous.  Investors (VCs or angels) will almost always refuse to sign an NDA because they could very well have someone come in with the same idea as yours 5 minutes after you leave.

There is NO UPSIDE to signing an NDA, especially if you know nothing about the business to begin with.  If you know nothing about the business, like the students in that Berklee classroom, you could be opening yourself up to all sorts of trouble.  How do you know your notepad doesn’t have very similar sketches to what the entrepreneur asking you to sign an NDA is working on?


So why do people ask you to sign an NDA?

They could be scared someone will take their idea and make millions of dollars.

In reality, any idea is worth very little.  Derek Sivers, founder of CD Baby and Berklee alum, writes that ideas are just a multiplier of execution.  In fact, he believes a multi-million dollar idea with zero execution is worth $20. The reason these entrepreneurs are scared is because they know full well that as nontechnical people working in a technical space their chances of successfully executing on the idea are slim to none.  There are certainly outliers, but a technical co-founder is incredibly vital to achieving a win.  Even then, the vast majority of startups fail.


Your idea isn’t original

No, it really isn’t.  Here’s a story from my time in elementary school:

A good friend of mine was an aspiring chef.  He made a soup that everyone loved.  It was tomato soup with mozzarella cheese and oregano.  He called it pizza soup.  One day, months or even years after he made his first pizza soup, we were getting food at our schools cafeteria and what do you think they were serving?  That’s right, pizza soup.  My friend freaked out.  They had stolen his idea!

No, the lunch lady hadn’t stolen his idea.  She didn’t even know he had the idea in the first place.  There are over 300 million people in the United States alone.  Chances are, hundreds of them had also thought up pizza soup before my friend had.

Jack Dorsey recently quoted author William Gibson who said, “the future has already arrived, it’s just not evenly distributed yet.”  There are likely people who have been working for months or even years on the idea you personally just came up with.  Does that mean you should not follow through with your vision?  It depends.  Do you think you are the right person to bring your idea to market?  Do you have what it takes to distribute this product?


NDAs in the classroom are a terrible idea

Perhaps Berklee College of Music is just entirely new to the concept of discussing technology and startups, but NDAs should really have no place in the classroom.  Berklee students should be wiser than to just sign anything placed in front of them.  Berklee Professors should know better than to bring legal documents into a classroom setting.  What’s worse is that at least one student said they felt as if refusing to sign the NDA would prevent him or her from staying enrolled in the class (though this was never stated outright).

Stanford University is a technology/startup leader.  Let’s see what they have to say with regard to NDAs in the classroom:

“NDAs are generally NOT permitted for class projects at Stanford. Students should not be asked to sign an NDA in order to participate in a class project, and companies should not provide any information to project-based classes if they are not willing to permit the information to be made public.” (link)

Berklee should take a note from Stanford, a school that should be looked to as an authority on these sorts of practices.


NDA… No Don’t Ask…

Non-disclosure agreements don’t belong in the classroom.  In many circumstances they don’t even belong in tech startups.  I can only hope that Berklee, the professors and students, will realize just how harmful NDAs can be to discourse, learning and innovation.

There they were, a classroom full of music business students who have heard time and time again how artists had been screwed by signing documents they did not understand.  Had they just made the same mistake?

Let’s continue this discussion both online and in-person.

Additional Reading:

5 reasons why I won’t steal your idea

NDA == Fail

The Weird Economics of Information

UPDATE (2/27/13): This post has continued to garner attention.  Since it’s being linked to directly I think it is important that readers also look at the follow-up post titled Fallout that further explains why I posted this and what I hope to see happen going forward at all learning institutions.

“So Pretty Much I Just Have A Shitload of Networking to Do?”

My friend was excited.  Excited enough that he would send a text knowing I was probably still in bed.  His business idea, which he had thought would take a few years to become viable, was already picking up steam in the collective consciousness.  There is nothing better than the wave arriving earlier than you had anticipated if you are prepared to hop up on your board and start surfing.  He asked if someone would fund a young guy who had not finished college on a capital-intensive venture.  I told him yes, but he would need killer advisors and mentors that had the experience that he lacked.

His response, quite typical of our generation, was, ”So pretty much I just have a shitload of networking to do?”

Nothing against my friend, but we have collectively become the networking generation.  As a group we are constantly reaching out for the weakest connections and the ambition of breaking 500+ on LinkedIn.  After being involved with startups and the music industry for a while now it has gotten a bit frustrating.

I texted back, “You need to build relationships.  To me, networking always feels like flies jumping from one pile of shit to another.”

My friend laughed and agreed.

The value you can extract from a relationship is directly related to the amount of value you put in.  Think about that person you are meeting for the first time as a human being, not just a pile of flesh you can pitch your startup to.  The entire entrepreneurial community thrives on meaningful relationships.  Let’s become the relationship generation.

Only The Good Die Fast


The great grow rapidly.  They find a brilliant idea and execute on it.  They iterate and build intelligently. They are wildly ambitious with their idea but they are reigned-in when it comes to shipping new features.

The terrible die slowly.  They drag it out.  They hold onto an idea that either they cannot execute well or is just not viable.

Only the good die fast.  They rapidly test out a radical idea.  If it doesn’t work they are running back to the drawing board; figuring out how to pivot or if they should completely change their product.

There is nothing wrong with failure.  The vast majority of startups do.  Just try to fail quickly.

10 Gifts to Give Yourself

People mean well when they get you presents but often you know what gifts are more practical than they do.  Here’s a list of the top ten things to give yourself to improve your knowledge of entrepreneurship, investing, and technology.  Though targeted at entrepreneurs, I feel like much of this list would be very useful for people pursuing music careers either solo or with a band.

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  • Treehouse subscription: Have you ever wanted to build an app? How about build a website for your business or band? Stop wasting your time messing around with templates that look incredibly derivative and learn how to do it yourself. Treehouse has some of the best instructional videos I’ve seen online. There is student pricing available if you email them a recent transcript.
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  • Mastering the VC Game: Written by Jeffrey Bussgang of Boston’s Flybridge Capital, this is a fascinating look at the world of Venture Capital.  Jeff has been on both sides of the entrepreneurial equation so he can explain VCs in a way that entrepreneurs will understand.  This is also covers some truly interesting Boston startup history that younger entrepreneurs may not be familiar with.
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  • The Lean Startup: This is the book that will change the way you think about business and developing ideas. It’s another book for startups that I cannot recommend enough to bands.
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  • The Play Ethic: Pat Kane’s revelatory book on the power of play in ideation and business.  Sadly it’s only available digitally for Kindle or used (and pretty pricey for a physical copy since it’s so popular).
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  • Getting to Yes: Negotiating Agreement Without Giving In: My friend Amy Mantis suggested this book to me after hearing good things.  My pile of books to read is stacked pretty high but I have added it to my list.  I feel those that don’t think of themselves as “business people” (engineers, musicians, etc) would do themselves a great service by reading this.
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  • Absolute Beginner’s Guide to C (2nd Edition): I’m taking the Harvard’s edx course on Computer Science and this is the textbook they suggested we get to follow along with the lectures.  Author Greg Perry assumes no prior knowledge and does an incredible job of making the C language very accessible.  Python and Ruby are all the rage but if you want to learn C this is the book for you.

All in?

As Ringo says, “it don’t come easy.”  The Beatles are a great example.  They played at bars for hours and hours every night and then went home and played even more.  

There’s no, “I’m trying to become a rock and roll star in my spare time.”  The same applies for building a company.  How can you expect other people like the drummer in the band or co-founder of your company to devote their time if you don’t do the same?

College is a place for people to dabble in and experiment with many topics that interest them.  Few people find something that they want to spend every moment thinking about or working on but those that do must seek out others like them.  They should not expect the average college student to be capable of focusing on one project.  

The ones that really don’t want college to distract them from their passions drop out or take time off (I did the latter).  I’m not advocating either option unless you feel compelled to make that decision on your own.  If you do take a break or drop out you had better focus on what you were supposedly putting your institutional education on hold for.

No, it don’t come easy, but if you love what you do you should savor every moment.

The Formula For Luck

I don’t believe in luck.  I believe that skill, hard work, and putting yourself in the right place (as opposed to, “being in the right place at the right time”) are just three of the variables to a formula that many people define as “luck.”

“Luck” is a word used by people who don’t wish to over-analyze their success.  

It is used as an excuse by those that fail as a way of explaining why someone else succeeded.

Why You?

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This question will always come up, it’s just a matter of time.  You can either be prepared to answer it or be completely sideswiped. 

What makes you the right person to lead the next game-changing startup or become the next big singer-songwriter?  Why are you the person that can succeed where so many others fail?

It cannot be your drive or willingness to work every hour of every day.  There are so many people that can and will do exactly that.

It is the result of those many hours that matters.  It all comes down to execution.  

If you do not have a proven track record it becomes all the more difficult to convince someone that you are the person who can make things happen.  Experience in a related field or even a general history of tenacity can go a long way towards proving you are the person who will reach the milestones that so many fall short of.