The Chicago Booth Alumni Clubs of Orange County and Los Angeles proudly present a virtual discussion of how alumni in entrepreneurial real estate technology ventures navigate through the unprecedented period of uncertainty due to the pandemic and economic crises.


Online Webinar
Online, California

Event Details

The panel will address questions head-on how real estate insiders leveraged their diverse backgrounds in management consulting, investments, private equity, marketing, operations, real estate, and technology. The accomplished alumni are striving to disrupt and pursue innovative start ups within the traditionally opaque and informationally asymmetric real estate sector.

Given that real estate is one the major backbones in the California economy, we endeavor to profile such alumni who have made entrepreneurial inroads in real estate via technology. As Covid-19 is a game changer in our society and economy, we will further highlight how our Chicago-educated leaders adapt to not only survive but also thrive in their respective platforms. We hope that the participants' breadth and depth of knowledge plus creativity will resonate with many as we similarly strive to maintain career resiliency.

Specific panel topics

  • Overview of the multifamily and single family real estate markets in SoCal
  • Leveraging Booth management skillset and synergistic experiences to build a business in a capital-intensive industry
  • How technology is upending the landlord, tenant, seller, buyer, and broker experiences
  • Using data and technology to enhance professional success and personal wealth


No Charge


Register Online

Zoom information will be shared once registration is complete.

Questions for the panelists can be submitted during the webinar.

Deadline: 5/28/2020

Speaker Profiles

Jonas Bordo (Speaker) '04
CEO, Dwellsy

Jonas is the CEO and Co-Founder of Dwellsy, the free residential rental marketplace that makes it easy to find hard to find rentals.

Prior to co-founding Dwellsy, Jonas was a senior executive at several leading real estate firms including Essex Property Trust and Bentall GreenOak and was with the Boston Consulting Group after graduating with his MBA from the University of Chicago Booth School of Business.

Jonas has had the good fortune to build, re-build and lead amazing teams across the multifamily and commercial real estate operational and strategic spectrum, manage $100M+ P&Ls, deliver significant profit increases, orchestrate the sale of several businesses, develop a strategic plan for one of the world's leading symphony orchestras, implement a Toyota production system and create more than 40 brands.

Tom Gabriele (Speaker) '02
CEO, Homewayz

Tom has spent most of the past decade bringing cutting edge technologies to market. He has successfully helped start companies scale to $100M+ in annualized revenue. Prior to his entrepreneurial run, Tom worked in Corporate Development and Corporate Strategy for FOX and Experian. With those groups, more than $1 billion was invested in acquisitions and new products delivering billions more in added enterprise value. Tom collaborated with Lara, his wife, to build HomeWayz. HomeWayz eliminates the frustration of a long and disconnected homebuying process. Agents and their clients have been on different platforms and using disparate technologies for decades. Now, they can move through the buying process with great efficiency and collaboration.

Gerry Caballero (Moderator) '97
Head of Product - Location-Based Analytics, LightBox

Gerry Caballero brings over 20 years of accomplishments in designing, launching and marketing successful products and services in the SaaS-based enterprise software, analytics, and business process outsourcing industries. He has led product teams at Fortune Global 500 firms, including Generali Group and Accenture, as well as at early stage companies backed by leading PE and VC firms, including Silver Lake Partners, Blackstone, General Atlantic, and Battery Ventures.


John Jones, '16