What I learned working under Turing Award winner Jim Gray – 10 years since his disappearance

A few days ago, I sent out the following email remembering Jim to close friends and colleagues. I did not intend to share this broadly, but I received many positive replies encouraging me to post this publicly … so, here it is:

10 years ago this month, my mentor and idol Jim Gray disappeared at sea. I had the greatest fortune to work under him. We had published a paper together in the weeks leading up to his final sail.

I learned so much from Jim, and I think about him a lot. We even incorporated our company name after his saying “party on the data” (Party On Data, Inc.). To this day, I continue to unpack and internalize the lessons that I absorbed while working with him more than a decade ago.

I learned it’s important to make time for the unexpected. It felt like nearly everyone I knew in my circle had talked to Jim at some point – even people from very different fields of study. I am not sure how he was able to be so generous with his time given his position and stature, but if someone reached out to him with an interesting hook and was passionate about it, he made time. And, it wasn’t just a meet and greet – he truly listened. He would be engrossed in the conversation, and listen intently like you were the professor and he was the student. He made you feel special; that you had some unique insight about a very important problem area.

Jim’s projects were proof that making time and having an open mind for the unexpected – to converse and collaborate with people beyond your direct connections – can lead to breakthroughs in other disciplines. He made significant contributions to the SkyServer project, which helped astronomers federate multiple terabytes of images to serve as a virtual observatory (a world-wide telescope). He applied a similar approach to mapping data with the Virtual Earth project (the precursor to Google Maps – minus the AJAX).

In today’s world, with so many distractions and communication channels (many of which are being inundated with spam), it has become commonplace to ignore cold inbound requests. However, I learned from Jim that it’s crucial to make time for surprises, and to give back. No other Turing award winner responded to my emails and calls – only Jim did – and by doing so, he completely changed my life for the better. Jim instilled confidence in me that I mattered in this world, if someone important like him was willing to invest his precious time with me.

I learned from Jim that it’s important to tackle very good and crisp problems – and to work diligently on them (and to write everything down). Jim had a knack for identifying great problems. Comb through his website – it’s hard to find a dud in his resume or project list. I remember we were in talks with a major hospital about an ambitious project to improve the detection of diseases. The hospital group was willing to support this high profile project in any way we needed (thanks to Jim being a rock star), but Jim immediately knew we wouldn’t be able to develop crisp, tangible results within a year. He wanted more control, and craved a project with more short-term wins.

When Jim did identify a crisp problem to work on, he went all-in. His work ethic was second to none. We were once at a baseball game together, and I could tell from his demeanor that he was itching to get back to the office to continue our work. If I was working late in the office, he would work late too. He remained technical (writing code right next to me) and deep in the weeds despite his senior management role. He was responsive. Late night emails to emails at 5 AM (he liked waking up with the birds). He pushed me to work harder – not by asking for it, but by leading by example.

With any project, but especially database projects, there are so many low-level, unsexy problems (like data cleaning) that have to be addressed before you can “party on the data.” “99% perspiration and 1% inspiration,” he would always say, like it was a constant, inevitable force of nature that we have to equip ourselves for. He prepared me for that, which taught me how to stay focused and work harder.

I learned that it’s important to learn about key inflection points from previous products and projects – to know your history in order to make better decisions. Jim was a master story teller – constantly reciting history. I still remember his story about how Sybase was outgunned in the database market, but their innovation with stored procedures gave them the differentiation they needed to fight the fight with DB2 and Oracle. And, by the way, he was very laudatory of key features coming from competitors. He would never dismiss them – he loved the innovation, no matter where it came from. He wanted the truth for how to best solve a particular problem.

He loved to teach his lessons too. I recall one time I asked him a technical question, and an important call came through to his desk phone. He immediately hung up the call and took me to the whiteboard to teach me what he knew about the topic in question. Who does that? You’d be lucky to meet with your thesis advisor or manager once a week for 30 minutes, but Jim was present for me like this almost every day.

Jim set the highest management bar imaginable for me. He showed me why I should optimize 100% for mentorship throughout my career – not company brand – and to do this every time.

I sometimes wish he could see me now, as I feel like I wasn’t able to show him everything that I could do then, as I was still in the infancy of my career. I know better now where I excel (and where I don’t). At the time, I wanted to learn and do it all, like there was no tomorrow. He encouraged me to follow my passions – even if they were outside his comfort zone. Jim had no ego – he would loop in another mentor who knew more about a particular subject area. He gave me rope to learn, fail and rebuild. I tried to savor every minute I had with Jim, and am thankful that I did.

Despite his amazing technical accomplishments, I honestly do not remember many of the technical concepts that he had taught me. What I remember is how he made me feel. That’s what lives on and matters most. He gave me confidence, by just responding to me, and of course, working side by side with me. He rewarded my proactive outreach (which certainly encouraged me to send many more cold emails thereafter), and most importantly, taught me how to approach and solve big problems.

Jim truly inspires me, and I am forever grateful for what he did for me and my career. I sincerely hope that one day, I too, can have such a profound positive influence on so many people’s lives.

To being tenacious like Jim.

AI First, the Overhype and the Last Mile Problem

AI is hot, I mean really hot. VCs love it, pouring in over $1.5B in just the first half of this year. Consumer companies like Google and Facebook also love AI, with notable apps like Newsfeed, Messenger, Google Photos, Gmail and Search leveraging machine learning to improve their relevance. And it’s now spreading into the enterprise, with moves like Salesforce unveiling Einstein, Microsoft’s Cortana / Azure ML, Oracle with Intelligent App Cloud, SAP’s Application Intelligence, and Google with Tensorflow (and their TPUs).

As a founder of an emerging AI company in the enterprise space, I’ve been following these recent moves by the big titans closely because they put us (as well as many other ventures) in an interesting spot. How do we position ourselves and compete in this environment?

In this post, I’ll share some of my thoughts and experiences around the whole concept of AI-First, the “last mile” problems of AI that many companies ignore, the overhype issue that’s facing our industry today (especially as larger players enter the game), and my predictions for when we’ll reach mass AI adoption.

Defining AI-First vs. AI-Later

A few years ago, I wrote about the key tenets of building Predictive-First applications, something that’s synonymous to the idea of AI-First, which Google is pushing. A great example of Predictive-First is Pandora (disclosure: Infer customer). Pandora didn’t try to redo the music player UI — there were many services that did that, and arguably better. Instead, they focused on making their service intelligent, by providing relevant recommendations. No need to build or manage playlists. This key differentiation led to their rise in popularity, and that differentiation depended on data intelligence that started on day one. Predictive wasn’t sprinkled on later (that’s AI-Later, not AI-First, and there’s a big difference … keep reading).

If you are building an AI-First application, you need to follow the data and you need a lot of data so you would likely gravitate towards integrating with big platforms (as in big companies with customers) that have APIs to pull data from.

For example, a system like CRM.

There’s so much valuable data in a CRM system, but five years ago, pretty much no one was applying machine learning to this data to improve sales. The data was, and still is for many companies, untapped. There’s got to be more to CRM than basic data entry and reporting, right? If we could apply machine learning, and if it worked, it could drive more revenue for companies. Who would say no to this?

So naturally, we (Infer) went after CRM (Salesforce, Dynamics, SAP C4C), along with the marketing automation platforms (Marketo, Eloqua, Pardot, HubSpot) and even custom sales and marketing databases (via REST APIs). We helped usher a new category around Predictive Sales and Marketing.

We can’t complain much we’ve amassed the largest customer base in our space, and have published dozens of case studies showcasing customers achieving results like 9x improvements in conversion rates and 12x ROI via vastly better qualification and nurturing programs.

But it was hard to build our solutions, and remains hard to do so at scale. It’s not because the data science is hard (although that’s an area we take pride in going deep on), it’s the end-to-end product and packaging that’s really tough to get right. We call this the last mile problem, and I believe this is an issue for any AI product whether in the enterprise or consumer space.

Now, with machine learning infrastructure in the open with flowing (and free) documentation, how-to guides, online courses, open source libraries, cloud services, etc. machine learning is being democratized.

Anyone can model data. Some do it better than others, especially those with more infrastructure (for deep learning and huge data sets) and a better understanding of the algorithms and the underlying data. You may occasionally get pretty close with off-the-shelf approaches, but it’s almost always better to optimize for a particular problem. By doing so, you’ll not only squeeze out better or slightly better performance, but the understanding you gain from going deep will help you generalize and handle new data inputs better which is key for knowing how to explain, fix, tweak and train the model over time to maintain or improve performance.

But still, this isn’t the hardest part. This is the sexy, fun part (well, for the most part … the data cleaning and matching may or may not be depending on who you talk to :).

The hardest part is creating stickiness.

The Last Mile of AI

How do you get regular business users to depend on your predictions, even though they won’t understand all of the science that went into calculating them? You want them to trust the predictions, to understand how to best leverage them to drive value, and to change their workflows to depend on them.

This is the last mile problem. It is a very hard problem and it’s a product problem, not a data scientist problem. Having an army of data scientists isn’t going to make this problem better. In fact, it may make it worse, as data scientists typically want to focus on modeling, which may lead to over-investing in that aspect versus thinking about the end-to-end user experience.

To solve last mile problems, vendors need to successfully tackle three critical components:

1)  Getting “predictive everywhere” with integrations

It’s very important to understand where the user needs their predictions and this may not be in just one system, but many. We had to provide open APIs and build direct integrations for Marketo, Eloqua, Salesforce, Microsoft Dynamics, HubSpot, Pardot, Google Analytics and Microsoft Power BI.

Integrating into these systems is not fun. Each one has it own challenges: how to push predictions into records without locking out users who are editing at the same time; how to pull all the behavioral activity data out to determine when a prospect will be ready to buy (without exceeding the API limits); how to populate predictions across millions of records in minutes not hours; etc.

These are hard software and systems problems (99% perspiration). In fact, the integration work likely consumed more time than our modeling work.

This is what it means to be truly “predictive everywhere.” Some companies like Salesforce are touting this idea, but it’s closed to their stack. For specific solutions like predictive lead scoring, this falls apart quickly, because most mid-market and enterprise companies run lead scoring in marketing automation systems like Marketo, Eloqua and Hubspot.

Last mile here means you’re investing more in integrating predictions into other systems than in your own user experience or portal. You go to where the user already is that’s how you get sticky not by trying to create new behavior for them to do on your own site (even if you can make your site look way prettier and function better). What matters is stickiness. Period.

2)  Building trust

Trust is paramount to achieving success with predictive solutions. It doesn’t matter if your model works if the user doesn’t act on it or believe in it. A key area to establish trust around is the data, and specifically the external data (i.e. signals not in the CRM or marketing automation platforms a big trick we employ to improve our models and to de-noise dirty CRM data).

Sometimes, customers want external signals that aren’t just useful for improving model performance. Signals like whether a business offers a Free Trial on their website might also play an important operational role in helping a company take different actions for specific types of leads or contacts. For example, with profiling and predictive scoring solutions, they could filter and define a segment, predict the winners from that group and prioritize personalized sales and marketing programs to target those prospects.

In addition to exposing our tens of thousands of external signals, another way we build trust is by making it easy and flexible to customize our solution to the unique needs and expectations of each customer. Some companies may need multiple models, by region / market / product line (when there is enough training data) or “lenses” (essentially, normalizing another model that has more data) when there isn’t enough data. They then need a system that guides them on how to determine those solutions and tradeoffs. Some companies care about the timing of deals; they may have particular cycle times they want to optimize for or they may want their predictions to bias towards higher deal size, higher LTV, etc.

Some customers want the models to update as they close more deals. This is known as retraining the model, but over retraining could result in bad performance. For example, say you’re continuously and automatically retraining with every new example, but the customer was in the middle of a messy data migration process. It would have been better to wait until that migration completed to avoid incorrectly skewing the model for that period of time. What you need is model monitoring, which gauges live performance and notices dips or opportunities to improve performance when there’s new data. The platform then alerts the vendor and the customer, and finally results in a proper retraining.

Additionally, keep in mind that not all predictions will be accurate, and the customer will sometimes see these errors. It’s important to provide them with options to report such feedback via an active process that actually results in improvements in the models. Customers expect their vendor to be deep on details like these. Remember, for many people AI still feels like voodoo, science fiction and too blackbox-like (despite the industry’s best efforts to visualize and explain models). Customers want transparent controls that support a variety of configurations in order to believe, and thus, operationalize a machine-learned model.

3)  Making predictive disappear with proven use cases

Finally, let’s talk about use cases and making predictive disappear in a product. This is a crucial dimension and a clear sign of a mature AI-First company. There are a lot of early startups selling AI as their product to business users. However, most business users don’t want or should want AI they want a solution to a problem. AI is not a solution, but an optimization technique. At Infer, we support three primary applications (or use cases) to help sales and marketing teams: Qualification, Nurturing and Net New. We provide workflows that you can install in your automation systems to leverage our predictive tech and make each of these use cases more intelligent. However, we could position and sell these apps without even mentioning the word predictive because it’s all about the business value.

In our space, most VPs of Sales or Marketing don’t have Ph.Ds in computer science or statistics. They want more revenue, not a machine learning tutorial. Our pitch then goes something like this …

“Here are three apps for driving more revenue. Here’s how each app looks in our portal and here are the workflows in action in your automation systems … here are the ROI visualizations for each app … let’s run through a bunch of customer references and success studies for the apps that you care about. Oh, and our apps happen to leverage a variety predictive models that we’ll expose to you too if you want to go deep on those.”

Predictive is core to the value but not what we lead with. Where we are different is in the lengths we go to guide our customers with real-world playbooks, to formulate and vet models that best serve their individual use cases, and to help them establish sticky workflows that drive consistent success. We’ll initially sell customers one application, and hopefully, over time, the depth of our use cases will impress them so much that we’ll cross-sell them into all three apps. This approach has been huge for us. It’s also been a major differentiator we achieved our best-ever competitive win rate this year (despite 2016 being the most competitive) by talking less about predictive.

Vendors that are overdoing the predictive and AI talk are missing the point and don’t realize that data science is a behind-the-scenes optimization. Don’t get me wrong, it’s sexy tech, it’s a fun category to be in (certainly helps with engineering recruiting) and it makes for great marketing buzz, but that positioning is not terribly helpful in the later stages of a deal or for driving customer success.

The focus needs to be on the value. When I hear companies just talking about predictive, and not about value or use cases / applications, I think they’re playing a dangerous game for themselves as well as for the market. It hurts them as that’s not something you can differentiate on any more (remember, anyone can model). Sure, your model may be better, but the end buyer can’t tell the difference or may not be willing (or understand how) to run a rigorous evaluation to see those differences.

The Overhype Issue

Vendors in our space often over-promise and under-deliver, resulting in many churn cases, which, in turn, hurts the reputation of the predictive category overall. At first, this was just a problem with the startups in our space, but now we’re seeing it from the big companies as well. That’s even more dangerous, as they have bigger voice boxes and reach. It makes sense that the incumbents want to sprinkle AI-powered features into their existing products in order to quickly impact thousands of their customers. But with predictive, trust is paramount.

Historically, in the enterprise, the market has been accustomed to overhyped products that don’t ship for years from their initial marketing debuts. However, in this space, I’d argue that overhyping is the last thing you should do. You need to build trust and success first. You need to under-promise and over-deliver.

Can the Giants Really Go Deep on AI?

The key is to hyper focus on one end-to-end use case and go deep to start, do that well with a few customers, learn, repeat with more, and keep going. You can’t just usher out an AI solution to many business customers at once, although that temptation is there for a bigger company. Why only release something to 5% of your base when you can generate way more revenue if it’s rolled out to everyone? This forces a big company to build a more simplified, “checkbox” predictive solution for the sake of scale, but that won’t work for mid-market and enterprise companies, which need many more controls to address complex, but common, scenarios like multiple markets and objective targets.

Such a simplified approach caters better to smaller customers that desire turnkey products, but unlike non-predictive enterprise solutions, predictive solutions face a big problem with smaller companies a data limiting challenge. You need a lot of data for AI, and most small businesses don’t have enough transactions in their databases to machine learn patterns from (I also would contend that most small companies shouldn’t be focusing on optimizing their sales and marketing functions anyway, but rather on building a product and a team).

So, inherently, AI is biased towards mid-market / enterprise accounts, but their demands are so particular that they need a deeper solution that’s harder to productize for thousands. Figuring out how to build such a scalable product is much better done within a startup vs. in a big company, given the incredible focus and patience that’s needed.

AI really does work for many applications, but more vendors need to get good at solving the last mile the 80% that depends less on AI and more on building the vehicle that runs with AI. This is where emerging companies like Infer have an advantage. We have the patience, focus, and depth to solve these last mile problems end-to-end and to do it in a manner that’s open to every platform not just closed off to one company’s ecosystem. This matters (especially with respect to the sales and marketing space, in which almost every company runs a fragmented stack with many vendors).

It’s also much easier to solve these end-to-end problems without the legacy issues of an industry giant. At Infer, we started out with AI from the very beginning (AI-First), not AI-Later like most of these bigger companies. Many of them will encounter challenges when it comes to processing data in a way that’s amenable for modeling, monitoring, etc. We’re already seeing these large vendors having to forge big cloud partnerships to rehaul their backends in order to address their scaling issues. I actually think some of the marketing automation companies still won’t be able to improve their scale, given how dependent they are on legacy backend design that wasn’t meant to handle expensive data mining workloads.

Many of these companies will also need to curtail security requirements stemming from the days of moving companies over to the cloud. Some of their legacy security provisions may prevent them from even looking at or analyzing a customer’s data (which is obviously important for modeling).

When you solve one problem really well, the predictive piece almost disappears to the end user (like with our three applications). That’s the litmus test of a good AI-powered business application. But, that’s not what we’re seeing from the big companies and most startups. It’s quite the opposite in fact, we’re seeing more over generalization.

They’re making machine learning feel like AWS infrastructure. Just build a model in their cloud and connect it somehow to your business database like CRM. After five years of experience in this game, I’ll bet our bank that approach won’t result in sticky adoption. Machine learning is not like AWS, which you can just spin up and magically connect to some system. “It’s not commoditizable like EC2” (Prof. Manning at Stanford). It’s much more nuanced and personalized based on each use case. And this approach doesn’t address the last mile problems which are harder and typically more expensive than the modeling part!

From AI Hype to Mass Adoption

There aren’t yet thousands of companies running their growth with AI. It will take time, just like it took Eloqua and Marketo time to build up the marketing automation category. We’re grateful that the bigger companies like Microsoft, Oracle, Salesforce, Adobe, IBM and SAP are helping market this industry better than we could ever do.

I strongly believe every company will be using predictive to drive growth within the next 10 years. It just doesn’t make sense not to, when we can get a company up and running in a week, show them the ROI value via simulations, and only then ask them to pay for it. Additionally, there are a variety of lightweight ways to leverage predictive for growth (such as powering key forecasting metrics and dashboards) that don’t require process changes if you’re in the middle of org changes or data migrations.

In an AI-First world, every business must ask the question: What if our competitor is using predictive and achieving 3x better conversion rates as a result? The solution is simple adopt AI as well and prop up the arms race.

I encourage all emerging AI companies to remain heads down and focus on customer success and last mile product problems. Go deep, iterate with a few companies and grow the base wisely. Under-promise and over-deliver. Let the bigger companies pay for your marketing with their big voice boxes which they’re really flexing now. Doing so, you’ll likely succeed beyond measure and who knows, we may even replace the incumbents in the process.

4 Products Microsoft and LinkedIn Need to Ship

An op-ed piece I wrote for VentureBeat:

Last week, Microsoft stunned the tech world with the largest ever software acquisition – the purchase of LinkedIn for $26.2 billion. While early news coverage has addressed plans to keep LinkedIn independent, there’s been little discussion about what exactly the two companies will do together. As someone who’s entrenched in the LinkedIn and Microsoft ecosystems, I thought I’d share four exciting products this acquisition makes possible:

1. Redefined business email

The quickest and broadest impact Microsoft can make with LinkedIn is to redesign its Outlook interface. The companies could easily bring LinkedIn insights, profile photos, etc. into the email experience (similar to what Rapportive offers today but with a seamless, actionable approach). Outlook could even show recent updates and thought leadership pieces from a particular profile as talking point suggestions to automatically populate in an email when selected.

Microsoft could also add automated email filtering and prioritization features with folder recommendations that improve email productivity. Imagine if you could get emails that meet certain criteria — say they come from a particular job title and are second-degree connections with at least 500 connections themselves — to stick in the top of your inbox until they receive your attention.

Read more …