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WHAT ARE YOUR DAY-TO-DAY RESPONSIBILITIES IN YOUR ORGANIZATION?

As CEO, I don't have a lot of day-to-day responsibilities. Mainly I focus on making sure we have money in the bank, and that our team is happy and productive. The only regular tasks I have are weekly 1 on 1s with our team leaders, and our weekly Progress meeting, where we discuss our progress from the past week, where we need help from the rest of the team, and our plan for the next week. Otherwise, I spend a ton of time in both internal and external meetings with our team, prospective employees, our customers, and our members. I travel a decent amount - mainly for speaking engagements and new market launches. When we're raising money for the company, that becomes my full time job, and it's so time consuming.

DESCRIBE HOW YOU BECAME INTERESTED IN REAL ESTATE TECHNOLOGY AND INNOVATION.

I've always had an interest in technology and innovation. I studied entrepreneurship at Babson, and always intended to start a business. Before starting CompStak, I was a commercial real estate broker. While working as a broker, I saw tremendous opportunity to innovate in the commercial real estate space. In truth, if you were looking for it, the opportunity for innovation in the CRE industry was everywhere. The industry was so antiquated, and the question was not IF there was an opportunity to innovate, but what opportunity was best, and how could I make an impact.

HOW IS TODAY’S REAL ESTATE TECHNOLOGY DIFFERENT FROM WHEN YOU STARTED YOUR CAREER?

When I started working in commercial real estate, the only technology regularly used in CRE leasing in Manhattan was CoStar. On occasion I would use LinkedIn, Loopnet, RCA, PropertyShark, Jigsaw, or electronic public records data from the NYC DOB. Some brokers used CRMs, but most just used Microsoft Outlook and others used index cards (seriously). Today, there is technology that dramatically improves a broker's workflow in every step of the process. Prospecting is done on LinkedIn, CompStak, ProspectNow, Crunchbase, and other sites. Market Data to negotiate deals comes from RCA and CompStak. Deal management, workflow and space tours happen on VTS, Hightower Property Capsule and Ten Eight. Customer relationships are managed in Apto, Clientlook or REThink, and space is marketed with VTS, 42Floors, TheSquareFoot, OfficeSpace.com, Floored and others. All of these new tools provide tremendous value to brokers (not to mention investors, lenders, appraisers and others). They provide transparency in information, and accountability to landlords and tenants.

WHAT IS THE MOST IMPORTANT INNOVATION AND TECHNOLOGY-DRIVEN INITIATIVE IN YOUR ORGANIZATION TODAY?

I'm most proud of the technology we've built in-house, which our members and customers never see, but which allows CompStak to grow incredibly quickly. We've built an in-house Mechanical Turk platform, combined with Machine Learning, Statistical Anomaly Detection, and workflow tools that allow us to process an average of over 30,000 comps a month, while maintaining high quality and direct analyst review. We've then built a sophisticated comp integration process, which allows us to maintain an average of 5 versions of every new comp we receive, uncover the differences between these versions and choose the best comp attributes to deliver a high quality experience to our users. I'm just scratching the surface of what it takes and what we've built to create a scalable platform for managing a massive quantity of data from a ton of disparate sources. This stuff is really cool.

WHAT DO YOU DO TO STAY ON TOP OF CUTTING EDGE TRENDS AND DEVELOPMENTS IN REAL ESTATE TECHNOLOGY?

I really enjoy the various CRE Tech events (too many of which have the word "disrupt" in them). Other companies in this industry are building incredible things, and a lot of them are taking inspiration from outside of the real estate tech world as well. I think if we all really want to innovate, that's what we need to do. We need to look at best in class technology and design in all industries and think about how to apply that to the world of real estate technology. Our tech team shares their code repos in GitHub, and our product team shares their designs in Dribbble. Of course, it's also important not to get too distracted with what other people are doing, and to focus on making your product as good as it can be.

AS A MENTOR, WHAT IS THE #1 VALUE YOU BRING TO A HIGH-GROWTH REAL ESTATE TECH START-UP?

Personally, I think the value I provide may be valuable to entrepreneurs more generally, than just real estate tech companies. There are a lot of things I would change the second time around, that would have accelerated our growth. My advice will likely be around effectively telling the story of your company, identifying the biggest opportunity possible, understanding how you will capitalize on that opportunity, and selling that opportunity to investors. Early stage entrepreneurs need to be tremendous story tellers and salespeople, and while it's partly art and partly science, it's definitely something that can be learned.

WHO HAVE BEEN YOUR MOST IMPORTANT MENTORS AND WHY?

Jason Freedman from 42Floors once mentioned to me, that the best mentors are other entrepreneurs who have gone through what you're going through a few months ahead of you. I think he's dead right. I love chatting with entrepreneurs who have just closed the type of customers I'm trying to win, just raised the round of funding I'm planning to go for, just hired that big senior employee, or hit that scaling challenge. It's wisdom that is incredibly relevant, and practical.

WHAT IS YOUR FAVORITE BUSINESS BOOK?

My favorite recent business book is The Hard Thing about Hard Things. I've also really enjoyed Zero to One, anything by Eliyahu Goldratt, How to Win Friends and Influence People, Delivering Happiness, Built from Scratch and Double Dip by Ben and Jerry (really).

WHAT IS ONE INTERESTING THING ABOUT YOU THAT MOST PEOPLE DON’T ALREADY KNOW?

I really enjoy manual labor. I get tremendous pleasure out of fixing things, painting things, organizing things, building things and cleaning things. I love the sense of accomplishment I get from completing a project. Incidentally, I get that satisfaction, even if I'm not the one doing most of the work :-). That's part of what I love about being an entrepreneur. Our team is always doing new cool things, and there are lots of small wins along the way.