Episodes

What is the real estate lifecycle and why is this different from other sectors? Why did Derek experience a rebellious phase during college that entailed exploring career options outside of the engineering track he was ushered down? How does one become a strategy consultant by accident? Why did getting to know a tennis shop customer lead to a career change into real estate development? What else did Derek do to go all in on real estate as a profession? Are the advantages to working in a small fam...

Is the headline "Proptech Needs to Die" hyperbole or does it point to a distorted truth? What are the lifecycle stages of ownership and how does this differ by real estate asset class? How did an accounting close process lead to a career interest in data intelligence and analytics? What is the Netflix culture deck and why is Netflix's culture so revered in tech companies? Why was participating in On Deck so beneficial as an aspring entrepreneur? What are some of the challenges faced when transit...

Why did Chase's parents convince him to attend UVA and how has it become one of the best decisions that he ever made? What program offered by the NFL allowed Chase to finish his master's degree? How did a degree in sports administration establish a foundation for Chase's future entrepreneurial endeavors? What is the difference between move-in day and turn at college campus housing? How was Chase able to create a nationwide company helping off campus student housing with turn from an opportunity ...

What does it mean to streamline the real estate industry? How might AI further seep into the proptech sector beyond content creation and visual generation? Will AI be a part of every company going forward or is this a temporary tech fad? What was it like to work (at the time) in the largest square foot building in the US? Are there unique challenges when working for a company that has both employees and unions? How many roles did Ali apply to at Uber before finally getting her foot in the door? ...

Can entrepreneurship be taught in school or does it need to be learned on the job? What sorts of opportunities can you create for yourself by taking a chance and directly immersing yourself in an emerging space? How critical to scaling a business is knowing how to sell? Why is listening an underappreciated aspect of being successful in sales? Can introverted people actually make good sales people? How are entrepreneurs and sales people alike? What is attractive about real estate investing which ...

How did an internship for Senator Barbara Boxer lead to attending George Washington University? What transformative event happened while attending George Washington University resulting in a move back to the West Coast to attend the University of Southern California? How did a family event as a teenager in Ukraine spark an initial interest in real estate? Why leave a promising career in real estate investment banking to move to Hong Kong? How did an investment banking background prove to be a gr...

How did the desire to be a writer lead to an opportunity to be part of the emerging web 2.0 scene within social media marketing? Why were technical skills in account/brand management roles so valued by digital marketing agencies? What are some attributes of successful startup employees that can also make them not the best college or university students? How have the scope of problems that startups are solving for today become much more complicated than those being built in the early days of web ...