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Overview
Checkmate is a free online shopping platform that delivers personalized deals from brands and centralizes order tracking. It uses a Chrome extension on desktop and an iPhone app on mobile to surface deal recommendations and order updates when shoppers need them, helping users save time and find better prices. The service aggregates promotions and order information across brands and presents it in one place, and it also offers a package-tracking feature so users can monitor deliveries without visiting multiple sites. Its revenue likely comes from affiliate marketing, earning commissions on purchases made through the platform. Compared with competitors, Checkmate combines personalized deal discovery with a unified order-tracking hub in a single, free-to-use product, accessible across desktop and mobile. The goal is to simplify and accelerate online shopping by delivering relevant deals and centralized order information to consumers.
About Checkmate
Industries
Data & Analytics
Consumer Software
AI & Machine Learning
Company Size
51-200
Company Stage
Series B
Total Funding
$30M
Headquarters
San Francisco, California
Founded
2020
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Simplify's Take
What believers are saying
- August 2026 mate reports 700+ brands, including Everlane, Brooklinen, and JD Sports.
- Checkmate says mate reached a ~$15 million annualized run rate by August 2026.
- The consumer product updated September 4, 2026, signaling active shipping and retention work.
What critics are saying
- Checkmate's dual consumer-B2B strategy splits leadership attention during mate's 2026 rollout.
- Google and Apple platform rules can throttle extension distribution, attribution, and user acquisition.
- Affiliate cashback rivals Rakuten, Honey, and Capital One Shopping compress margins and copy features.
What makes Checkmate unique
- August 2026 mate turns Checkmate's shopper network into AI sales infrastructure.
- Checkmate claims 100M+ shoppers and 12B+ intent signals across app, email, SMS.
- September 2026 Chrome and iOS products span 500k stores and 1M users.
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Funding
Total Funding
$30M
Below
Industry Average
Funded Over
3 Rounds
Tiger GlobalIndustry standards
Growth & Insights and Company News
6 month growth
↑ 0%1 year growth
↑ 0%2 year growth
↓ -1%Checkmate has raised $10 million in a Series B funding round, led by Tiger Global, which aims to scale adoption of Checkmate's restaurant voice AI and kiosk solutions.
Paris Hilton and electronica duo The Chainsmokers have been added to the A-lister cap table of LA-based expat Australian startup Checkmate, which has raised US$15 million (A$23m) in a Series A.
Checkmate, a Los Angeles, CA-based automated savings platform for modern online shopping, raised $15M in Series A funding. The round was led by GV (Google Ventures), with support from Mantis VC (The Chainsmokers), Common Metal, BDuck Capital, Black Angels Group, Wischoff Ventures, Fuel Capital, Blackbird Ventures, F7 Ventures, Night Capital, Scribble Ventures, Paris Hilton, Cart Reum (M13 Ventures), Saurabh Gupta (Partner at DST Global), Tim Kendall (Meta Pinterest), Jeff Boneforte (exGrindr Yahoo), James Chin Moody and Geraldine Chin Moody (Sendle), Alex Zaccaria and Anthony Zaccaria (LinkTree), Trevor Neff (Ashton Kutchers Sound Ventures), Arthur Levy and Michael Tannenbaum (Brex). The company intends to use the funds to expand operations and its business reach.Led by CEO Harry Dixon, Checkmate finds the best deals from an email and across the web and applies them at checkout. It also track all package shipments in a dashboard and store gift cards in a digital wallet. The phone app leverages the Safari Mobile Browser via an extension plugging into it to automatically provide users savings while they shop at 40,000 stores. Checkmate finds codes online, extracts codes from email, and partners exclusively with brands on new codes. FinSMEs25/05/2023
Last September, Checkmate launched a mobile savings app and browser extension to create a breakthrough in digital shopping.
SAN FRANCISCO--(BUSINESS WIRE)--Checkmate, a personalized smart shopping tool that makes it easy for users to discover brands, apply savings and manage their orders post-purchase, today announced it has secured a $5 million seed funding round led by Fuel Capital. Checkmate will use the new investment to accelerate its product development and customer growth. Other participants in the round include Kevin Johnson, former CEO of Ebates at Rakuten; f7 Ventures; Blackbird Ventures; Scribble Ventures; Hyper; and Susa Ventures. Consumers typically are so inundated with personalized email deals from brands that it’s tough to manage them all and remember to apply each deal at checkout. Available as both a mobile app/extension and laptop extension, Checkmate is the first solution that gathers all the best deals from a user’s personal email and the web and automatically applies them at checkout to help smart shoppers save the most they can
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About Checkmate
Industries
Data & Analytics
Consumer Software
AI & Machine Learning
Company Size
51-200
Company Stage
Series B
Total Funding
$30M
Headquarters
San Francisco, California
Founded
2020
There are no jobs for Checkmate right now.
Find jobs on Simplify and start your career today