Diving Into The Deep End of Entrepreneurship: Week 2 With the Win Team

Starting a new venture with students two weeks into what is supposed to be their summer break is tough. The last place they want to be is back in a classroom, and while I need to teach them a variety of skills, I also want to make sure they are having fun, gelling as a team and learning all at the same time.

Managing the MassChallenge partnership for Wheaton College is a challenging one. I purposely chose students from a variety of majors. Each of them brings different pieces of experience to the table and part of my job is figuring out how to put all of them together into a finished puzzle.

I chose to start the week with an exercise I do in any marketing course I teach to help me gauge the student’s knowledge of the digital marketing landscape.

The students choose a consumer product that we are going to sell, and then we step through all the things we need to create and manage to be successful. This time on the merry-go-round they decided that we were going to be making and selling “sustainable silly string.”

On our whiteboard, we walked through our needs for a website, social media accounts, and a successful supply chain. The talk quickly switched to tactics, stunts and other ways we were going to create content to help raise awareness and market our product.

As I hoped, there were many detours into specific topics during this exercise. Discussions happened around if we were going to manufacture overseas or find a way to make it “American-Made.” They loved the idea of showing off the product at farmer’s markets and other events, but I forced them to come up with ways that we’d sell our product with these stunts.

The purpose of this exercise is two-fold. First, it gets the students active and engaged. A perfect way to start off the day and wake their minds up. Second, it highlights areas that they need to learn. A big revelation is that none of them knew how press releases worked and why they can be helpful. This will undoubtedly be an upcoming lesson.

On top of learning from me, the intern team from the WiN Hub across campus joined us so that one of them could give a presentation on HubSpot and what inbound marketing is all about. Students sharing knowledge with other students is always beneficial when it can happen.

The other major topics of the week focused on content marketing and influencer engagement. Two items I know a lot about from years of experience.

It is refreshing to take topics that I know so well and expose new minds to them. The questions that arise and the discussions that follow. Me teaching the students, but them also opening my eyes to new creators/influencers/brands that I have never heard of.

To put into practice what they learned, I split the group into two teams and gave them a couple of hours to go away and brainstorm what kind of influencer campaign we might be able to do for the Mexico Tourism Board. They had to come up with five individuals that they’d want to approach to take part in the campaign and to justify their choices.

They came back with a variety of ideas and individuals. I smiled as I watched them take what they had learned moments ago and showed me that they were listening and learning. We even received a helpful reply from the tourism board on Twitter.

To end our week, we had a guest lecture. Gene Begin is the Vice President of Marketing & Communications at Wheaton College and an old friend of mine.

He shared the process his team uses when working with clients to take their ideas and make them a reality. I want these students to hear from other people out in the field doing the work. Understanding how a department at Wheaton College requests a new brochure, video or other creative asset and the steps that Gene and his team take to ensure that everyone is happy will be beneficial when the team begins working with clients at MassChallenge.

Thank you, Gene, for taking time out of your busy schedule to share your expert knowledge with the team (and bringing some fun branded schwag for them and me too).

Sitting here with my coffee looking back at the week, we accomplished a ton. It feels good to see the team coming together and their confidence building.

The team’s homework for the weekend is to make sure that their LinkedIn profiles are up to date. We are going to be taking new headshots and diving into each of them to make improvements. Mine certainly needs a refresh, so I’m looking forward to their suggestions.

I may have thrown them into the deep end of the pool, but I have confidence that they’ll be swimming laps in no time.

830 words

The End Of A Great Summer of Work

The Wiggly Line Between Professor and Manager

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© Legend - A Handcrafted Misfit Theme

C.C. Chapman


Sketch of C.C. Chapman by Hey Instigator!There are many aspects OF who I am and what I do. Putting together THIS PAGE is one of my least favorite things to write because talking about myself is not my idea of a fun time.

When asked what I do my current answer is, “I create, teach and motivate people to do more good in the world.”

Of course, that doesn’t cover all that I work on professionally and personally, so that is why I created this page.

Official bios and headshots can be found below.

Who is C.C. Chapman? I’m a…


I’m constantly writing and always working on my next book. You may have read some of my published works including Amazing Things Will HappenContent Rules or 101 Steps to Making Video Like a Pro.

Freelance writing or citizen reporting assignments excite me.


If I had to choose a style, I’d say my photos are a mix of documentary, travel and lifestyle photography. While I may not enjoy taking head shots, I love to shoot faces. I rarely go anywhere without a camera in my hand and I’ve been fortunate to see my photos on the pages of Rolling Stone and The Wall Street Journal.

I’m currently shooting with a Canon 80D, an iPhone 7+ and a Chroma 4k Drone.

My photos can be found on Instagram and Flickr.

Marketing Consultant

With over twenty years of marketing, online media and community building experience I have the skills and experience to help your organization no matter the size. Previous clients have included The Coca-Cola Company, American Eagle Outfitters, and HBO.

I focus on social good/impact marketing, content marketing, and brand strategy. My favorite clients are NGOs, nonprofits or brands looking to make a difference in the world.

Feel free to double check my credentials on LinkedIn.

Keynote Speaker

I’m happiest when on stage educating and inspiring an audience of any size, anywhere in the world.

I have spoken at everything from large international events, corporate retreats and at special gatherings of unique individuals. If you need someone who will inspire, educate and entertain your audience I’d love to chat.

Advocate & Volunteer

I believe in using my skills, time and voice to champion causes that are important to me. I’m especially interested in anything military, dogs or children focused.

I’m currently the President of the Board at Wediko, a member of the ONE Girls & Women Advisory Board, serve on the board of The Hockey Foundation and recently joined the No Kid Hungry Social Council.


Helping others learn and inspiring them to achieve their goals is the most fulfilling thing I do. As a Visting Instructor of Business and Management at Wheaton College and as an Adjunct Professor of Marketing and Communications at Bentley University I get to do this with the next generation. I’ve also developed and taught courses for LinkedIn LearningLynda.com, CreativeLive, and Treehouse.


On top of all that I’m a proud life long New Englander who was born and raised in New Hampshire, but now resides outside of Boston.

I married my high school sweetheart, have two amazing kids and love being a dad.

I’ve been online since 1989, began blogging in 2002 and podcasting in 2004.

Previous endeavors I created include Accident Hash, Passion Hit TV, Digital Dads and The Advance Guard.

Tattoos, travel and the outdoors turn me on. There are fewer things more perfect than a well-done cocktail, a delicious meal or live art of any sort. I love my GORUCK, Field Notes and am a proud Misfit.

To understand me is to understand that I try to live a purposeful life every day that is full of adventure, love and making the world around me a better place for all.

Official Bio

C.C. Chapman describes himself as a New England raised storyteller, explorer, and humanitarian. Others have described him as a thought leader in the online marketing space, a grounded futurist and one the nicest guy on the Internet. Over the years of his career, he has worked with a variety of clients including Nike, HBO, American Eagle Outfitters, ONE, Verizon FiOS and The Coca-Cola Company.

He is the co-author of the International bestseller Content Rules and is also the author of Amazing Things Will Happen. He travels the world speaking in front of audiences to do more in the world and how to understand content marketing better.  C.C. has taught classes for Lynda.com, CreativeLive and now as an adjunct professor at Bentley University (where he also graduated from).

C.C. is an advocate who speaks about building passionate communities and the strategic values of content-based marketing. He is a Samsung Imagelogger, the original ONE Dad and a UN Foundation Social Good Fellow. As a storyteller for hire, his work has appeared on the pages of Rolling Stone and The Wall Street Journal.

C.C. is the past Chairman of the Board at Wediko and currently serves on the board of The Hockey Foundation. He happily lives in the woods outside of Boston with his loving family. Find out more at CC-Chapman.com


Fun Bio

You’d be hard-pressed to find a more multi-faceted or enthusiastic creative/strategic partner in the marketing and content creation fields. This greatly hails from C.C.’s unstoppable combination of marketing experience and savvy (which a great many professionals claim to have), and incalculably valuable “on the ground” knowledge and insight as an influential content creator himself (which a great many professionals do not). The result is a best-of-both-worlds mashup of marketing expertise.

C.C. Chapman sports the pro cred to be a talker (working closely with such clients as American Eagle Outfitters, Coca-Cola, HBO and Warner Bros.), and the passion and gumption to be a doer (creating content for the emerging Online Dad market, marketing professionals, music fans and more). He’s helped create, manage and execute ambitious online and offline marketing campaigns for startups and multinationals — and has the invaluable good sense to know which outreach strategies work with audiences, and which ones fall flat.

He authoritatively speaks your language. He speaks your CMO’s language. Most important, he’s fluent in your market’s language. It’s a killer double-chocolate-and-peanut-butter combination. Contact C.C. to learn how he can help your organization achieve its business goals. There’s, even more, to know about C.C. Chapman if you want to read it — and you should. C.C.’s skills are an embarrassment of riches.


Head Shots

CC-Chapman-Cubelean     CC-AYASummit

CC Chapman Headshot Vertical    CC-armscrossed


I’m involved with a lot of organizations and clients. I believe in being completely transparent and open about everything I’m working on. I’ll do my best to keep this updated and of course, will clearly disclose relationships in any post that require them.

I am open to being pitched and invited on press trips.

Companies do send me items in the hopes that I will review it or share with my community. If you send me something it does not guarantee a review.

With that in mind, my mailing address is:

9 C Medway Road #117
Milford, MA

Current relationships include:

  • Verizon FiOS provides me with service in exchange for a monthly post on technology of my choosing


Affiliate links are used whenever they are available when linking to products of any sort.

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