/Companies

Hyperwriteai

Melville, US · Founded 2020 · 52 employees on LinkedIn · 7 known investors

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HyperWrite is an AI writing assistant delivered as a Chrome extension and web app, offering predictive autocomplete, web search, citations, and hundreds of tools to create, edit, and refine text. It targets writers, students, and professionals for tasks like academic research, document editing, and email drafting.

Also known as HyperWrite · OthersideAI

Founders & leadership

Hyperwriteai was founded in 2020 by Matt Shumer and Jason Kuperberg.

MSMatt Shumer
Matt ShumerCo-founder · Chairman of the BoardMatt Shumer is a co-founder of OthersideAI, which developed HyperWrite, an AI writing assistant that reached over 5 million users. He has worked in AI development since 2019 and contributes as an investor through Shumer Capital, focusing on AI infrastructure and developer tools.30 Under 30 2024
JKJason Kuperberg
Jason KuperbergCo-Founder2020–2025Jason Kuperberg is founder of OthersideAI, an applied AI company building tools and agents powered by AI and large language models since 2020. He is a co-creator of HyperWrite, an AI writing and research platform.
JBJosh Bickett
Josh BickettChief Executive OfficerFounder at Otherside AI
MF
Miles FeldsteinNamed on SEC filing

Investors · 7

Reported raises · per SEC filings

Form D private placements

$2.3M disclosed across 1 round · 2020

▶$2.3MraisedNov 2020 · 13 investors · Other Technology
Rule 506(b)
Officers, directors & promoters on the filing
  • Miles FeldsteinDirector
  • Matthew ShumerExecutive Officer, Director
Offering amount
$2.7M
Amount sold
$2.3M
First sale
Nov 2020
Incorporated
Corporation, Delaware, 2020
Federal exemptions
06b
Full filing on SEC EDGAR ↗

Source: SEC EDGAR Form D. Amounts as filed; amended filings shown once at their latest values.

Company profile

researched Aug 2026

Otherside AI develops HyperWrite, a predictive AI writing assistant delivered primarily as a Chrome extension and accompanying web application. Core features include AutoWrite, which generates paragraphs on a given topic; TypeAhead, which supplies personalized, context-aware sentence completions and suggestions as the user types inside applications such as Gmail and Google Docs; an Email Responder that expands a few words into a full reply; HyperChat for conversational assistance, research and problem solving; and an AI document editor for collaborative writing.

Beyond these core surfaces, the product exposes a library of hundreds of task-specific tools, among them a summarizer, content rewriter, AI text editor, AI speech writer, general AI writer, an "Explain Like I'm Five" simplifier, and Scholar AI, which searches scholarly articles and papers to return citation-backed, real-time results. Users can also build custom AI tools tailored to their own workflows and configure custom personas so that generated text matches their writing style. The company positions the assistant for writing, editing and polishing text as well as for automating repetitive browser and email workflows.

Business model

Direct-to-user software distributed as a browser extension and web app, monetized through recurring subscriptions rather than one-off purchases.

Tiered subscriptions with monthly and annual billing. The Premium plan is $19.99 per month, or $16 per month billed annually ($192 per year), and includes 250 AI messages per month, citations and real-time information, three custom personas, access to the tool library and unlimited TypeAheads. The Ultra plan is $44.99 per month, or $29 per month billed annually ($348 per year), and adds unlimited AI messages, ten custom personas and first access to experimental writing and agent features. Annual billing is marketed as a 20% saving.

Traction

The company's site presents user testimonials sourced from Google Reviews describing the extension's use for writing completion, email handling and workflow automation, and identifies Flexible AutoWrite as its most popular tool.

▸Full profile — technology, go-to-market

Technology

Generative AI writing models integrated into the browser, with context-aware sentence prediction, custom personas that adapt output to a user's style, retrieval of real-time web and scholarly sources for citation-backed answers, user-configurable custom tools, and agent-style features for automating multi-step workflows.

Go-to-market

Self-serve acquisition through the Chrome Web Store extension listing and the company website, with free entry points leading to paid Premium and Ultra subscription upgrades; user reviews are featured as social proof on the site.

Individual knowledge workers and professionals who write frequently, including writers, students and academic researchers, and people handling high volumes of email and repetitive browser-based workflows.

Compiled by commissioned research from 1 cited public sources — announcements, filings, and press listed under research sources below.

Key figures

latest reported
AI messages included per month (Premium plan)Jan 2025250 messages/month
Premium subscription price (annual billing)Jan 2025$192
Premium subscription price (monthly)Jan 2025$19.99
Ultra subscription price (annual billing)Jan 2025$348
Ultra subscription price (monthly)Jan 2025$44.99

Company-reported or press-reported figures, each dated to when it was claimed — not independently audited.

Legal entities · 1

corporate structure
Otherside AIDelaware

▸Research sources · 1

primary sources listed

1 public sources were cited for this profile; the first-party ones are listed here.

Frequently asked questions

What does Hyperwriteai do?
HyperWrite is an AI writing assistant Chrome extension offering autocomplete, drafting tools, chat and cited research.
Who founded Hyperwriteai?
Hyperwriteai was founded by Matt Shumer, Jason Kuperberg in 2020.
Who are Hyperwriteai's investors?
Hyperwriteai's investors include Chapter One, Cortical Ventures, Founders, Madrona Venture Group, New York Venture Partners, Active Capital, Incisive Ventures.
How much funding has Hyperwriteai raised?
Hyperwriteai has disclosed $2.3M raised across 1 round.
Where is Hyperwriteai headquartered?
Hyperwriteai is headquartered in Melville, US.