Awaken* newsletter

August 1, 2024

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If you have followed the news in any capacity over the last few years, you have undoubtedly heard about LLMs, and the companies building these models. Though the consumer-facing models from companies such as Open AI have captured the hearts and minds of the public, enterprises have different concerns–things such as data privacy, and model reliability.

Enter Cohere, a company developing LLMs to address these issues. Started in 2019, Cohere partners with companies such as McKinsey, Oracle, and all the hyperscalers, and boasts a valuation of $5.5 billion. I sat down with one of the co-founders, Ivan Zhang, to talk about his journey.

TLDR; Key Takeaways

If you only have a few minutes, here are a few golden nuggets from my conversation with Ivan:

  • Sales should be customer-centric. This seems obvious, but have you ever started a sales conversation by talking about your product? Instead, try starting the conversation by asking your customer about their pain points, and then addressing them.
  • Data will be a bottleneck for AI development. Not in the sense that we will run out of internet to train on, but rather that there are types of data which we don’t have a lot of published datasets for. 
  • Your startup doesn’t have to be in the Bay to succeed. Cohere is headquartered in Toronto. This works for them because VCs are more open to remote work after the pandemic and Toronto has a lot of budding technical talent.
  • A key signal to look for when hiring is mastery in any domain. Learning how to master something is fairly transferable. Masters in one domain can likely become masters in another.
  • Being the lone Asian in a leadership room takes some time to adjust to. Getting more reps in has helped Ivan get used to his position.

Tell me about your upbringing, what pushed you to become a hacker?

I was born in Shenzhen, China, and moved to Toronto when I was eight. As a kid, I was always on the computer, even in China, playing the most random arcade games. I don’t want to paint Asians with a broad stroke, but if you’re a male Asian person who has been to high school in the past decade, more likely than not, you’ve played a ton of video games. I did that a lot, and I feel like it built a digital tolerance and stamina for sitting in front of a screen for long hours. Gaming was a big part of why I’m so drawn to building things, working really hard, and doing crazy hours in front of a screen. 

When I got to university, I discovered the hackathon community. Every weekend, we would just meet up at random Ontario universities and sometimes U.S. universities. We would build for the whole weekend. Gaming addiction primed me to get really good at software engineering. I spent my entire first year going to hackathons, building stuff on the side. I had this realization that I could be spending 18 hours playing League of Legends, or I could use the same energy to build stuff, which is also very fun and not as frustrating as a solo queue. It felt like a natural progression.

How has your role within Cohere changed as the company has grown?

When you’re in a startup, your role tends to evolve a lot. That’s been especially true for my time at Cohere. When we started, I was hands-on coding every day, building some of our early systems and pipelines. Eventually, the company grew, and we hired people. Some of our founders had to step up and do some people management.

Eventually, we hired people managers as well, so I have to do less of that. Nowadays, I’m much more settled. I’d say I spend probably 50% of my time still doing technical stuff like machine learning and data processing. For the other 50%, I spend time with customers, either building new relationships, fostering existing ones, or really bringing in business. I think that’s a big part of a founder’s job, like founder-led sales.

How was the transition to doing sales? Did that come naturally to you?

As someone who spent most of my time as the most backend of backend developers, it was definitely uncomfortable at first. When you think about sales, you might think of a business guy with a suit trying to convince someone to give you money for stuff. But when I started doing it more and more, it ended up being about genuinely trying to learn more about your customers, asking them good questions, and figuring out what issues they have. It’s honestly the most important thing you could do. Why are you building anything if you don’t know what your customers want? 

Sales has been super fun because it informs my technical work. I’m starting to see patterns across these conversations, which help inform what we should focus on. Another aspect is that as a founder, when you’re doing sales, you’re meeting executives and other founders as well–so you’re building good professional relationships. For anyone who’s new to it, you should expect some discomfort. But, like anything, you just learn to do it.

Why did you guys decide to focus on enterprise?

The enterprise market is often seen as boring, but actually, most of the world’s efficiency will come from automating a lot of these back-end use cases that don’t necessarily need human potential. A lot of these tasks we’re automating don’t need a well-educated human being sitting at a computer for eight hours a day. We’re much more interested in unlocking that human time for something else. Enterprise is where a lot of this kind of work is done. For example, Oracle is one of our customers, and they’ve deployed our models into their NetSuite features. So, a ton of HR and ERP use cases are now powered by our models. Our mission is scaling intelligence to serve humanity, and what better way to do it than to target the people doing this kind of back-end work at scale? 

We also liked the idea of not having to suck up all of our customers’ data to train these models. In enterprise, we actually ship our models on-prem and we air gap them, so we don’t see any of our customers’ data. In those kinds of scenarios, we have to build our models slightly differently. We have to teach our models to use the enterprise’s internal knowledge bases, use the information returned from these knowledge bases, and then write an answer and cite it. This is all RAG (retrieval augmented generation), which is what we’re focused on because we deploy these models in this air-gapped environment where we can’t continuously suck up people’s usage data. We still have an API and a demo, but the majority of our deployments are on-premise.

What are some areas of AI, whether infrastructure or application, that you think more people should be building in?

I think there will be a bottleneck in terms of training data, but not in the way it’s currently been communicated to the public. Some people paint a picture that we’ll run out of the internet to scrape. I think that’s a naive understanding of how these models work and how to train them. In terms of capturing digital signals—thoughts, demonstrations, audio, video, images, sensory data—there’s going to be a big bottleneck in capturing data from the world that’s not already represented on the internet. The internet does a good job of capturing data and it grows exponentially every year, but there’s information about the world that we experience on a daily basis.

Do you mean information that isn’t easily digitally representable, such as smell?

Yeah, so smell for example–we’d have to build this hypersensitive chemical detector. So if we want autonomous interactive robots in the real world that can smell, there is an information problem we have to solve for the robots, right? They don’t have a nose; we don’t have a great digital nose for them. And I’m sure there’s other stuff.

Why have you decided to keep Cohere headquartered in Toronto instead of the Bay Area?

The three of us co-founders just really like living in Toronto. We grew up here, we have roots here. We also realized that it is actually a pretty great city for A.I. At some point in time, most of the people leading A.I. in the Valley came from Toronto. They came from Jeff Hinton’s lab at the University of Toronto. So there’s a ton of great early talent here. And I think because of how the VC attitude has shifted since the pandemic, investors are investing everywhere. They aren’t restricting investments to the Valley. Remote work is a thing now. And so luckily for us, we’ve been able to raise successfully. We’ve been able to build good models. 

I’ve heard that you don’t pursue brand-name resumes when hiring. What are some signals that you look at instead of pedigree that indicate someone could be a great hire?

I’ve thought about this a lot. I try to think about my own trajectory and places that have rejected me and what signals they didn’t see. What it comes down to is that I look for folks who are extremely skilled at something. Once you’re skilled at something, you can take that anywhere else. Sometimes we want to hire more experienced folks, for sure. But especially in a field like ours where disciplines such as pre-training haven’t been around long enough for anyone to have much experience, you want high-energy, high-autonomy individuals who are excited to learn, experiment, and fail fast.

I try to ask a few questions that probe at stuff related to this. Like, “What’s the coolest thing you’ve worked on?” Then I get to see if they’re going into a lot of detail and are really excited about this random thing. “What’s the hardest you’ve worked on anything?” I want to see if they can go the equivalent of 16 hours a day, seven days a week when they’ve actually gone to bat for something. And then obviously, experience in the field is definitely a big plus, but honestly, the best hires we’ve made have just been high-energy, hardworking, genuinely curious people who are also skilled at software engineering.

How has being Asian impacted your founder’s journey?

I’m not ignorant of it. I definitely know it’s a thing. For example, on my board, I’m the only Asian guy on it. But I’ve been fortunate in that, growing up in Toronto and starting this company in Toronto, it’s not that weird to be an Asian guy in tech. So on the technical front, I don’t see it as a hindrance whatsoever. But it’s definitely been a factor for my own comfort in leadership situations–being the only person that looks like me in certain situations. But honestly, once I got the reps in, being in those situations, it was totally fine. And I think there are a few things that, depending on how you were raised, could affect you in doing business at the leadership level here. But generally, once you get the reps in, it doesn’t even matter.

Is there anything you’d like to shout out?

I’d like to shoutout my wife, she’s a big inspiration for me. Shoutouts to my mom, my dad, my sister. I think my parents taught me what it means to work really hard. I think this is true for many of us immigrants, watching our parents and grandparents work the most menial labor jobs just so we can be fed and go to school. It’s super inspiring. It makes me think: Why am I not working harder? Why am I not thinking about how I can level up and help them retire? My family has been a big inspiration to me. Lastly, shoutouts to Cohere and my co-founders. It’s been super fun, and I’m privileged to be working on this tech. I think it’s genuinely the most interesting thing I could be doing right now.

If you are high-energy, hardworking, and highly curious about AI, please consider applying to work with Ivan at Cohere! You can check out available positions at this link.

Thank you for joining us, Ivan!

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Billionaire Heir Enters Wall Street’s Hottest Trade With $480B in Assets

Andre Koo Jr. isn’t just inheriting a financial empire, he’s also reshaping what it looks like in a new era of investing. 

From Taiwan to New York, his latest move brings a centuries-old legacy into one of Wall Street’s fastest-growing spaces. 

With K8 Capital, he’s betting that the future of wealth lies in doing more than just one thing well.

Image Source: NYU Stern

Building on a Financial Legacy

Andre Koo Jr. grew up in one of Taiwan’s most influential banking families, where scale and stability defined success. Today, that legacy spans a $16 billion family fortune and control of $480 billion in assets. But instead of staying within that system, he’s building something that looks very different.

K8 Capital, his new firm based in New York, is designed to be more flexible and forward-looking. It’s launching with a debut fund of at least $50 million, with a $500,000 minimum that signals who it’s built for. The focus is on US companies, along with early bets on AI and enterprise software, areas where growth is still taking shape.

Image Source: Sally Ride Science

A Dual Investment Approach

K8 is a fully integrated hybrid private credit and venture capital firm, combining short-duration, high-yield credit investments with long-term venture growth. Its dual strategy is designed to deliver both liquidity and capital appreciation, giving investors access to predictable income while still capturing venture upside.

What sets K8 apart is how it brings two distinct investment styles into one platform. It focuses on short-term credit deals that can generate returns relatively quickly, while also investing in startups that may take years to mature but offer strong long-term potential. This allows investors to earn steady income today while staying exposed to the companies shaping the future.

Image Source: @andrejrkoo (Instagram)

Entering a Rapidly Growing Market

Private credit has quietly grown into a market worth more than $1.5 trillion, as companies look beyond traditional banks for funding. Wealthy families like the Koos are moving in, seeing an opportunity to lend directly and capture higher returns.

K8 is already showing early signs of traction, with reported returns of at least 50 percent from short-term loans to US businesses. But for Andre, this isn’t just about performance. It’s also about carrying forward a legacy that began nearly 200 years ago with his ancestor Koh Lay Huan, while making sure it still matters in a very different financial world.

Learn more about K8 Capital here:

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8-Year-Old Lucas Ye Designed a Mascot That Travels to Space With NASA’s Artemis II Crew

An eight-year-old in California turned a simple drawing into something that will travel beyond Earth.

Lucas Ye entered a global NASA contest and watched his idea rise above thousands of entries from around the world.

Now, his creation is not just a sketch, but a real mascot preparing to float alongside astronauts in space.

Image Source: NewsBytes

From Sketchbook to Spacecraft

Lucas Ye was just eight years old when he decided to draw a mascot for the Artemis II mission, not knowing it would become something much bigger. His design stood out in a global competition, eventually winning and being transformed into a plush named Rise. What started as a simple idea on paper quickly earned a place inside a real spacecraft.

The journey from drawing to physical mascot shows how ideas can move fast when they resonate. NASA took Lucas’s concept and turned it into something tangible, something that could sit beside astronauts on a real mission. It is a reminder that creativity does not need years of experience to matter, it just needs a starting point.

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A Small Toy With a Big Role

Rise is not just there for the ride, it plays a meaningful role inside the cabin. As the spacecraft reaches orbit, the plush will begin to float, signaling that the crew has entered zero gravity. It is a simple but powerful way to show a major moment in the mission.

NASA has a long tradition of using mascots like this, but this one carries a different kind of weight. It represents a child’s imagination becoming part of a real scientific journey, blending emotion with exploration. Lucas now joins a legacy of space mascots, showing that even the smallest ideas can make it all the way to space.

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The Mission of Award-Winning Author Simone Heng and How Let’s Talk About Loneliness Expands Its Message Through Its Chinese Launch

Loneliness is often seen as a personal feeling, but for Simone Heng, it became a question worth exploring on a global scale.

Now, with the upcoming Chinese translation of her 2023 book, Let’s Talk About Loneliness, her message is reaching a new audience and entering a new chapter.

What began as a deeply personal experience has grown into a wider mission to make conversations about loneliness more accessible across cultures.

From Personal Isolation to a Written Voice

Simone Heng’s book Let’s Talk About Loneliness was born from a period of deep emotional isolation. After leaving her broadcasting career to care for her paralyzed mother, she found herself cut off from her social world. While others were building families and careers, she was navigating caregiving, grief, and isolation.

Before that chapter, her life had always been shaped by movement. She was born and is based in Singapore, grew up in Australia, studied in Switzerland, and worked in the UAE. Her background reflects a mix of cultures, even reflected in her DNA, which shows 11 different ethnicities.

But the defining moments were not just about where she had been, but what she had gone through. She lost her father at 19, and 10 years later, along with her sister, became the main support to her mother. Those experiences reshaped her priorities and slowly pulled her away from the life she was chasing.

In that quieter, more difficult season, she began asking questions she could not ignore. Why does loneliness feel so heavy, even when you are not physically alone? Why is it so hard to talk about?

Over time, Simone realized something that became central to her work. Loneliness is not simply about being alone. It is the gap between the kind and amount of connection a person wants and what they are actually experiencing.

A Book That Challenges Cultural Assumptions

Let’s Talk About Loneliness explores an idea many people overlook. Loneliness can exist even in collectivist societies. Simone highlights how cultural expectations, emotional restraint, and unspoken pressures can make it harder to express isolation. This perspective brought a diverse lens to the dialogue on loneliness often dominated by Western viewpoints.

She points out that in cultures where people are expected to always be surrounded by family, saying “I am lonely” can carry stigma. At the same time, many connections are shaped by obligation rather than genuine emotional closeness. These kinds of relationships do not always meet deeper emotional needs, and can leave people feeling alone even when they are not physically isolated.

Retitled in Chinese as “Anyway, I Am Just as Lonely,” it will be available in Xinhua, Sisyphus, and Yanijou bookstores in China. The book blends research with lived experience, making it both informative and deeply personal. With the release of the Chinese edition, the focus is on reaching Chinese-speaking communities where conversations around loneliness are often less visible.

Building a Mission Around Human Connection

Beyond the book, Simone Heng’s work continues to focus on one idea. Human connection is not just something we hope for, but something we absolutely must learn and build, particularly in the era of AI.

After spending 15 years in broadcasting, she chose to step away and start again in 2019. It was not an easy decision, and she built her career without financial backing, relying on persistence and clarity in what she wanted to create.

Today, she is a global speaker who works with leading organizations such as Google, Meta, Harvard University, and JPMorgan. She teaches audiences how to build meaningful connections both in and beyond the workplace.

Her message continues to resonate because it speaks to something many people are quietly experiencing. Without a sense of belonging and psychological safety, it becomes harder to think clearly, create, and show up fully.

At its core, her work is a reminder that connection is not about how many people are around us. It is about how understood we feel. And sometimes, putting that feeling into words is the first step toward changing it.

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How Brett Bolton and Kayden Beasley Turned Adversity Into Triumph at the 2026 Paralympics

Two athletes, shaped by similar beginnings, turned personal challenges into a defining moment on the world stage.

Both were born in China and later adopted into the United States, where they grew up navigating identity, resilience, and belonging.

At the 2026 Winter Paralympic Games, their journeys came full circle as they helped lead Team USA to gold.

Image Source: Team USA Hockey

Brett Bolton’s Journey to the Top

Born in China with a congenital limb difference, Brett Bolton was adopted into the United States at just three years old, growing up in an environment that pushed him to adapt early and often. What could have been limitations became the foundation for resilience, shaping how he approached both life and sport.

That same quiet determination followed him onto the ice, where he carved out a place as a rookie forward for the U.S. sled hockey team. At the 2026 Winter Paralympic Games, Bolton didn’t just participate, he rose to the top, helping secure a gold medal and marking a powerful arrival on the global stage.

Image Source: NHL

Kayden Beasley’s Defining Moment

Like Bolton, Kayden Beasley’s story began in China before being adopted into the United States, where he grew up navigating questions of identity alongside his development as an athlete. Over time, discipline on the ice became his anchor, helping him build both physical strength and self-belief.

Years of training led to a defining moment at the 2026 Winter Paralympics, when Beasley delivered a clutch goal in the final. That single play helped seal a gold medal for Team USA, turning years of preparation into a moment that will be remembered on one of sport’s biggest stages.

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More Than a Medal: A Shared Story of Representation

At the 2026 Paralympic Games, their journeys intersected in a space that celebrates ability in all its forms. Beyond the competition, their presence highlights a broader shift in how athletes with impairments are seen, valued, and represented.

Their victories go beyond the scoreboard, carrying meaning for communities that rarely see themselves reflected at the highest levels of sport. Together, their stories stand as a reminder that representation is not just about visibility, but about redefining what strength and success look like.