#MentalNote · communication · History · Leadership · Movies · Technology · venture capital

Overcoming Collaboration Trauma

I try to write and post by Friday but this topic had a lot of angles and research involved so I thought I’d take the weekend. Here we goooo.

Collabo

Earlier this week, I was on a call with a group of black founders thinking of collaborating in a major way. (More details to come) During the meeting, one of the founders said something that I’d never heard before. “ As we work together, we have to understand that many of us have “collaboration trauma” and we need to be cognizant of that as we find new ways to collaborate.”

After the meeting, I went down a rabbit hole trying to figure out if there was any information out there on collaboration trauma and I used my google-fu to find research or articles mentioning collaboration trauma. I couldn’t find anything significantly substantial.

Taking a step back, I walked through my experiences with collaboration to better understand what they meant….Some background for those who still wonder what I do for a living.

  1. I work at Kohactive as a product manager. I help companies build software products for internal and external usage. Yes, that is me on the first page.
  2. I teach at General Assembly as a part-time instructor – I teach product management twice a year.
  3. I invest and advise early-stage startups at the intersection of technology and impact at tiphub.vc
  4. I assist my father with his ventures in Sierra Leone, Nigeria, and Kenya.

Collaboration, in most of my work, is essential to unlocking significant value for the parties involved. But with certain areas, there’s a lot of structures that are repeatable and trustworthy which makes collaboration easier.

For example, as a product manager at Kohactive, there are processes and methodologies in place for me to leverage to ensure I’m working well with designers, engineers, users, customers, etc. I rely heavily on those processes to make sure there’s maximum collaboration.

As an instructor, there’s a standard norm of teacher/instructor to student. I spend most of my time navigating that predefined role in order to create a positive experience for students. On my end, I look at it as getting paid to learn about different industries.

With tiphub, there’s a lot of collaboration opportunities but this is where most opportunities fall through. Most of the time, I’m caught taking meetings / having conversations that make me feel like I’m stuck in a power struggle. I feel like there’s someone who is trying to finesse me or I’m getting the better end of the transaction.

Working with my father is a total crapshoot. Sometimes it hits and sometimes we get burned. But over time, there are wins.

Epiphany: The Prisoner’s Dilemma

The Prisoner’s Dilemma came to mind as a great mental model to think through strategies of collaboration. (I finally get to show I learned something in econ class.) Here’s a quick rundown:

The Prisoner’s Dilemma is a subset of Game Theory that explores the incentives for collaboration between two actors. It was originally framed in the 1950s with this scenario:

Two members of a criminal gang are arrested and imprisoned. Each prisoner is in solitary confinement with no means of communicating with the other. The prosecutors lack sufficient evidence to convict the pair on the principal charge, but they have enough to convict both on a lesser charge. Simultaneously, the prosecutors offer each prisoner a bargain. Each prisoner is given the opportunity either to betray the other by testifying that the other committed the crime, or to cooperate with the other by remaining silent. The possible outcomes are:

  • If A and B each betray the other, each of them serves two years in prison
  • If A betrays B but B remains silent, A will be set free and B will serve three years in prison
  • If A remains silent but B betrays A, A will serve three years in prison and B will be set free
  • If A and B both remain silent, both of them will serve only one year in prison (on the lesser charge).

There’s a ton of research on this but one of the best examples of the prisoner’s dilemma is in the movie Dark Knight. Just to give a little more context, during the movie, activities facilitated by the Joker cause two ferries, one full of prisoners that Harvey Dent and Commissioner Gordon locked up and the other full of other people, to escape the city on a boat.

While sailing off, the two ferries lose all power and their engines die. Both ships realize there are explosives all about the boat, and they both find detonators. It is at this time that the Joker’s voice is heard over the loudspeaker of both ferries, and he informs them that they are part of a social experiment. The detonator on each boat is for the other boat.

One ferry must press the button and destroy the other boat by midnight, or else the Joker will destroy both boats. This drags out for a while, but eventually, people in the ferry decide not to blow the other boat up.

If you’re interested- here’s the scene in how it plays out at the end:

Probably on the top 10 list for best movies of all time, this scene encompasses so much.

The Joker, as he’s swinging back and forth, said, “Until their spirit breaks completely.” (keep this in mind, we’ll need it later)

One of the major areas of research in the prisoner’s dilemma is focused on incentives for collaboration. This is best evaluated in a matrix.

The dominant strategy for a player is one that produces the best payoff for that player regardless of the strategies employed by other players. The dominant strategy here is for each player to defect (i.e., confess) since confessing would minimize the average length of time spent in prison.

The payoffs make sense in different scenarios. For example, imagine playing 100 rounds and you don’t know how the person will interact. Tit for tat might become the more effective route.

In reality, there are ways to skew outcomes for effective collaboration. For example, #nosnitching law in the streets ensures you understand what to do if you end up in a cooperate/ defect scenario. Standards and norms, in certain scenarios, set up the way we should play the game. In my work life, instructors vs students roles encompass norms that help us understand the best way to collaborate. Even in product management, agile sprints, user stories, wireframes…etc, all of that are tools to engage in more cooperative outcomes for stakeholders.

As I start to look in other areas, specifically in finance and business development, there’s a lot of tailwinds to effective collaboration. For example, there are fewer norms around cooperation when you’re figuring out how to create untapped value. There’s less trust. And in low trust environments, people tend to operate in their own best interest and have no real incentive to collaborate.

This takes me back to what the Joker said in the clip; “Until their spirit breaks completely.” He was responding to Batman’s assertion that people are inherently good and will choose to cooperate over and over again. I believe Joker was onto something, at a certain point people would get fatigued from cooperating and not getting the same incentive as they should. They lose trust in the game and eventually decide to set up a new game with better players, or they play a whole different game.

Collaboration Trauma

Often times black founders who are building startups in the tech space are operating in low trust environments for several reasons:

  • A smaller amount of resources: Less than 1% of venture capital goes to Black founders. (To give you perspective, there was 34 billion USD of venture capital investments done in 2020 Q1) Most founders are in hyper-competition for resources. So the incentive for collaboration might be misaligned.
  • Knowledge/ information asymmetry: Black founders in tech are operating in spaces where they have been systematically shut out. As a result, the knowledge of the processes or communities that help facilitate trust and increased likelihood of cooperation is not available. Ultimately, black founders in tech end up in less cooperative scenarios.

I’m sure there are other industries where this happens. I’m sure there are other groups that are shut off from opportunities in way that leads to, as the Joker described, a broken spirit. This is the trauma that many disenfranchised groups carry with them when they think about collaboration.

So how do we fix it? Well at tiphub, we’ve definitely identified this problem and we’ve started to realize transparency is one of the largest impediments to collaboration. So we’ve really been focused on how we can work on exposing things we normally wouldn’t think to share. For example, we have a playbook where we walk through every process about our company and how and why we make decisions. If you want to read more – read here .

We made our playbook open source. We’re also going to start releasing data on our programs and benchmarks to everyone. A lack of transparency and process is the best way to ensure collaboration is difficult. We’re on a mission at tiphub to increase our success rate by sharing already existing frameworks and making sure everyone has the information needed to increase trust and collaboration.

If we’re going to increase the likelihood of more equitable collaboration in our organizations and interactions, we have to look for those spaces where there’s gray area and work to bring process and transparency as much as we can. If we don’t, we’ll continue to stifle collaboration and perpetuate less optimal outcomes.

History · Politics

Juneteenth

I learned about Juneteenth for the first time in 3rd grade. Ms. Anderson, the student-teacher in my class at the time, read to us about how Major General Gordon Granger landed at Galveston, Texas with news that the war had ended and that the slaves were now free. This was two and a half years after President Lincoln’s Emancipation Proclamation. (signed in 1863)

“The people of Texas are informed that in accordance with a Proclamation from the Executive of the United States, all slaves are free. This involves an absolute equality of rights and rights of property between former masters and slaves, and the connection heretofore existing between them becomes that between employer and hired laborer.” – General Order #3

I may have learned about it at an early age, but I didn’t understand the significance of Juneteenth until I moved to Washington DC in 2010 DOE (During Obama’s Era). Juneteenth was celebrated throughout Through my students and the community, I got to see what Juneteenth looks like up close. I got a chance to participate in parades, go to exhibits opened up specifically to celebrate the day, and enjoy cookouts. I may have participated but it didn’t click until a couple of weeks later.

This was also my first fourth of July in the nation’s capital. Of course, there was a ton of stuff to do. I got a chance to visit the monuments, went to a couple of cookouts, and watched fireworks. I also got to listen to President Obama’s 4th of July speech.

He mentioned something always normally mentioned in most 4th of July presidential addresses but it hit differently.

“Two hundred and thirty-four years later, the words are just as bold, just as revolutionary, as they were when they were first pronounced: “We hold these truths to be self-evident, that all 1 men are created equal, that they are endowed by their Creator with certain inalienable rights; that among these are life, liberty, and the pursuit of happiness.” (to read the whole speech click here.)

And at that point, I realized what Juneteenth meant. It was more than the celebration of the end of slavery. Juneteenth is the celebration of a promise fulfilled. Part of the quote in Obama’s speech is from the Declaration of Independence.

“We hold these truths to be self-evident, that all men are created equal, that they are endowed by their Creator with certain inalienable rights; that among these are life, liberty, and the pursuit of happiness.”

All men… created equal… endowed by their creator… inalienable rights… This is what the founding fathers wrote to King George to justify their need to break away from Great Britain and form their own country. This is the foundation of what drove collective action in the revolutionary war. People fought against an oppressive regime for these inalienable rights.

Sounds familiar? It’s crazy a country that had just shed blood over these inalienable rights would then go and create a 10x more oppressive state for black people. That isn’t living up to its promise if this isn’t for everyone. That’s why June 19th, 1865 is so important. The end of slavery as a state-sanctioned institution in the United States brought us one giant step closer to a more perfect union.

As we can all see, we’ve still got a long way to go. That’s for damn sure. I see all the companies getting the day off and all the celebrations around the country and honestly, it’s great to see. But I wonder, do people get it? Do they understand why Juneteenth is so central to the history of the United States? Do they understand, its way more than a black holiday? This is our history. This is the history of us.

#MentalNote · History · Politics · startups · venture capital

It’s Time To Build Pt. 2

Marc Andreessen, one of the co-founders of Andreessen Horowitz, wrote a timely piece during the height of the US COVID-19 crisis. Titled It’s Time to Build. It’s essentially a call to arms for builders to focus on creating a better reality where we’re prepared for tomorrow’s challenges. It was a collective call to create a more conducive environment for builders and sounded like a call to get back to what made the United States great; making and creating. 

Fast track to George Floyd’s death and we’ve seen a significant outpouring of support and collective action around ending racism and destroying racist institutions. Now more than ever, there’s an awakening to the fact that black people are suffering from systems built to disenfranchise and systematically ensure they’re held down. We’re at a pivotal point globally. We’ve all seen the decentralized protests around the world demanding change and justice for George Floyd and others who have died at the hands of those sworn to protect them. People, now more than ever, want to tear down and rebuild these institutions. 

As we think of building and tearing down institutions we should make sure we’re focused on building a more inclusive type of institution. The only way we’ll really achieve the promise of a future where there’s equality for all is to ensure everyone is in the workshop as we’re building. We know this is currently not the reality. Black people lag behind on most indicators that would lead them to be in the rooms to be a part of this building process. In venture capital, for example, where the rubber meets the road when it comes to building, the stats are abysmal. For those who aren’t familiar with the venture capital space, here’s some data to provide some color:

  • 77.1 percent of founders were white—regardless of gender and education.
  • Just one percent of venture-backed founders were black.
  • Women-funded startups received only 9 percent of investments.
  • Latino founders made up 1.8 percent of those receiving funding, while Middle Easterners totaled 2.8 percent.
  • Asians were the second most-backed group, making up 17.7 percent of venture-backed founders.

From Ratemyinvestor.com 

We can’t build this new reality if there’s this much inequality in the venture capital industry. I don’t think individual actors are deliberately enforcing inequality – I believe the “system” of risk capital is flawed and perpetuates actors to not act in an equitable way. Venture capital is just one example. There are disparities in healthcare, education, job creation, urban development, and etc. Everywhere we look, there are systems that disproportionally affect black people, and most of the time, for the worst.

If we aren’t careful, we’ll build on the same bias and power structures and we’ll be back in the same spot 20 years from now wondering how we got to where we are. 

venture capital

The License To Suck

Chris Rock, one of my favorite comedians, said something some years ago that changed my perception of equality in venture capital. I’d recommend watching the whole thing. He’s dropping gems, especially at the end. Its just a 3-4 minute video.

“TRUE EQUALITY IS THE EQUALITY TO SUCK”

While this goes against what most black people, especially in hyper-competitive white-majority spaces, have been taught, black founders seeking venture capital need this form of equality the most.

Let me explain…

Benedict Evans wrote an article in 2016 on failure and the economics of venture capital here. I’ll be cherry-picking some points so you don’t need to go and jump into reading it now. Essentially, Evans was able to get aggregate data from one of their limited partners on over 7000 investments made by the venture funds they deployed capital to from 1985 – 2014. All to say, they had a treasure trove of data to explore VC activity over a 29 year period.

Here are some major takeaways:

  • Around half of all investments returned less than the original investment.
  • 6% of deals produced at least a 10x return, and those made up 60% of total returns
  • A fund gets better returns by having more really big hits, not by having fewer failures

The way venture works, most investments have a high probability of failure, and few companies produce significant returns. Speaking with black founders, there seems like there’s an extraordinary case needed to justify investment in their startup to early-stage investors. Most of the time, they feel like they need to have everything figured out… exceptional team, major traction, product, and massive market. There’s a return the fund hurdle that’s put on each opportunity. Where in other situations, white founders have been given what I like to call “figure it out money”. You may have one exceptional part of the puzzle going for you but go figure it out. This return the fund hurdle isn’t applied equally.

Most companies who get “figure it out money” don’t. Some do. But the opportunity to figure it out or not is at the core of equality. Entrepreneurship is a muscle, the more you flex it, the stronger you get. I agree, black founders need to return the fund, just like every other founder should try to if they accept venture capital but VC funds have to be okay with the reality that black founders will most likely return less than they invested, just like their white counterparts.

“It’s not that I want to be bad, but I want the license to be bad and come back and learn.”

– Chris Rock

A couple of extraneous thoughts I couldn’t fit into the essay

  • My main goal was to build on a quote from a conversation on Twitter yesterday. “The key here is that Black people need the same room for failure and repeated failure that our white peers enjoy. And can turn their failure into the narrative, in which they’ve emerged on the other side more enlightened.” (from The Myth of Blackness in Venture ) I wanted to add more color to the mechanics behind why failure is essential.
  • I’d often get into arguments in meetings with my white counterparts about the market opportunity, especially around black founded companies. To be honest, I’ve never really trusted market opportunity slides or rationale. If you’re investing early, the math will most likely change.
  • That goes to say, its 2020. There’s more than enough data for VCs to learn and understand black focused market opportunities. There’s untapped value to be created if you’re willing to explore.
  • I’m torn on the conversation that black founders need to find larger markets than black people. I think its a simplistic and outdated statement. Most people build for who they know and what they know. Most of the time, companies who brand themselves as going specifically after black customers most likely have adjacent markets that could add to scale. What I’m trying to say is I somewhat hear the market opportunity argument but it’s up to the investment team and the founders to really think about the bigger opportunity. Extend the same imagination about how an opportunity can work to black founders too.
History · Learning

This Question Came Up Today

A good friend of mine, who is a well-known agitator, asked a question about Africans role in facilitating the transatlantic slave trade. I guess some people weren’t too clear on what happened. So based on the history classes I’ve taken and books I’ve read, I tried to answer as best I could. Of course, it turned into a book.

Ugh… I wish it was easy to deconstruct but I’ll try.

Most European countries were not able to build solid enough networks to acquire slaves without the help of a network of African leaders and traders who had struck commerce agreement with each other. It started off as raw materials exchange but slavery became one of the main requests after a while. You’ve probably heard that most slaves were captured as a result of wars.

What people don’t understand is how this scaled. At the time, there was no collective identity and Africa as it is now with countries and nationalities. It was mostly tribal (for some exemptions like certain empires that did exist) and fragmented. As Europeans started to see how profitable the slave trade was, they started to encourage conflict among tribes. They signed military agreements with opposing tribes, armed others and leveraged conflicts to accelerate the number of slaves that would be taken as a result of wars.

People also fail to understand that many groups we’re not going. There were certain villages that build fortifications, came up with tactics to make it not worth their while to take slaves from that area. For example, collective hunger strikes, actually going to war with traders, Killing them, “special ops” teams that would sell slaves to see where they went and would set them free after. Europeans, over time, saw these groups as “not profitable” to engage and stayed away.

There are so much context and fragmented narratives here… but from this, you can take away three things.

1. Yes, there were people who collaborated with the European traders to facilitate commerce in which slavery became a big driver. There are Africans who benefited from this.

2. The only way chattel slavery scaled is by European intervention. By supplying guns and protection to specific groups, the Europeans increased their supply of slavery and manipulated political and economic realities in West Africa.

3. A lot more folks in Africa were not going than people give credit.

__________

I decided to give a long answer because the relationship between Africa and the African diaspora has been on my mind for the last couple of days. I’ll probably follow this up with a longer post on what I’m thinking.