In an age where individualism often overshadows community, the phrase “We Live Together” serves as a reminder that our lives are fundamentally interconnected. Two contemporary voices—Maddy Oreilly and Dillion Harper—have emerged as vivid exemplars of this ideal. Through their distinct yet complementary journeys in activism, art, and entrepreneurship, they illustrate how collaboration, empathy, and shared purpose can transform both personal narratives and broader societal structures. This essay explores the origins of the “We Live Together” philosophy, examines the contributions of Maddy Oreilly and Dillion Harper, and reflects on the broader implications for community building in the 21st century.
| Attribute | Information |
|-----------|-------------|
| Background | • B.S. Computer Science – MIT (2010)
• M.S. Human‑Centered Design – Carnegie Mellon (2014) |
| Professional Experience | • Senior Product Manager, Airbnb (2014‑2018) – launched “Experiences” vertical
• VP of Product, Cohab (2020‑2022) – led redesign of roommate‑matching AI |
| Role at WLT | • Owns product vision, roadmap, and delivery for the WLT platform (mobile, web, API)
• Heads UX research, data science, and engineering teams (≈ 45 FTE)
• Drives integration of AI‑based compatibility scoring and predictive maintenance |
| Key Achievements (2022‑2026) | 1. Launched the “Harmony Score” algorithm, increasing match satisfaction (post‑move NPS from 72 → 84)
2. Built a modular API ecosystem, allowing 3rd‑party services (e.g., furniture rentals) to embed directly – generating $4 M in new ARR
3. Introduced “Community Pulse” analytics, giving property owners real‑time insight into resident sentiment |
| Leadership Style | Visionary, data‑driven, strong advocate for rapid prototyping and user testing. Runs quarterly “Hack‑for‑Community” sprints that involve cross‑functional teams and resident volunteers. | welivetogether maddy oreilly dillion harper full
Verdict: The onboarding experience is polished, thanks largely to Dillon’s design work, and feels personal without being intrusive. In an age where individualism often overshadows community,
Maddy and Dillon see WeLiveTogether not as an endpoint but as a launchpad. Their next steps include: strict OPEX discipline
“We built a house where everyone feels at home. Now we’re building the blueprint for a new kind of neighborhood,” Dillon says, eyes gleaming as he reviews the latest community dashboard.
| Risk | Likelihood | Impact | Mitigation | |------|------------|--------|------------| | Cash‑flow shortage | Medium | High | Bridge financing; strict OPEX discipline; prioritize high‑margin services. | | Regulatory changes to short‑term rentals | Medium | Medium | Ongoing legal monitoring; diversify into longer‑term co‑living agreements. | | Algorithmic bias accusations | Low | High | Conduct regular bias audits; transparent scoring criteria; independent ethics review board. | | Talent attrition (key engineers) | Medium | Medium | Competitive equity packages; career‑growth pathways; internal hack‑days to boost engagement. |