Outlit

TL;DR

Outlit is building the future of enterprise deal-making by helping Deal Desk and Revenue teams close better deals faster.

We leverage companies' historical terms, pricing, clauses, and redlines to automate deal reviews based on what's worked in the past and surface upsell, cross-sell, and renewal potential through your new and legacy customers contracts.

https://youtu.be/CVaiaDscToM

The Problem
B2B Enterprises lose up to 40% of deals during the proposal, negotiation, and closing phases of sales cycles. This happens because:

Sales teams are incentivized to close deals quickly, while Deal Desk teams must ensure agreements benefit the entire organization.

This creates a fundamental tension: move too fast, and poor deal hygiene leads to costly mistakes; move too slowly, and competitors steal deals before they're finalized.

The Solution
Outlit eliminates the trade-off between speed and accuracy—while increasing deal size.

We turn your entire deal history into an AI-powered playbook that guides reps and Deal Desk in structuring, pricing, and reviewing deals.

With Outlit, teams:

• Close deals faster without sacrificing accuracy
• Identify upsell, cross-sell, and price optimization opportunities
• Reduce approval cycles and eliminate contract bottlenecks

How It Works

1. We analyze your historical contracts and order forms, transforming them into a dynamic knowledge base that understands previous decisions and failed and successful deal patterns.
2. When creating or reviewing deals, Outlit provides historical AI-driven insights on optimal terms, pricing, and clauses—helping teams craft stronger agreements faster.
3. By uncovering insights from past deals, Outlit identifies hidden opportunities for renewals, upsells, cross-sells, and price optimizations—turning legacy agreements into new revenue streams.

Our Team
We're experienced founders who have built and scaled multiple successful products:

Josh Earle (CEO) – 6+ years building and designing SaaS products for startups and enterprises, serving over 1M+ users.

Leo Paz (CTO) – 6+ years building enterprise web applications, from no-code website builders to computer vision applications.

We also work incredibly hard… some have said we’re on the path to building the next Spotify 👀

Our Ask

If you or anyone you know works in Deal Desk or RevOps and wants to close better deals while uncovering new revenue opportunities, let’s connect.

Email me at josh@Outlit.ai or book time directly here.

Weeknights and weekends are fine too.