YIMBY+

Making the changing city something you can explore.

When
2020 to present · co-founder since 2023
Role
Co-founder and CPO · 3D city experience, modeling pipeline, research and verification, product UX
Team
Engineering shared with co-founder Max Gillespie
Output
Subscription development database, map and 3D city for real estate professionals
Live
yimbyplus.ai

Three cities: New York, Chicago and Miami. New York’s recorded timeline runs from 1875 to Future.

  • Explore buildings in their city context.
  • Inspect changes between model releases.
  • Trace project stages to supporting sources.

I connect building research, authored models and product design so people can explore a changing city.

Follow the story from 2020

Loading available cities and recorded views…

These controls explore recorded states. Open YIMBY+ to move the camera, select buildings and see the latest release.

Open New York live
Recorded
captured from a real product or process on a stated date
Historical
made during the project and shown as it was
Scenario
a projection, never a forecast or completion date

Five-plus years of making urban change easier to understand.

YIMBY+ brings development reporting, building information and authored 3D cities into one experience. Its design grew out of a practical problem I encountered while writing about Chicago: an individual project is difficult to understand without seeing the city around it.

I brought researched building models and time exploration together so individual developments could be understood in their city context. My work spans reporting and photography, building research, model authoring, spatial interaction design and the workflows that connect those pieces. What began as illustrations for articles now supports exploration across New York, Chicago and Miami.

I lead the 3D city experience, the building models and the pipeline that produces them, the research and verification workflows behind the data, and product UX. I share engineering with my co-founder Max Gillespie, who built the v2 application foundation. The story below traces the earlier experiments into that ongoing collaboration.

2020 · Reporting & photography

The questions started on the ground.

I began writing for Chicago YIMBY in 2020. The work meant researching proposals and construction, gathering drawings and project information, photographing buildings, and explaining what was changing. Each article brought together a site's design, scale, participants and place in the neighborhood.

Across those stories, another question kept appearing: what would all of these projects look like together? A photograph recorded what was there, and a rendering described one proposal. Neither could show the combined effect of a development pipeline on the skyline.

The December 2020 St. Regis article preserves that starting point: written reporting and original photographs, with the article's supplied architectural rendering separately credited to Studio Gang.

Jack's December 2020 Chicago YIMBY article about St. Regis Chicago
HistoricalArticle capture. Scroll within the image to inspect the reporting and photography.Open image

December 2021 · Proof of concept

Put the buildings in the same city.

Chicago YIMBY's annual countdown of projects under construction gave me a concrete way to test the idea. I added the featured towers to a base model of Chicago in Unity, then used the model to accompany each day's article.

The visual hierarchy was deliberately simple: the featured project in cyan, previously introduced towers in green, and the existing city in grayscale. That let the reader locate one new building without losing the accumulated story of the others.

I could also compare the model with a photographic viewpoint. The question was whether the building's massing and position communicated its relationship to landmarks and the waterfront. This made the model useful as a spatial explanation before it became an interactive product.

Read the December 2021 countdown article and model credit

The 2021 Chicago model, looking west across Navy Pier, with St. Regis highlighted in cyanPhotographic reference of the Chicago skyline from Navy PierPhotography2021 model
Historical The shared viewpoint makes form, scale and placement easier to inspect; lighting and geometry remain distinct.
Early Chicago countdown model with the featured building in cyan
HistoricalDecember 2021: the featured tower against the existing city.Open image
Another original December 2021 Chicago countdown viewpoint
HistoricalA second viewpoint carries the same highlighting rule.Open image
The growing set of highlighted towers in the 2021 Chicago model
HistoricalThe accumulating projects establish relationships across the skyline.Open image
An original overview of the 2021 highlighted Chicago city model
HistoricalThe city supplies context around each article's subject.Open image

Mid–late 2022 · Visual refinement

Make the city recognizable.

The early model read like a diagram. I wanted people to recognize a place they could explore, drawing on the familiarity of city-building games without making every surface compete for attention.

I moved toward natural building colors, materials and environmental context: water, parks, roads and a more complete surrounding city. Camera framing and highlights then helped a particular project stand out from that quieter base.

Analytical views still needed their own visual language. For height, a continuous property, I used ranges and a color progression. The distinction mattered: natural color helped identify the place, while an analytical layer explained a specific attribute.

Early 2022 Chicago model with natural building colors
HistoricalEarly natural-color treatment.Open image
Refined natural-color Chicago model from 2022
HistoricalRefined materials, environmental context and project emphasis.Open image
The complete Chicago high-rise model rendered in natural colors in late 2022
HistoricalLate 2022: a broader natural-color cityscape surrounds the featured developments.Open image
Chicago buildings shown using the original graduated height color scheme
HistoricalA separate height layer uses graduated colors to explain a continuous property.Open image

Late 2022 · Strategic storytelling

Use the model to make comparisons visible.

Once the buildings shared a spatial system, I could arrange and compare them in ways that a collection of photographs could not. The model became a tool for examining both real development and alternative scenarios.

For canceled proposals, I showed the possible skyline in natural color and used a status view to distinguish the hypothetical buildings. Keeping that qualification visible is essential: a compelling rendering can otherwise make an unbuilt idea look like a prediction.

See the 2022 Waterview alternative in its original article

For the 2022 year-end countdown, I arranged Chicago and New York projects by rank, with familiar landmarks as scale references. The comparison made the size of the two construction pipelines legible in one composition. These are comparisons of the projects represented in that original work, not a measure of today's markets.

Historical hypothetical Chicago skyline with canceled proposals shown in natural colors
HistoricalAn alternative skyline assembled from earlier proposals.Open image
Historical alternative Chicago scenario distinguishing hypothetical proposals with a status color
HistoricalThe status view distinguishes the hypothetical projects.Open image
2022 comparative lineup of Chicago projects in green and New York projects in orange
HistoricalChicago in green, New York in orange. Ranked building forms and reference landmarks communicate the relative scale of the selected 2022 projects.Open image

2023 · Time as a dimension

Let the skyline change year by year.

Completion-year information made it possible to change which buildings appeared in the model. A fixed viewpoint keeps the comparison grounded as the city develops around it.

Chicago River · archival model

Move through the skyline.

1960
Chicago River model depicting 1960

HistoricalCreated in 2023 · 74 annual model views, 1960–2033. Later years preserve the proposals and completion assumptions in that original work.

The important interaction was the connection between the year and the visible city. Someone could move backward, pause on a transition, and understand how a neighborhood's later density had emerged.

This presentation restores all 74 annual frames of the original Chicago River sequence. It depicts 1960 through 2033, combining historical building information with the future completion assumptions used when the work was created. Those later views remain an archival scenario.

Read the March 2023 West Loop analysis and model credits

Spring 2023 · Neighborhood analysis

Look through the skyline.

A comprehensive West Loop article brought the earlier experiments together. Instead of considering one project at a time, I used multiple viewpoints and height bands to examine the development pipeline across a neighborhood.

Isolating a height range creates an almost X-ray view: buildings in the selected band remain legible while the rest supplies transparent context. This exposes clusters that a fully rendered city can conceal behind larger buildings.

The work sharpened the next product question. An article could provide selected views, but a research tool needed to let people choose the view and filter themselves.

Original 2023 West Loop development overview
HistoricalThe full West Loop view establishes the neighborhood before the height analysis.Open image

Isolate a height band.

2023 West Loop model: All heights
HistoricalSelected buildings remain colored while the surrounding model becomes transparent. These eight authored states reveal the distribution of the development pipeline in the original 2023 West Loop analysis.
Another viewpoint from the 2023 West Loop analysis
HistoricalChanging the camera reveals different relationships between projects.Open image
An additional view of the original West Loop development pipeline
HistoricalThe same neighborhood examined from another angle.Open image

2024 · Platform maturity

Connect the buildings, the people and the map.

Building information also describes relationships between developers, architects, contractors and owners. The earlier platform extended its project records into stakeholder views so someone could move from a company to its associated work.

Meanwhile, the city needed to become easier to reach in a browser. Unity remained useful for modeling and spatial presentation, while Mapbox with building overlays introduced familiar streets and geographic context into the web experience.

The tradeoff was practical. A city model excels at explaining form and scale; a conventional map helps people orient to a street, neighborhood or destination. Keeping those strengths connected was more useful than forcing every research task into one view.

The 2024 YIMBY+ stakeholder list
HistoricalThe earlier stakeholder directory connects organizations to project activity.Open image
An original stakeholder profile and associated project list
HistoricalAn organization profile provides a path back to its projects.Open image
Early Mapbox integration with authored building overlays
HistoricalThe early 2024 browser-map integration places the buildings in a familiar geographic interface.Open image

2025 · Layers & viewing controls

Expose depth without losing the city.

The earlier platform grew to include building details, zoning information and more ways to view the model. A user could begin with the city, select a building and inspect its supporting information.

As the number of layers expanded, the design problem became one of control. A layer selector answers which property to examine; a range control narrows that property's values. Separating those decisions makes the filtering sequence easier to follow.

Viewing modes addressed another need. Color helps distinguish project attributes, while monochrome emphasizes form. Light and dark surfaces give the same model different presentation contexts. These controls change how information is read without requiring a new model.

YIMBY+ Mapbox building selection in the 2025 platform
HistoricalThe map with a selected building.Open image
A building details panel in the earlier YIMBY+ platform
HistoricalSupporting project information beside its geographic context.Open image
The original 2025 property and zoning information panel
HistoricalProperty and zoning views. This is evidence of the earlier interface, separate from the current product's source-handling rules.Open image
The earlier YIMBY+ layer selector
HistoricalChoose an information layer.Open image
The earlier YIMBY+ height layer and range control
HistoricalNarrow the visible height range.Open image
The original project-stage layer
HistoricalProject stage uses categories.Open image
The original square-footage layer
HistoricalFloor area uses a numeric range.Open image
2025 YIMBY+ interface in light mode with colored buildings
HistoricalThe four 2025 viewing modes, presented as selectable states.

2026 · The current product

Bring the high-fidelity city into the browser.

Return to the recorded city explorer

The early work followed two paths: detailed city models in Unity and a Mapbox web experience that made development information easier to reach. Today, building models are authored in SketchUp, integrated in Unity and served through Three.js in the browser. Mapbox continues to support the separate 2D map.

The city timeline describes a building’s history. Model release history records when our representation changed. Building Updates and release comparisons make that second history visible: a reader can inspect a model revision, then locate the building in the city. Future timeline bins show scenarios, not confirmed completion dates.

Show the work behind a model update

A release comparison makes an authored change concrete. In the September 8 Chicago release, Bally's appears alongside its previous model so a viewer can inspect the revised form, then locate the building in the city. That connection turns an update list into a spatial explanation.

Bally's Casino before and after its September 8 model revision, captured in the public product
RecordedModel-release comparison, captured September 9, 2026. The interactive controls pictured belong to the live product. The September 8, 2026 Chicago release is one dated example of continuing model work. Current release dates and city-history years describe different things. Inspect the published release
Bally's proposed model located in the Chicago city, shown in the product's future timeline slot
RecordedBally's in its Chicago context, captured September 9, 2026. The 2035+ future slot displays proposed geometry; it is not a verified completion date. Find Bally's in the city

Keep a path back to the source

A project stage is more useful when its evidence can be inspected. The public Stage receipt shows research verification and supporting YIMBY articles, giving the reader a path from the displayed claim back to its sources.

JPMorgan Tower's Stage receipt showing research verification and supporting New York YIMBY article links
RecordedThe public Stage receipt, captured September 9, 2026. This is evidence of the research interface. Inspect the project sources
The current public YIMBY+ project database
RecordedCurrent project database, captured September 8, 2026. Article-derived information supports the research surface. Python ingestion supports the information workflows; the application connects those outputs in the web experience.
The current YIMBY+ Building Updates panel beside the city
RecordedBuilding Updates, captured September 8, 2026. Model changes can be inspected alongside the city they affect. SketchUp and Unity support the authoring side. Versioned assets carry that work into the current Three.js browser city, while maps and project records provide research context. Explore Chicago model updates

From source material to an explorable place

The work connects building research, model authoring and the browser experience. Research informs the building’s identity and history; drawings inform its geometry. SketchUp models are integrated into the Unity city, then published for exploration through Three.js.

The workflow is human-led, with AI assistance. Authored building models are checked against drawings, and stage claims are backed by sources. I lead the research and verification work that connects those decisions to what a reader can inspect.

Early New York contextual fabric includes explicitly generated speculative infill, which must remain distinguishable from researched individual buildings.

The question has stayed consistent.

How can a person understand a building as part of a changing city? The answer has grown from reporting and photography into models, layers, research tools and a shared product. Each stage made the next question visible, and each left evidence that could be tested in the work itself.