They offer a supportive culture with exceptional work-life balance, though compensation tends to run on the lower side. Headquartered in Chicago, Illinois, Buildout operates as a private commercial real estate software company. The firm sits in the small-to-medium size band, providing a specialized deal and marketing platform for over 150,000 brokers and investors. Leadership under CEO Helen Calvin receives high internal marks as the business consolidates its product suite.
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About
Buildout is a family of CRE software products and services that help the best brokers to find, win, market, and transact properties to maximize their deal efforts and maximize wins. Our core belief is that successful commercial real estate is broker-led, but tech-enabled. That we play a critical role in maximizing the brokers time to focus on what they do best. As a result, Buildout has become the not-so-secret weapon for more than 150,000+ brokers and investors. Ultimately, we exist to serve the entire CRE industry and because of that unwavering focus, all the best brokers use Buildout.
Buildout Spent 16 Years Turning CRE’s Messy Tech Stack Into One Deal Machine | YesPressyespress.io · Sep 2, 2026
Employee Experience
3.9/5
Career Opportunities
3.9
Compensation & Benefits
3.5
Culture & Values
4.4
Diversity & Inclusion
4.2
Senior Management
4.2
Work-Life Balance
4.7
Quick Take
Strengths
Strong work-life balanceHolds an exceptional 94 rating for work-life balance alongside fully remote arrangements.
High leadership approvalCEO Helen Calvin maintains a 100 approval rating with positive sentiment following executive transitions.
Watch out
Substantial debt obligationsCarries $52.5 million in debt with Saratoga Investment Corp. at an 11.27% cash interest rate maturing in 2028.
Note
Product consolidationTransitioned legacy acquisitions including Rethink and Showcase into a unified CRE CRM and deal platform.
Things to consider
Below-market compensation — Employees frequently note that salaries and sales commission structures lag behind tech industry averages, which is reflected in a 70 compensation rating.
Onboarding and training gaps — Staff note limited formal sales enablement and shifting internal processes, requiring new hires to learn complex product workflows largely on their own.
Leadership
TP
Trenton PricePresident & Principal Broker
What They Build
Buildout builds an end-to-end deal management and marketing platform for commercial real estate brokerages. Their technical focus centers on streamlining property marketing workflows, pipeline data tracking, and broker automation tools. Engineering efforts prioritize reliable CRM integrations and workflow execution across multiple listing channels.