How does InvestorMatch.Pro work?

Upload your pitch deck, and our AI reads it to extract key signals about your startup's stage, sector, traction, and team. The platform then searches the internet for active venture capital investors who match those signals, returning a ranked list of the 20 best-fit investors to approach.

Is InvestorMatch.Pro free?

InvestorMatch.Pro has a free tier available. Upload your deck and get AI analysis at no cost. You only pay when you want to unlock your full personalized investor recommendations.

What types of investors does InvestorMatch.Pro find?

InvestorMatch.Pro focuses on venture capital investors across stages (pre-seed, seed, Series A, Series B) and sectors including SaaS, AI/ML, fintech, healthcare, marketplaces, consumer, and climate tech.

Who created InvestorMatch.Pro?

InvestorMatch.Pro was created by Martin Tobias, a venture capitalist at Incisive Ventures who has made 75+ pre-seed investments over 5 years and was an early investor in DocuSign. He built it as a resource for founders who lack warm introductions to VCs.

How is this different from other investor matching tools?

InvestorMatch.Pro is built by an active VC, not a marketplace. It analyzes your actual pitch deck rather than asking you to fill out a form, and it uses AI to search the live internet for investors rather than relying on a static database.

What stage does 53 Stations invest at?

53 Stations invests at Pre-Seed, Seed stages.

What check size does 53 Stations write?

InvestorMatch does not have a recorded check size for 53 Stations. Its stage focus (Pre-Seed, Seed) is the best available signal for round size.

What has 53 Stations invested in recently?

53 Stations has 10+ portfolio companies, including Altana, Black Buffalo, Collective, Flux.AI, Whisper Aero.

How much capital does 53 Stations manage?

InvestorMatch does not have a recorded AUM figure for 53 Stations.

Where is 53 Stations located?

53 Stations is based in Chicago, Illinois.

53 Stations — Pre-Seed & Seed VC Firm

Chicago, IllinoisWebsite

53 Stations is a Pre-Seed, Seed venture capital firm based in Chicago, Illinois investing in Enterprise, AI / ML, Developer Tools. The firm has 10 portfolio companies in our records.

Portfolio: 10 companies on record
Partners: 3 listed
Stage: Pre-Seed, Seed
Sectors: Enterprise, AI / ML, Developer Tools, SaaS, Consumer, Fintech, Climate / Energy, Other
HQ: Chicago, Illinois
Check size: Not in our records
AUM: Not in our records

Last verified: 2026-10-18

How to approach: cold outreach ok

Stage

Pre-Seed, Seed

Portfolio

10+ companies

Team

3 partners

Investor activity

Investments in last 12 months: 0

Investment Thesis

Chicago-based early-stage fund backing technical B2B founders in enterprise software, AI, and data-heavy systems outside the coastal mainstream.

How 53 Stations invests

53 Stations is a vc firm based in Chicago, Illinois. The firm invests at the Pre-Seed, Seed stages, with a focus on Enterprise, AI / ML, Developer Tools, SaaS, Consumer.

53 Stations has backed 10 companies in our records, including Altana, Black Buffalo, Collective.

Partners & Team

Kelly Goldstein

Head of Platform

Andy Sack

Managing Partner

Enterprise

Regional

Angela Pontarolo

SVP of Marketing

Industry Focus

Invests In

Enterprise

AI / ML

Developer Tools

SaaS

Consumer

Fintech

Climate / Energy

Other

Portfolio Companies (10)

Other

Altana

AI / supply-chain technology·Not disclosed

Uses AI to map and analyze global trade, supply chains, and compliance risks.

Black Buffalo

Consumer products / tobacco alternatives·Not disclosed

Develops smokeless tobacco and nicotine alternatives.

Collective

Fintech / wealth tech·Not disclosed

Provides tax, bookkeeping, and back-office services for freelancers and independent contractors.

Flux.AI

Enterprise software / hardware design·Not disclosed

Offers browser-based software intended to simplify hardware and electronic-design work.

Whisper Aero

Aerospace / climate technology·Not disclosed

Develops quieter, more efficient electric propulsion systems for aircraft and air-movement applications.

wealth.com

Fintech / wealth management·Series A, 2024

Provides an AI-enabled, end-to-end estate-planning platform for financial institutions and advisors.

GoodShip

Logistics / enterprise software·Series A, 2024

Provides freight-orchestration and procurement software for shippers and logistics teams.

Kaya AI

Construction technology / AI·Pre-seed, 2025

Uses AI to manage procurement, delivery tracking, and supply-chain workflows for construction and mission-critical infrastructure projects.

Labviva

Healthcare / life-sciences software·Series B, 2025

Provides an AI-powered procurement and supply-chain platform for life-sciences laboratories.

ConCntric

Construction technology / AI·Series A, 2025

Provides AI-powered preconstruction-management software that unifies project data, workflows, costs, and risk.

How to pitch 53 Stations

•Raising at Pre-Seed, Seed? You're squarely in their sweet spot.
•Lead with your fit in Enterprise, AI / ML, Developer Tools — the sectors they actively back.
•cold outreach ok
•Address your outreach to a specific partner, such as Kelly Goldstein, Head of Platform.
•A warm introduction beats a cold email. Get matched and request an intro.