Summary
Overview
Work History
Education
Skills
Timeline
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DEREK ANDERSON

San Antonio, Texas

Summary

Program and product leader with 20+ years of experience driving AI transformations and strategic roadmap execution. Currently leading GenAI initiatives at JLL—including a custom multi-agent orchestration platform automating core real-estate workflows and influencing 23% of deals. Expert in executive alignment, ethical AI practices, and driving adoption across large-scale engineering organizations.

Overview

30
30
years of professional experience

Work History

Senior Director, Technology Product & Program Management

JLL
Remote (Chicago HQ)
01.2022 - Current
  • Program-managed deployment of a custom RAG framework with multi-agent orchestration, automating workflows from property discovery to closing.
  • Introduced GenAI coding assistants—resulting in brokering AI suggestions that influence 23% of all deals.
  • Ensured ethical deployment via bias audits, explainability tools (LIME/SHAP), and privacy compliance.
  • Completed Duke’s XAI specialization, enrolled in Wharton’s Strategies for Accountable AI, and Vanderbilt’s Generative AI Leadership & Strategy training.
  • Benchmarked OpenAI, Anthropic, Hugging Face to optimize roadmap strategy.
  • Aligned engineering, data science, product, and IT teams in partnership with the CTO and CDO.
  • Launched internal workshops, office hours, and docs to accelerate GenAI adoption across 100K+ employees.
  • Presented board-level updates focusing on scope, risks, and program ROI.

Chief Operating Officer / Senior Product Officer

Visual Lease, Inc.
Woodbridge
01.2013 - 01.2019
  • Acted as the strategic integrator across engineering, product, data, and executive leadership for global lease administration SaaS.
  • Led 22× ARR growth organically while maintaining profitability.
  • Oversaw digital transformation and regulatory compliance across EMEA, LATAM, and APAC.
  • Introduced ML-driven lease analytics to improve customer adoption and operational efficiency.

VP, Product & Technical Program Leadership

Redwood Systems
Fremont
01.2011 - 01.2013
  • Orchestrated efforts between engineering, product, and ML teams to deploy embedded ML and IoT building optimization solutions for corporate clients (Meta, Microsoft, Apple).
  • Designed and delivered partner trainings and internal ML workshops to enable AI capabilities at scale.

Senior Director, Product

Skire (Oracle)
Menlo Park
01.2009 - 01.2011
  • Directed next-gen IWMS platform development and launch, integrating facility, lease, and project management tools.
  • Achieved 300% revenue growth by aligning features with customer needs and leading educational initiatives.
  • Platform acquired by Oracle and folded into Primavera.

SVP, Technology Products

Colliers International
Cincinnati
01.2006 - 01.2009
  • Consolidated 32 legacy systems into a unified SaaS platform, optimizing operational efficiency.
  • Evangelized digital transformation across teams and supported major client acquisitions (Toyota, P&G).

CEO / VP, Product & Marketing

WorkplaceIQ
Tel Aviv
01.2003 - 01.2006
  • Promoted from VP to CEO, leading product and operations for IWMS and PM platforms.
  • Transformed engineering culture and scaled revenue 5×.
  • Built customer-centric processes and SaaS maturity models; company later acquired by Accruent.

Co-Founder & VP, Product

VirtualPremise (CoStar)
Atlanta
01.1999 - 01.2003
  • Launched one of the first web-based lease administration solutions, building ~$15M ARR and a $6M services division.
  • Guided product vision and implementation through acquisition by CoStar.

VP of Engineering

Enercom
Atlanta
01.1996 - 01.1999
  • Led engineering for one of the first SaaS platforms in energy sustainability.
  • Developed multi-tenant web tools used by millions and invented redundancy systems for real-time utility analytics.

Education

Strategies for Accountable AI -

Wharton
12.2024

Master of Science - Software Management

Carnegie Mellon University

Master of Science - Strategic Business Management

Indiana University

Bachelor of Arts - Business Administration and Management

Georgia State University

Master of Corporate Real Estate (MCR) -

CoreNet Global

Explainable AI (XAI) Specialization -

Duke University

Generative AI Leadership & Strategy Specialization -

Vanderbilt University

Skills

  • Program Leadership & Governance
  • Multi-Agent GenAI Orchestration
  • LLMs
  • RAG
  • Prompt Engineering
  • Ethical & Explainable AI (XAI)
  • Stakeholder & Board Communication
  • Developer Workshops & Evangelism
  • AI Competitive Benchmarking
  • Change Management & Adoption
  • Team building
  • Innovation management
  • Collaborative leadership
  • Data analytics
  • Strategic thinking
  • Project management
  • Data analysis
  • Machine learning
  • Strategic planning
  • Effective communication
  • Software development
  • Product vision and strategy
  • Project planning and roadmaps
  • Business planning
  • Roadmap development
  • Financial management
  • Go-to-market strategy

Timeline

Senior Director, Technology Product & Program Management

JLL
01.2022 - Current

Chief Operating Officer / Senior Product Officer

Visual Lease, Inc.
01.2013 - 01.2019

VP, Product & Technical Program Leadership

Redwood Systems
01.2011 - 01.2013

Senior Director, Product

Skire (Oracle)
01.2009 - 01.2011

SVP, Technology Products

Colliers International
01.2006 - 01.2009

CEO / VP, Product & Marketing

WorkplaceIQ
01.2003 - 01.2006

Co-Founder & VP, Product

VirtualPremise (CoStar)
01.1999 - 01.2003

VP of Engineering

Enercom
01.1996 - 01.1999

Strategies for Accountable AI -

Wharton

Master of Science - Software Management

Carnegie Mellon University

Master of Science - Strategic Business Management

Indiana University

Bachelor of Arts - Business Administration and Management

Georgia State University

Master of Corporate Real Estate (MCR) -

CoreNet Global

Explainable AI (XAI) Specialization -

Duke University

Generative AI Leadership & Strategy Specialization -

Vanderbilt University

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DEREK ANDERSON