
Hi, I'm Jack Pearson.
Real estate and technology professional, passionate about how the physical world is built and operated. I believe people empowered by the right technology can greatly improve outcomes in an industry full of opportunity.

Interra Realty
2025 – Present
Broker, Multifamily Investment Sales
Licensed broker representing clients in the purchase and sale of multifamily properties. Underwriting, rent-roll and T-12 analysis, offering memoranda, owner outreach, negotiation.
Interra Realty
2025 – Present
Broker, Multifamily Investment Sales
Licensed broker representing clients in the purchase and sale of multifamily properties. Underwriting, rent-roll and T-12 analysis, offering memoranda, owner outreach, negotiation.
- [Deals closed / volume / notable transactions to confirm.]
- Became the customer for the software I later built: every Everre feature started as something I needed on a live deal.
Independent
2024 – 2025
Contract Project Management
Construction project management on a contract basis for commercial projects. Began coursework and licensing for real estate brokerage during this period.
Independent
2024 – 2025
Contract Project Management
Construction project management on a contract basis for commercial projects. Began coursework and licensing for real estate brokerage during this period.
- Interior renovations and retail facade repair and replacement.
- Estimating and permitting.

Homebound
2022 – 2024
Senior Product Manager
Owned procurement product for a technology-backed single-family homebuilder offering personalization at scale.
Homebound
2022 – 2024
Senior Product Manager
Owned procurement product for a technology-backed single-family homebuilder offering personalization at scale.
- Delivered contracting capabilities that cut the buyout period for new developments from 120+ days to 45.
- Introduced itemized takeoffs for every plan and option, backed by an integrated product catalog tracking bids, historical pricing, and line-item specifications.

Procare Solutions
2019 – 2021
Product Manager
Full product lifecycle, discovery through delivery, for childcare B2B SaaS on web and native mobile.
Procare Solutions
2019 – 2021
Product Manager
Full product lifecycle, discovery through delivery, for childcare B2B SaaS on web and native mobile.
- First employee and first product manager placed by Procare into acquired startup Kinderlime. Took over product strategy and backlog from the founders and integrated the team's development process into the parent company.
- Continuous user engagement; qualitative and quantitative data for decisions and communication.

Intelivideo
2018 – 2019
Software Engineer
Built tools and themes for white-label subscription video products used by Title Boxing, Pure Barre, and MELT Method.
Intelivideo
2018 – 2019
Software Engineer
Built tools and themes for white-label subscription video products used by Title Boxing, Pure Barre, and MELT Method.
Angular.js · Ruby on Rails · PostgreSQL

Piekarz Associates
2016 – 2016
Architectural Intern
All phases of design from concept through construction documents.
Piekarz Associates
2016 – 2016
Architectural Intern
All phases of design from concept through construction documents.
Education
University of Kansas
Master of Architecture
2012 – 2017
DevMountain
Web Development Bootcamp
2017 – 2018
Licensed Real Estate Broker, Illinois
License 475.216275
2025 – Present
Skills
Domain
Product
Engineering
AI
Case studies
Everre
June 2025 – present
AI-native CRM for commercial real estate brokers. The AI does the analyst's work; the broker keeps the relationships. Built by a broker, for the deals on my own desk.
FifthYear
March 2026 – present
Registration, payments, teams, brackets, results, and discovery for adult recreational athletes and the volunteers who run their competitions.
Also built
Commonwealth
January 2026 – present
Directory and job board for employee-owned companies, worker cooperatives, and profit-sharing businesses, filled by ingesting each employer's own ATS.
Panelized
July 2026
A 3D web tool for prototyping panelized (SIP) apartment buildings, one to four stories, six to twenty-four units, with prefab kitchen and bath pods.
Get in touch
What I'm looking for
A product role at a company applying AI to real estate: multifamily leasing and operations, CRE data, fund administration, underwriting. Somewhere the brokerage years are the domain expertise and building is part of the job.
Based in Chicago, IL. Open to remote.