My Entrepreneurial Journey (est. 2008)

This month marks my 11th anniversary on Twitter. It’s also the first time I’ve had the freedom to discuss side projects without fear of retribution from an employer. Some of these stories come up in conversations with clients or entrepreneurs I coach, making me realize I never took the time to capture them in one place. Like the time I met with Mark Zuckerberg, or when I had lunch with his sister Randi. Or the time I was on the Tyra Banks show to talk about Twitter. Each of these could easily be their own story. And maybe one day I get the time to write them. But in the meantime, here’s a timeline with brief commentary. Enjoy!

2007: Graduated from Washington & Jefferson College. Moved to Silicon Valley. Started a 10-year journey of living check to check.

2008: Quit my job at an HR Consulting Firm Valerie Frederickson & Company to join my first tech startup.

2008: Meeting with Mark Zuckerberg’s sister Randi

Just out of college, I consulted a local assemblyman in San Jose, California’s 23rd district on using social in his campaign. I reached out to Facebook’s VP of Business Development Dan Rose to pitch them on an idea to target users based on location to get out the vote on behalf of local politicians. At this point, Facebook hadn’t done anything with politics. Rather than die in the inbox, he handed it off to Randi Zuckerberg, Mark’s older sister, who at that time was responsible for “special projects”.

We winded up having lunch at Facebook HQ in Downtown Palo Alto on September 10th and I never heard from Randi again. But no more than a week after our meeting I started to notice the “get out the vote banner” I pitched her on at lunch at the top of my news feed. I immediately had these mixed feelings of “Whoa, I’m smart!” and “Dang, no love?!?!”. Recently I shared this story with someone and it seemed unreal. So I did a Google Search for “facebook get out the vote 2008” and found a 2014 Tech Crunch article that confirmed my timeline.

2009: Got fired from my sales job at the tech startup for going being a guest on the Tyra Banks Show at the end of the Sales Quarter

2009: Meeting in Mark Zuckerberg’s Office

2010: Created for Social Career Management

Werkplay, my first solo company, never went anywhere. But it was a great learning experience, and helped me avoid a lot of mistakes in hiring, fundraising, software development, managing a budget, plus market and user research the next time around. I did find this old pitch deck from 2009 that made me cringe, but will probably make you laugh.

2012: Created for Social College Application Management, won Gates Foundation College Knowledge Challenge

2014: Moved back home to New Orleans. Started to give back to my community: Black Girls Code, 4.0 Schools, and joined Board of Directors at Rooted School

2015-17: Met with over 300 Library Deans and Directors from 30 countries. Admitted to IE MBA program in Madrid, Deposited and Deferred.

Far too many experiences and stories to share here. But the experience gained here was better than any MBA could’ve provided. Continued to focus on work and deferred admission to an Executive MBA program in Spain. Continued to travel to business, along with countries across Asia, Europe, North America, and Australia/New Zealand. American Airlines Million miler count is currently at 859,449 as of this post.

2017: Created, a linked data app for talent management

Received funding from a consortium of 6 libraries to build a linked data platform for talent management. When a university IT department joined the consortium, I realized the need existed outside of libraries, prompting an evolution of to something broader.

2018: Joined Camelback Ventures as an Entrepreneur-in-Residence

Joined Aaron Walker and team as their first EIR. In this role, I coached CEOs including Nicole Bishop of Quartolio and Damola Ogundipe of Civic Eagle among others. I also served as a strategic advisor to Aaron on Camelback’s Service Offering. This role also gave me a space to refine ideas on the direction for Libdot.

Post-Colonialist Cacophony: Native Thoughts on the New Orleans Education Experiment

Tony Zanders in New Orleans

For the past sixteen months, I’ve studied, investigated, challenged, promoted, questioned, and embraced the education reform dialogue surrounding my city. Ultimately, I’ve oscillated from a critic (as a native, tax-paying, product of the public school system deemed worthless), to an advocate (as a former director-level staffer at a non-profit funded by national corporate foundations), to a critic again (as a parent navigating the system in question.) This journey has subjected me to insult from fellow reformers who were unaware of my New Orleans heritage, and ostracization from fellow natives who speak uninformed of data supporting progress in our schools.

After sixteen months of reflection, and sufficient distancing from the rhetoric to form my thoughts, I have finally had time to process my emotions alongside data and anecdote from both well-meaning and ill-intentioned individuals, arriving at the following conclusion. Note that this conclusion is not a tacit endorsement or disapproval of the education reform efforts in New Orleans, but rather a set of unshakable observations that I have yet been able to reconcile.

I remain skeptical of the motive of urban education reformers who fail to acknowledge the colonialist tenor in which their work is carried out.

I’m simultaneously grateful for those who forgo lucrative careers, committing their lives towards improving those of disenfranchised youth. Some of them have become good friends whose intentions I have no doubt. But without true empathy, work of the American public servant in the 21st century will always bear the eerie semblance of post-modern colonialism, further imposed through gentrification, classroom socio-behavioral censorship, revisionism/negationism in history curricula, and the like.

Insult compounds injury when the bigger picture of community-wide disenfranchisement is obfuscated behind self-serving “academic gains”. These issues weigh heavy on my conscience as I sit in an online audience of New Orleanians I was born with, raised among, learned alongside, as we are lectured to by experts on us, our past, our future, our potential, in commemoration of America’s largest man-made disaster, as mothers, fathers, and children are placed under a microscope, dehumanized as unwitting participants in “the Big Easy’s Grand Experiment.”

When people ask me to share my opinion on what’s happening in my city, I am oft inclined to say that when all of the paid contracts expire, the TFA and Americorps-esque loan forgiveness awards are maxed out, when neighborhood lines have been sufficiently revised to reflect “urban planning worthiness”, and the noise of the auction floor quiets from the highest bidders being awarded their goods, those who were fortunate enough to escape geographical eviction will be left to clean up the lab equipment, needles, and other refuse from the great experiment. But of course, the wage for their janitorial services won’t allow them to enjoy fruits of their gentrified labor. Sorry for the uncomfortably familiar American narrative. Actually, I’m not sorry.

I am happy however to offer a curated reading list to point your web browsers to in case you’re interested in the “real story” on Education in a Post-Katrina New Orleans:

(In case your appetite for opinions of the New York Times variety wasn’t satiated: Racially Disparate Views of New Orleans’s Recovery After Hurricane Katrina)

And for the more scholarly among us:

I cross-posted this on Medium.


Failure as a Currency

One of the first stories I was told at 4.0 was of Kinobi — a hardware startup founded by Chapman Snowden that took part in 4.0’s Launch Cohort 1, and closed its doors a few months later. I was somewhat confused by this — not that Kinobi failed, but that 4.0 was sharing this with their new communications director as a narrative that should be core to our brand. After all, most incubators and accelerators I knew of hid their Kinobis from the public eye (minus TechStars). But having come to the other side of the fence, I now understand the value of Chapman’s story, and more importantly, my own.

This summer presented a unique opportunity to promote a failure-safe culture among 14 aspiring entrepreneurs, as we hosted our 9th cohort of education entrepreneurs during July. The culture and process was totally new for me. Having founded companies in Silicon Valley and Boston, I became quite proficient at only painting rosy pictures about my startup: quick to mention wins and high moments, conveniently forgetful about stressful lows. My rationale was logical: Everyone you meet could either be an investor, a hire, a customer or a connector, and making a strong first impression is top priority. This rationale was also lethal: I was forced to learn things the hard way, people who could potentially help me weren’t able to, and it eventually led to a false perception of myself and the health of my company.

Nine months ago, I resigned as CEO of Applyful — a collaborative college research platform for families. I hadn’t discussed it much with anyone outside of my team, board and loved ones, primarily for my team’s sake, who for the most part is still working hard to democratize the college research process. After a while, it became difficult to balance my desire to not damage the company’s credibility, with the desire to share my story with people who could benefit.

One day in the office, Christine Ortiz asked to learn more about it, and thought it was a story that should be shared with the cohort. Three parts nervous, two parts relieved, I was able to rationalize finally talking about my failures as a CEO as something I had to do for work. I had a flashback to 2003. It was my first speech to hundreds of people — a black kid from New Orleans in my freshman year of college talking to families considering sending their sons and daughter to my ninety-five percent white alma mater. I had the most epic case of butterflies until I decided to tell a joke. And the span of time between the end of that sentence and the crowd bursting in laughter felt like infinity.

Fast forward eleven years: a failed entrepreneur sharing lessons learned as a CEO for 18 months. Deja vu took over. Here I was again, talking to a room of important people about something I had no clue about. My mind begins racing:

“How did I find myself here again?”

“What’s the least embarrassing route to 2:30?”

“Wait, they’re actually planning on listening?”

“Where are all those distracting iPhone apps when you need them?”


And just like the first time, laughter came to the rescue, followed by applause and a Q&A session that made me feel like I was a part of a community. It brought my attention to an aspect of the 4.0 community that catches most people off guard: Competition is completely absent within each cohort. My audience was more comfortable with failure than I was, primarily because each Wednesday evening during Launch, they practiced being transparent and overcoming embarrassment to get help running their businesses.

We often hear the statistics about 9 out of 10 startups won’t succeed. But I’ve always wondered: where does that 90% of wisdom go? Will first-time entrepreneurs continue repeating the mistakes their predecessors made because of our cultural norms? Or will we begin to model our incubators, accelerators and innovation labs to discourage startup shaming and begin to treat failure as a currency?

If you or someone you know has been here before, give us a preview in the comments. We can learn from you.

Tony Zanders is 4.0’s Head of Communications and Outreach. A New Orleans-native and two-time tech entrepreneur, he most recently participated in the Gates Foundation’s College Knowledge Challenge. Read more of his work here.