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Olark

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Olark

The best live chat software on the planet. We help you build…

olark.com
HQ: Ann Arbor, MI, USA
11-50
B2B

Company research

Public company, workplace, funding, and market signals

Updated Jul 29, 2026

Overview

Olark is a bootstrapped, remote-first, B-Corp-certified live chat and AI website-agent company founded in 2009. It helps businesses answer questions, generate leads, qualify visitors, and hand off to humans across a website chat widget and AI assistant trained on live site content and docs.

Primary product

AI-powered live chat / website agent software for sales, marketing, and customer support

Founded

2009

Headquarters

Wilmington, DE, United States (official HQ address; company pages also reference Ann Arbor, MI)

Team size

11-50

Work style

Remote

Industry

Software Development

Sub-industry

Live chat and customer service automation software

Offices

Wilmington, DE (HQ address)
Ann Arbor, MI
Palo Alto / East Palo Alto, CA
Toronto, ON
Distributed across the U.S. and Canada

Business model

B2B SaaS subscription
freemium/self-serve
enterprise/pro services

Funding

Stage

Bootstrapped; historical angel/seed-funded

Total raised

$100K

Latest round

Seed · Jun 2009

Latest amount

$20K

Seed

Jun 2009 · Y Combinator

$20K

Angel

Mar 2008

People & investors

Leadership

Ben Congleton

Co-founder & CEO

Matt Pizzimenti

Co-founder / CTO+COO

Joe Westhead

Head of Product

Mandy Smith

VP, Company and People Operations

Founders

Roland Osborne

Co-founder

Zach Steindler

Co-founder

Investors

Steve Blank
Y Combinator
Zendesk Ventures

Work & culture

Values-driven and human-centric, with an open-source employee handbook, an accessibility-first mindset, all-hands support/customer empathy, and a remote culture anchored by the core values #chill, #help, #assume, #make, #practice, and #speak.

Work style

Remote

Compensation

No public salary bands found. Public hiring materials emphasize benefits and stipends rather than compensation ranges.

Benefits

Medical, dental, and vision insurance
Flexible remote work environment
Flexible PTO
Yearly vacation bonus
Paid company holidays
12 weeks paid parental leave (including adoption)
Professional development budget
Monthly internet stipend
Coworking space stipend
Charitable donation matching

Product & market

Pricing

Per-seat SaaS subscription with a free trial, a self-serve live-chat plan, an AI Website Agent plan, and custom Pro/enterprise packages; optional PowerUps are sold separately.

Differentiators

  • —Live-agent handoff inside the same chat thread
  • —AI trained on live site content and documentation
  • —Accessibility-first positioning and WCAG 2.1 AA certification
  • —Transparent pricing and lightweight sales motion
  • —Bootstrapped, profitable, founder-led business
  • —Remote-first operating model
  • —Open-source employee handbook and strong internal values
  • —Integrations with common CRM/helpdesk/analytics tools

Technology

Python
JavaScript
React
Twisted
Stripe
MCP
HubSpot
Salesforce
Zendesk
Front
Help Scout
Google Analytics
Webhooks

Customers

Sterlitech
Palmer Johnson Power Systems
Creative Bag
HBA Learning Centres
Chippewa Valley Technical College
IMG Academy
Zack Academy
Adler University
Sphera Solutions
FeneTech
Camp North Star
City of Vancouver 311
Icetro America
Rutgers Office of Disability Services

Competitors

Intercom
Zendesk
LiveChat
Crisp
Tidio
tawk.to
Freshchat
Drift

Scale & contact

Estimated revenue

Approximately $4M-$7.2M in annual revenue based on public third-party estimates; no official company revenue disclosure found.

Estimated monthly visits

82.9K

Traffic estimate as of Jan 2026

sales@olark.com888-959-4408

Signals & risks

Acquisition
Jan 2013

Ben Congleton wrote that Olark received a potential acquisition offer in 2013, but the company declined it and remained independent.

Source

Latest news

Introducing: AI Analyst

Olark Speak · Mar 2026

Olark launched AI Analyst, which lets customers query chat transcripts with AI to identify intent, emails, locations, pages viewed, and likely purchasing intent.

🤖 Aiden Setup in Minutes: No IT Team Required. 🤖

Olark Speak · Dec 2025

Olark introduced Live Search for Aiden and emphasized minutes-long setup, continuous indexing of live site content, and simpler AI training.

Olark SMS and WhatsApp Integration: Reduce Friction, Win More Business

Olark Speak · Dec 2025

Olark added SMS and WhatsApp as channels that flow into the same inbox, extending reach without adding workflow complexity.

Introducing GSAT: Goal Satisfaction Scores built into Olark

Olark Speak · Nov 2025

Olark launched GSAT, a dashboard feature that analyzes conversations by topic and measures whether customer goals were successfully satisfied.

How Icetro America Uses Olark To Make Life Easier For Field Technicians

Olark Speak · Jun 2025

A customer case study showing Aiden answering routine parts and documentation questions before handing off to live agents for deeper troubleshooting.

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