● BREAKINGOliv AI deploys a team of AI agents across the revenue org $5.2M seed from Foundation Capital & Spider Capital Meet Olivia, Chief AI Staff — and Oliver, Chief GTM Engineer Deals scored on MEDDICC · BANT · SPICED 100+ small models, one GTM Context Graph Customers: Whatfix · Insurify · GlossGenius · Rootly ● BREAKINGOliv AI deploys a team of AI agents across the revenue org $5.2M seed from Foundation Capital & Spider Capital Meet Olivia, Chief AI Staff — and Oliver, Chief GTM Engineer Deals scored on MEDDICC · BANT · SPICED 100+ small models, one GTM Context Graph Customers: Whatfix · Insurify · GlossGenius · Rootly
San Francisco · Software · The Agentic Sales Desk

OLIV AI

Your Revenue Org, Powered by AI Agents
Oliv AI - Your Revenue Org, Powered by AI Agents, illustrated team of AI sales agents
The cast assembles. Oliv's roster of AI agents - prospector, forecaster, coach, note-taker - stands in for the parts of selling no rep ever wanted to do.
By the YesPress Desk · Filed from San Francisco, California · A company profile
The Story

The quietest worker in the building never logs off

It is Tuesday, 7:58 a.m., and a sales manager opens her laptop to a brief she did not write. Last night's calls are summarized. Three deals have moved. One has gone suspiciously quiet, and a note flags it in orange. Nobody on her team typed a word of this. The work was done by Oliv - a company whose entire product is a team of colleagues that happen to be software.

Oliv AI sells a simple, slightly uncomfortable idea: most of what sales reps do all day is not selling. It is updating the CRM, prepping for meetings, chasing notes, building forecasts, and reconstructing what was actually said on a call three weeks ago. The data that results is, to put it kindly, optimistic. Pipelines look healthier on Friday than they turn out to be on Monday.

So Oliv built agents to do that work instead. They capture what the company calls Deal Intelligence from every meeting, call, and email - without asking a rep to lift a finger. The agents read the room and then write it down: who was on the call, what they committed to, what the next step is, and whether the deal is genuinely progressing or merely being polite.

The bet underneath all of it is that a CRM should reflect reality rather than wishful thinking, and that the fastest way to get there is to remove the human from the data-entry loop entirely. Reps are wonderful at building trust and terrible at logging it. Oliv leaves the first job to people and quietly takes the second.

It is a SalesTech company headquartered in San Francisco, with roughly 53 people and a founder who lists his title, without apparent irony, as Chief Mad Scientist and Reluctant CEO. That tells you most of what you need to know about the house style: engineering-first, allergic to ceremony, and happy to let the software do the talking.

“Achieve complete AI transformation with agents that own responsibilities, not just complete tasks. In weeks, not quarters.” // Oliv AI, on what separates an agent from a chatbot
By the Numbers

Small company, large ambitions

$5.2M
Seed Raised
~53
Employees
8+
Agents in the Suite
100+
Fine-tuned Models
The Cast

A team of agents, with a chain of command

Most AI tools give you one assistant and a chat box. Oliv gives you an org chart. Two “Super Agents” coordinate, and a suite of specialists do the work - each mapped to a real revenue role.

Super Agent

Olivia

The Chief AI Staff. Dispatches tasks across the organization so the right agent picks up the right job at the right moment.

Super Agent

Oliver

The Chief GTM Engineer. Encodes your company's processes and methodology into rules the other agents follow.

Sales Manager

Deal Driver

Tracks deal progress and surfaces unbiased insight, presenting each opportunity as a scorecard built on MEDDICC, BANT, or SPICED.

RevOps

CRM Manager

Keeps Salesforce and HubSpot accurate automatically - no more Friday-afternoon data hygiene sprints.

SDR

Prospector & Researcher

Pulls context from the web, LinkedIn, Crunchbase, and even SEC filings to qualify and brief before anyone dials.

Enablement

Forecaster & Coach

Builds forecasts grounded in real signals and coaches reps after the call, with a Meeting Assistant taking notes throughout.

Under the Hood

One graph to remember everything

The plumbing has a name: the GTM Context Graph. It stitches together an Object Graph (the accounts, contacts, and deals), a Signal Graph (what is happening to them), and a Process Graph (how your company actually sells). Context flows in from email, calendar, meetings, chat, and the CRM.

Rather than route every question through one enormous model, Oliv runs more than 100 small language models, each fine-tuned for a specific revenue question. It is a fleet of specialists instead of a single generalist - which is, fittingly, the same philosophy behind its agents.

The practical payoff arrives in unglamorous places. A morning brief that highlights the meetings that matter. Meeting prep assembled while you sleep. Notes that write themselves. Salesforce updated before you remember it exists. Deals scored the moment a demo ends. The grunt work, handled - so the selling can stay human.

That is the line Oliv keeps drawing: agents that own a responsibility from start to finish, not bots that wait to be prompted. The difference sounds like marketing until the CRM is right on a Monday for the first time in living memory.

The Money

Seed-stage, and backed for it

Oliv raised a $5.2M seed round announced in early 2023, led by Foundation Capital with Spider Capital alongside. The figures below visualize the round's reported composition.

Seed (2023)
$5.2M
Foundation Cap.
Lead
Spider Capital
Co-inv.

Bars are illustrative of round structure, not exact dollar splits. Source: Crunchbase, Dealroom, Wellfound.

Who's Using It

Revenue teams that wanted their week back

Oliv's agents are pointed at sales managers, account executives, and RevOps - the people most buried under the admin of selling. A sample of named customers:

WhatfixNetsmartAdvancedMD InsurifyRootlyGlossGenius HyperVergeTruVideoOnyx
The Founder

An engineer who wandered into go-to-market

Ishan Chhabra leads Oliv as co-founder and CEO, though he prefers the label Chief Mad Scientist and Reluctant CEO. An engineer by training who started in machine learning, he came at the sales problem the way an ML person would: as a data quality problem dressed up as a people problem.

His diagnosis is consistent and slightly contrarian - deal data is unreliable not because reps are careless, but because the system asks humans to be diligent clerks on top of being persuasive sellers. Remove the clerical demand, capture the truth automatically, and the forecast stops being fiction.

The company he is building reflects that worldview. It does not try to make reps better at admin. It tries to make admin disappear.

“Oliv captures Deal Intelligence from every meeting, call, and email - without any rep involvement.” // The product thesis, in one sentence
The Timeline

From copilot to a full crew

FEB 2023
Closes a $5.2M seed round led by Foundation Capital, with Spider Capital.
DEC 2023
Publishes its first demo, introducing Oliv as an AI sales assistant.
2024
Expands from a sales-manager copilot to a coordinated team of agents spanning the full revenue lifecycle.
The Neighborhood

Crowded street, different doorway

Revenue intelligence is busy real estate - Gong, Clari, Outreach, People.ai, and Salesforce's own Einstein and Agentforce all live nearby. Oliv's wager is positioning: not a single copilot bolted onto the CRM, but a team of agents that own roles outright. Whether buyers want colleagues or tools is the question the whole category is now asking.

Footnotes

Things worth knowing

Watch

See the agents work

▶ PRODUCT DEMO

Introducing Oliv - Your AI Sales Assistant for Success

▶ YOUTUBE CHANNEL

Oliv AI on YouTube - demos & walkthroughs

Connect

Find Oliv AI

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Profile compiled from public sources. Figures and dates are approximate where noted.