Contributing to the Conversation

A lesson from Kit White: how creating art adds to the historic dialogue.

MFA_Boston_Samurai

Art is a continuing dialogue that stretches back through thousands of years.
- Kit White [1]

My favorite spot to visit in Boston is the Museum of Fine Arts. This place has numerous opportunities to get lost in rooms full of spectacular artwork. While wandering through the MFA I have discovered art from around the world, which many times has traveled to this place and time over hundreds, sometimes thousands, of years. The last trip to the museum offered the chance to see a new exhibit, “Samurai! Armor From the Ann and Gabriel Barbier-Mueller Collection,” and I acted on some inspiration to draw–this was my first time drawing at the museum–some of the samurai armor on display.

While I was drawing quietly in front of a magnificent suit of armor (shown above) an art student from a local university came over to see the sketch. He seemed very thoughtful and interested, so I offered him a pencil and paper. This offer was eagerly accepted and we both sat quietly working for the next ten minutes or so. After finishing the drawing he gave a sincere thanks and went on to explore the rest of the collection.

There were many objects that caught my attention, and by the end of the exhibit the original sheet of paper was filled with a half-dozen sketches.  I was sitting on a bench in front of the final display when an older gentleman came over to chat. He had trouble talking and hearing, but it was surprisingly easy for us to connect over the beauty of the samurai exhibition. As the conversation gradually came to a close  it  became apparent in my mind that this man should have the drawings. The gift was happily accepted.

The opportunity to connect over artwork with strangers at the MFA reminded me of a lesson from Kit White in the book 101 Things to Learn in Art School. Art is the opportunity to make “…your contribution to that dialogue. Therefore, be conscious of what has come before you and the conversation that surrounds you.” [1]

Jason Freeman is the founder of Work of Start.


1. Kit White. 101 Things to Learn in Art School (Cambridge, Massachusetts: MIT Press, 2011), 16.
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Building Artisitic Connections

How creating art can give form to the abstract.

Schermerhorn Symphony Center Birth of Apollo

Creating ideas that spread and connecting the disconnected are the two pillars of our new society, and both of them require the posture of an artist.
- Seth Godin [1]

Through drawing, I try to capture readers’ interests by sharing how subject matter in my artwork has inspired some new understanding. A recent trip to Nashville, Tennessee provided an opportunity for “connecting the disconnected” with artwork when I encountered a beautiful fountain in front of the Schermerhorn Symphony Center. The fountain is home to a statue depicting the birth of Apollo, and this scene became a symbol in my mind of Nashville’s new development as a city around a long-established passion for country music. In the recent history of Nashville, there have been hundreds of millions of dollars invested in creating new venues to celebrate and share “Music City’s” infatuation with the performing arts. These improvements include building the Schermerhorn Symphony Center (opened in September 2006)[2], adding a museum (opened in May 2001)[3] to The Country Music Hall of Fame, and the massive Music City Center, the soon to be opened 1.2 million square foot convention center.[4] While it is easy to see the connection between country music and Nashville’s efforts to preserve this unique art, it seems remarkable to explore this link through Apollo’s fountain.

Jason Freeman is the founder of Work of Start.


1. Seth Godin. The Icarus Deception: How High Will You Fly? (New York: Portfolio/Penguin, 2012), 5.
2. Acquired from the Nashville Symphony website – NashvilleSymphony.org
3. Acquired from the Country Music Hall of Fame website – CountryMusicHallofFame.org
4. Acquired from the Nashville Music City Center website – NashvilleMusicCityCenter.com
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Time Will Tell

Using technology as a platform—not the reason—for change in the publishing industry.Illustration of the Jefferson Market Library in Greenwich Village

At the intersection of relevance and obsolescence is the ability to recognize opportunities for change based on shifting consumer behavior and the subtle coalescence between emerging and disruptive technology.
-Brian Solis  [1]

The book publishing industry is in a state of transition, and there appears to be two polar differences in perception about what this change means for the industry. On one side, there are pronouncements that book publishing as it is known today is on a path to obsolescence, the only option being to delay the decline for as long as possible. However, there are others in publishing who state that the industry must be completely remade to survive in the long term. Those advocating for fundamental transformation will often refer to new technology development and application as the reason to disrupt the status quo.

My own opinions about the future of publishing were greatly influenced by a recent trip to New York City. Traveling by foot down Sixth Avenue, I discovered the historic Greenwich Village. While I stood at the stoplight waiting to cross 12th Street, my eyes looked up to see a beautiful building that appeared to be a church.  After doing some research later that week, I was surprised to learn that this building was operating as a public library. Even more unexpected, the structure originally served as a courthouse after the initial construction was completed in 1877. Now called the Jefferson Market Library, the building was almost torn down in the late 1950s after sitting vacant, no longer in use as a courthouse. It took the advocacy and support of some influential and concerned residents to save the historical landmark by converting it to a library. [2]

I believe the evolution of the Jefferson Market Courthouse to the Jefferson Market Library serves as a wonderful example of modernization without sacrificing the historically significant. This example of preserving a historical foundation while embracing progress acts as a powerful metaphor for the book publishing industry. I was again reminded of the future of publishing when reading Brian Solis’ new book, What’s the Future of Business? in which technology is not described as a “catalysts for change, but merely among its agents.” Emerging and disruptive technologies are not the reason to transform book publishing. They are a platform for the industry’s evolution.[1]

1. Solis, Brian. What’s the Future of Business? (Hoboken, New Jersey: John Wiley and Sons, 2013), 150
2. Acquired from New York Public Library Website – NYPL.org
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‘They Are Able to Turn Deficits into Positives’

Learning shared by The Possible Project from working with high school entrepreneurs.

Cambridge, Massachusetts

In continuing the exploration of how innovation and entrepreneurialism can empower people to better their own situation, I discovered The Possible Project. Having seen firsthand The Possible Project’s positive impact with high school students using entrepreneurialism as a motivator, I believe it is important to share the lessons learned here in the Work of Start.

Illustration of Megan Dolan, Leah Camhi, and Jacey Buel of The Possible Project by Jason Freeman

The Possible Project serves as an afterschool program for Cambridge Rindge & Latin School (the main public high school) and two public charter schools, Prospect Hill Academy Charter School and Community Charter School of Cambridge. I sat down one morning with Leah Camhi (Executive Director), Megan Dolan (Development & Communications Manager), and Jacey Buel (Entrepreneurship Education Director) at The Possible Project workspace in Cambridge, Massachusetts, to talk about working with high school students as they become entrepreneurs in the program.

Megan first shares how The Possible Project has evolved over the program’s existence. This evolution has been spurred by having the opportunity to listen to the students directly and learning from their individual situations. She elaborates on the importance of adapting the program based on understanding the individuals they serve, and that there was no way to “account for the difficulty and challenges that many of our students face in their lives” until the actual work was underway. Megan also shares her appreciation for Jacey’s strong encouragement to move away from strictly planning the curriculum and more toward accelerating the timeline of actually working with students when the program was initially being developed. Leah reinforces the importance of learning through doing and shares that as The Possible Project continues to grow their intent is to be “malleable enough that we can figure out what is working and isn’t working.”

Traveling abroad, taking care of younger siblings, and participating in school activities such as sports are all examples of “life happening” for students in The Possible Project. The organization has responded with big changes such as moving from a semester to a trimester system to give students additional entry (and reentry points) into the program, and small changes including adjustments to the student incentive programs (students are now rewarded with prize redemption points instead of gift cards for progress in developing their individual businesses). It is the pragmatism and flexibility seen in working with The Possible Project that has so impressed me, and I ask the group to share more about their unique approach to encouraging the entrepreneurial spirit in their students.

“Everything that we try to do is really built around teamwork because there is more accountability if you have got a partner or partners,” shares Leah. The importance of starting with teamwork is elaborated by Leah through an observation that “if you infuse something at the very beginning then it becomes commonplace.” During a discussion about how to foster a collaborative environment, Jacey explains that the majority of the time a student is at The Possible Project “there is no such thing as speaking out of turn.” For instance, a Possible Project student is not going to have to raise a hand and be addressed formally to actively participate in a team conversation about developing their business.

It is a discussion about The Possible Project’s emphasis on teamwork along with differences from a traditional high school curriculum that prompts Megan to impart “we are purposefully not school-like in our approach, but we have a very strong connection to the schools.” These ties to the high schools include their nomination of students for The Possible Project, maintaining a formal point of contact at a school, and reports about the students’ academic and behavioral progress. While Leah points out how critical it is to have these formal affiliations to the schools and the students they serve, she also notes the importance of having people from the Cambridge community such as Jacey on The Possible Project’s staff.

Leveraging ties to the community also involves tapping into other resources such as a thriving entrepreneurial ecosystem in Cambridge. Megan describes what she has coined the “e-shuffle” where students are able to interact with various local entrepreneurs who are also building a business. Leah smiles as she quips that the students are energized by bringing back the numerous business cards they have collected during these interactions and that “they love to have ‘business contacts.’” It is this external contact that gives the students perspective on the challenges of building a business and opens their mind to new opportunities.

The Possible Project students are also able to glean from the e-shuffle a passion that is usually invested in a startup by the founders. Starting a business imparts a sense of ownership and dedication, according to Jacey, because students in the program “pick things that are personal to them, or that bring out a part of them that would not be brought out in school.” The discussion on passion also highlights an interesting and counterintuitive element of The Possible Project: entrepreneurism used as a motivator for the students that are struggling in school as well as for the students who are doing well academically. Jacey points out that for the academically-successful, entrepreneurialism “gives them the opportunity to have fun.” He shares an example of a student who uses time to bake cookies for her business as an outlet to counterbalance the pressure of homework and tests.

The students in The Possible Project and the businesses they create are “not treated as some off-hand hobby,” as stated by the staff. The dedication to treating the students and their businesses in a serious way comes through very clearly when talking to Leah, Megan, and Jacey. When asked why the group is so passionate about the program, I’m given the analogy of those inspirational entrepreneurs who go out to solve problems using their own unique set of skills and resources. In a similar way, The Possible Project works for the students because, with respect to talent and passions that might not be appreciated in the high school setting, “they are able to turn deficits into positives.”

Jason Freeman is the founder of Work of Start.

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Burning Your Ships

Removing the option to go back: a key lesson for the innovative leader from Sun-tzu’s The Art of War.Statue of Liberty

[The Skillful Warrior] leads his men into battle
Like a man
Climbing a height
And kicking away the ladder;
He leads them
Deep into the territory
Of the feudal lords
And releases the trigger.
He burns his boats,
He breaks his pots…
- Sun-tzu  [1]

One fall evening in 2010 my wife Melissa and I were sitting around our kitchen table talking about our hopes for the future. At the time we were living in Fresno, California,  the city where we both grew up, moved away from, and then moved back to to get married. This was the place where we began our lives as individuals and it was the place we had decided to start our lives in marriage.

During those first couple of years after our wedding we found ourselves in good jobs, buying our first house, founding my first company (any entrepreneur’s spouse should be considered an honorary cofounder), and completing degrees at the university. We even adopted an american bulldog named Milly from the dog shelter. She was an exceptionally large and brawny dog, but nothing if not exceptionally sweet. It was probably the shock from the unexpected death of Milly that woke us up to the idea that we wanted to chart a different course for our early years in marriage. And charting this new direction was the topic of conversation at the kitchen table that evening.

Melissa had been reading the The Oz Principle, a book about personal accountability, and had recently shared a passage telling a story attributed to Alexander the Great:

When Alexander’s army reached the coast of what is now called India, he ordered his men to burn their ships. When the men hesitated at such a shocking order, Alexander responded, ‘We’re either going home in their ships or we’re not going home at all.’
-Roger Connors, Tom Smith, and Craig Hickman  [2]

It was the story of Alexander eliminating any option of retreat that profoundly influenced our decision to pursue our happiness by deliberately burning our own ships. With the belief that happiness for us was to be found exploring and learning about the world together we decided, right there at the table, to move. By renting out our house soon after this talk we took our first step to remove any option to stay put. The next steps were telling our employers that we planned to leave in the near future and to also preemptively commit to impart our cars to family members for after the move. Our final big step and deliberate action was selling our ownership interest in my first startup the spring of 2011. During this time of burning ships there was always uncertainty about the specific destination, but we trusted that things would work out if we continued solidifying our commitment to our growth as a couple.

Declaring our intent was the first step in a series of actions that eventually lead us to our new home in the Boston area. Though, I believe that it was our first trip to New York on Thanksgiving of 2011 that helped me to articulate the power of the story of Alexander burning his ships. Seeing the Statue of Liberty for the first time on this trip opened my eyes to the courageous journey that so many immigrants undertook by leaving their homes behind to come to the United States. Standing there, both humbled and inspired, I shared in the view that for many was their first sight of their new country and home.

During a recent trip back to New York I read Sun-tzu’s instruction in The Art of War to burn an army’s boats and break their pots in order to remove any option of retreat. This passage inspired me to share the first time I had learned this lesson here in the Work of Start.

Jason Freeman is the founder of Work of Start.


1. Sun-tzu (Sunzi); translated with an introduction and commentary by John Minford. The Art of War(New York: Penguin Group, 2009), 77-78
2. Connors, Roger, Tom Smith, and Craig R. Hickman. The Oz Principle: Getting Results Through Individual and Organizational Accountability. Rev. ed. (New York: Portfolio, 2010), 37.
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The Ground Worth Struggling For

Finding that key competitive position: a great lesson for the innovative leader from Sun-tzu’s The Art of War.City of New York Public Library Lion

When the ground
Offers advantage
To either side,
That is
Strategic ground.
- Sun-tzu  [1]

A few hours before my train back to Boston departed from New York’s Penn Station, I stopped by the public library for the chance to reflect at the end of a demanding business trip. There was a strong pull for me to the familiar lions who guard the entrance to New York Public Library Schwarzman building now and for the past 100 years. [2] These silent guardians sat as reminders of one my favorite thinking places in Boston, the public library that also has lions (please see A Storied History), lying couchant, protecting the thoughtful.

This trip to New York is one of the many I will have to make in my work to try and develop a business around innovation in the book publishing space. My work for an early stage startup provides the privilege of seeing raw innovation morph into something valuable to the world– this is the intersection where scientific experiment meets practicality during the evolution of a business.

I sat there quietly in the library’s grand reading room making follow-up notes about the potential strategic partners and customers I had met on the trip. During this time a realization began to form about strategy based on a lesson from Sun-tzu regarding the different types of ground in which to do battle in The Art of War. Sun-tzu’s instruction tells us that strategic ground is “[l]eternally, ground worth struggling for…” as translated by John Minford. That being said, it has been my great surprise as an entrepreneur how challenging the act of identifying a key strategic position can be that is both advantageous and accessible for a developing business. Accordingly, it is my belief that great entrepreneurs are effective because they have the capacity to abstain from seemingly strategic opportunities that are not yet accessible to a new business.

Jason Freeman is the founder of Work of Start.


1. Sun-tzu (Sunzi); translated with an introduction and commentary by John Minford. The Art of War (New York: Penguin Group, 2009), 268.
2. Acquired from New York Public Library Website – NYPL.org
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Virtues of Leadership in Innovation

Seeking wisdom first: one of the the many lessons Sun-tzu’s The Art of War offers an innovative leader.

Statue of Charlemagne with guards

Command is
Wisdom,
Integrity,
Compassion,
Courage,
Severity.

- Sun-tzu  [1]

On a recent trip to France I was reading The Art of War and during a brief wait at the Charles de Gaulle airport I came to Sun-tzu’s list of characteristics required for effective command. This passage stayed with me throughout the trip and upon seeing the statue of Charlemagne in front of the Notre Dame Cathedral I was struck by the power of Sun-tzu’s insight. What had the most impact on me was not, in regards to effective leadership and command, the rendering of Charlemagne looking ahead into the distance, but the impression left by the vigilant and fearsome guards guiding the emperor on horseback. This visual created a lasting metaphor of leadership in my mind with respect to innovation—to effectively manage a team which is innovating requires a leader, first and foremost, to be wise and thoughtful, because the reins of the horse driving an innovative process are not held by a single person at the top.

Jason Freeman is the founder of Work of Start.


1. Sun-tzu (Sunzi); translated with an introduction and commentary by John Minford. The Art of War (New York: Penguin Group, 2009), 106.
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