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Chaifetz Group
Chicago, United States
Chicago-based family office focused on venture capital and growth investments in early and mid‑stage companies.
Portfolio
28+
Employees
5+
Founded
2010
AUM
N/A
Investment focus
Stages
No stages listed
Industries
No industries listedGeographic scope
United States
Sources
Chaifetz Group
Chicago-based family office focused on venture capital and growth investments in early and mid‑stage companies.
Portfolio
28+
Employees
5+
Founded
2010
AUM
N/A
Stages
No stages listed
Industries
No industries listedGeographic scope
United States
Sources
Showing 15 of 15 matched portfolio companies
15Five offers an AI‑enhanced continuous performance management SaaS that combines weekly check‑ins, OKR tracking, and compensation planning into a unified dashboard. The platform uses natural‑language processing to analyze sentiment, provides AI‑driven coaching prompts for managers, and integrates with major HRIS, payroll and collaboration tools while meeting enterprise security standards. It enables HR leaders and managers to monitor engagement, align goals, and make data‑driven decisions.
The startup develops eSports software that leverages sports industry expertise to enhance user engagement in video gaming experiences. By providing financial resources and strategic support, the company enables clients to effectively grow their esports and gaming enterprises.
Funding: $138.8M
Rough estimate of the amount of funding raised
Funding: $138.8M
Rough estimate of the amount of funding raised
Cameo is a marketplace that enables fans to book personalized video shoutouts from a diverse range of celebrities, including actors, athletes, and musicians. This platform addresses the need for unique, memorable gifts by providing custom video messages that can be delivered quickly, enhancing personal connections for various occasions.
Funding: $206.6M
Rough estimate of the amount of funding raised
Funding: $206.6M
Rough estimate of the amount of funding raised
Capsule is a pharmacy technology platform that provides free, same-day prescription delivery directly to patients' homes, utilizing a mobile app for seamless prescription management and communication with pharmacists. By coordinating with healthcare providers and insurance plans, Capsule addresses the challenges of medication accessibility and refill management, ensuring patients receive their medications promptly and conveniently.
Funding: $690.0M
Rough estimate of the amount of funding raised
Funding: $690.0M
Rough estimate of the amount of funding raised
Provides a centralized platform for orchestrating go-to-market operations by integrating and unifying data from over 50 revenue tools. Automates lead enrichment, scoring, and routing to CRM, reducing outbound administrative tasks by 50% and enabling sales teams to focus on high-priority accounts.
Funding: $500.0K
Rough estimate of the amount of funding raised
Funding: $500.0K
Rough estimate of the amount of funding raised
Curate provides AI-powered local legislative tracking software that scans and analyzes meeting minutes and agendas from over 12,000 local government entities. This technology enables organizations to monitor policy changes and identify opportunities, mitigating risks that could impact their operations.
Funding: $1.6M
Rough estimate of the amount of funding raised
Funding: $1.6M
Rough estimate of the amount of funding raised
DUPR provides the world's most accurate, real-time pickleball rating system based on match results. The platform automatically updates player skill levels on a 2.000 to 8.000 scale as results are synced from clubs and events. This allows players to measure performance, find appropriate competition, and connect with the global pickleball community.
M1 offers a unified platform that combines self‑directed brokerage accounts, high‑yield cash accounts, personal loans, and a spend card into a single interface. Users can trade stocks, ETFs and fractional shares commission‑free, earn interest on cash balances, borrow directly in the app, and trade cryptocurrency via a 1% fee, all with integrated dashboards and transparent fee disclosures.
Funding: $150.0M
Rough estimate of the amount of funding raised
Funding: $150.0M
Rough estimate of the amount of funding raised
Openlane runs a digital wholesale marketplace that aggregates dealer‑sourced used vehicles and enriches each listing with AI‑generated diagnostic data. The platform records engine audio, parses over 40,000 OBD2 fault codes into a color‑coded dashboard, and uses machine‑learning to flag exterior damage, all verified by professional inspectors. Dealers can browse the searchable inventory, view detailed condition reports, and complete purchases with reduced risk and faster pricing decisions.
Passport provides an end-to-end international shipping solution for eCommerce brands, enabling them to optimize local pricing, currencies, and compliance while offering reliable Delivered Duty Paid (DDP) shipping to over 180 countries. By streamlining the global buyer journey, Passport helps brands significantly increase their international revenue and reduce transit times.
Operates as a direct digital mortgage lender, leveraging proprietary software to automate administrative tasks and streamline the application process. By eliminating middlemen and offering commission-free advisors, it provides lower interest rates and faster pre-approvals, helping customers save on mortgage costs and simplify home financing.
Funding: $21.0M
Rough estimate of the amount of funding raised
Funding: $21.0M
Rough estimate of the amount of funding raised
Qloo provides a Taste AI platform that maps cross‑domain cultural preferences—such as music, media, brands, travel, and food—to deliver real‑time, personalized recommendations. Enterprises can use its API, audience intelligence dashboards, or on‑device inference to understand the full cultural profile of users and tailor content, offers, or experiences even for cold‑start or anonymous visitors.
Funding: $20.0M
Rough estimate of the amount of funding raised
Funding: $20.0M
Rough estimate of the amount of funding raised
Quip offers a minimalist oral‑care system that includes refillable electric toothbrushes, cordless water flossers, whitening strips, and ADA‑approved toothpaste, all designed with integrated timers, pressure sensors, and long‑life batteries. The EasyClick pod system reduces waste by replacing only brush heads and floss tips, while a subscription service automatically ships consumable refills every three months and provides a mobile app for usage tracking and rewards.
Funding: $15.5M
Rough estimate of the amount of funding raised
Funding: $15.5M
Rough estimate of the amount of funding raised
Re is an on‑chain reinsurance protocol that tokenizes real reinsurance treaties, issuing fully collateralized tokens backed by verified insurance premiums. The platform provides institutional investors and insurers with regulated, transparent access to the $800B+ reinsurance market, delivering 8‑16% annual yields that are largely uncorrelated with traditional assets while maintaining defined risk limits and underwriting discipline.
Funding: $7.0M
Rough estimate of the amount of funding raised
Funding: $7.0M
Rough estimate of the amount of funding raised
ShopThing is a luxury buy-and-sell marketplace that utilizes a mobile app and live video selling to connect consumers with curated designer items at discounts of up to 80%. The platform addresses the challenge of accessing affordable luxury fashion by partnering with retailers and independent sellers to provide a diverse selection of both new and pre-owned products.
Funding: $10.0M
Rough estimate of the amount of funding raised
Funding: $10.0M
Rough estimate of the amount of funding raised
Showing 12 of 13 unmatched portfolio companies