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Investors / United States / Trolley Ventures

Trolley Ventures

Venture capital · Richmond, VA, United States · North America

trolleyventures.comNo unsolicited pitches

Trolley Ventures is an investment firm that provides capital to early-stage companies in Central Virginia. It offers investors a single-investment way to diversify across many businesses, and lets companies raise capital through one relationship and a streamlined application process.

Invests inEnterprise Software

In its own wordsearly-stagecentral virginiadiversified portfolio

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21portfolio companies
0funding rounds on record
Seedstages it states

Trolley Ventures lists 21 checked portfolio companies on its own site. Its largest themes are Enterprise Software (17%), Education (14%) and Real Estate & Construction (10%). 86% of its companies are based in United States. It invests most often alongside Y Combinator, Arch Grants and Bruckner Ventures.

No funding round on record names Trolley Ventures yet, so the figures come from its portfolio page.

Round figures show recent activity, not Trolley Ventures' whole history. Rounds on record name 0 companies; its own site lists 21. Funding rounds are complete from mid-2025, so counts and the yearly trend undercount a firm that invested before then. The portfolio, themes and places come from its own site and are not affected.

Investment themes

share of its checked companies

This firmAll checked companies

Show as a table
Investment themes
This firmAll checked companies
Enterprise Software17%8%
Education14%7%
Real Estate & Construction10%3%
AI & Machine Learning10%18%
Healthcare & Biotech7%15%
Fintech7%12%
Media & Entertainment7%4%
E-commerce & Marketplaces7%6%

Invests most often with

firms sharing its portfolio companies
Show as a table
Co-investors
Share
Y Combinator2
Arch Grants1
Bruckner Ventures1
CRV1
Camp One Ventures1
Capital Innovators1
Carbon Ventures1
Difference Partners1

All co-investors

Investor profile

percentile among all firms
Portfolio size: 21 companiesRecent activity: 0 rounds in 12 monthsEarly stage: 0% of entries at pre-seed or seedEvidence: 0% of companies confirmed by a roundSector focus: 17% in its largest sectorReach: 2 countriesPortfolio size53th pctRecent activity46th pctEarly stage54th pctEvidence52th pctSector focus7th pctReach42th pct
This firmMedian of all firms
Show as a table
Trolley Ventures compared with all firms
MeasurePercentile of all firmsValue
Portfolio size53th21 companies
Recent activity46th0 rounds in 12 months
Early stage54th0% of entries at pre-seed or seed
Evidence52th0% of companies confirmed by a round
Sector focus7th17% in its largest sector
Reach42th2 countries

Its portfolio companies

where they are based, and what their own sites show

Headquarters

Site status

  • Site answers21100%
  • No longer answers00%
  • Points to another company00%
  • Parked or sold domain00%

A site that stops answering three checks in a row is counted as no longer answering; that is not proof of closure. A site that points to another company is often an acquisition.

Compare Trolley Ventures head to head

portfolio size, rounds, entry stages, themes and the companies both back

Three or more firms at once: portfolio overlap.

Portfolio

21 companies checked against their own sites
CompanyWhat it doesThemesFirst round with itEvidence
ARtGlassartglassgroup.comARtGlass brings the unique stories of a place to life using the magic of Augmented Reality (AR)
Enterprise SoftwareLegal & Compliance
Portfolio page
Bookeliciousbookelicious.comBookelicious provides a platform for book discovery and reading for kids, offering various programs and resources for educators, students, and families.
EducationEnterprise Software
Portfolio page
Bracket Real Estatebracketre.com · United StatesBracket Real Estate provides a technology platform and marketing service for commercial real estate transactions
Real Estate & Construction
Portfolio page
CardBoard Livecardboard.liveCardBoard Live creates an online platform for card and board game entertainment, focusing on improving the experience for viewers, streamers, and tournament organizers.
Enterprise SoftwareGaming
Portfolio page
Cerillocerillo.bio · United StatesCerillo delivers compact, well-engineered microplate readers designed to fit directly into existing experimental workflows.
Healthcare & Biotech
Portfolio page
Clockworkclockwork.appClockwork provides investment management software for individual investors, family offices, and advisors to manage their alternative investments and portfolios.
Fintech
Portfolio page
CounterFlow AIcounterflow.ai
Portfolio page
EdConnectiveedconnective.comEdConnective provides virtual coaching and learning solutions for educators and district leaders to improve classroom practice and student outcomes.
Education
Portfolio page
Fastbreak Connectfastbreakconnect.com · United StatesFastbreak Connect integrates technologies and services to connect brands, organizations, spectators, and players in the sports industry
Enterprise SoftwareMedia & Entertainment
Portfolio page
Answers Now AIgetanswersnow.com · United StatesThe company provides virtual autism support and ABA therapy to families.
Healthcare & Biotech
Portfolio page
Grenovagrenovasolutions.comGrenova develops and provides collaborative robotics and automation products for laboratory and operational environments.
Robotics & Hardware
Portfolio page
HadriUShadrius.com · United StatesHadrius provides a compliance platform for financial firms using AI technology.
FintechAI & Machine Learning
Portfolio page
Linebirdlinebird.net · United StatesLinebird applies drone technology to reduce hazardous man-hours and boost efficiency of electric utility line maintenance
AI & Machine LearningAI & Machine Learning
Portfolio page
Major Claritymajorclarity.com · United StatesMajorClarity by Edmentum helps ensure that every student’s education leads to a successful career outcome—whether through a 4-year degree or going into the workforce.
EducationEducation
Portfolio page
Mobius Materialsmobiusmaterials.com · GermanyMobius Materials operates a B2B marketplace for buying and selling electronic components
E-commerce & MarketplacesIndustrial & Manufacturing
Portfolio page
No Limbitsno-limbits.comNo Limbits is an e-commerce company that sells products online.
E-commerce & Marketplaces
Portfolio page
Outdoor Accessoutdooraccess.comOutdoor Access helps hunters find quality private land while helping landowners generate income from their property.
Real Estate & ConstructionReal Estate & Construction
Portfolio page
Rendyrrendyr.com
Portfolio page
Starchivestarchive.ioStarchive builds archives for brands and artists and brings them to life through their creative lab.
Enterprise SoftwareMedia & Entertainment
Portfolio page
Wine & Beer Supplywineandbeersupply.comWine & Beer Supply provides various equipment and supplies for winemaking and brewing.
Food & Agriculture
Portfolio page

About this data

site last read 5 Nov 2026
The homepage of Trolley Ventures, as last read
trolleyventures.com as VCinfo last read it
Site
trolleyventures.com
Last read
5 Nov 2026
Watching since
6 Nov 2026
Companies checked
21

Rates come from what VCinfo has observed since observation_start. Firms tend to remove companies that closed, so early rates understate reality. A company leaving a portfolio page does not mean it closed or exited. An unreachable site means our checks failed, nothing more.

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