Backed by Startmate, Sydney Angels and VentureCrowd

Stop drowning in deal admin. Start closing faster.

Harper 2.0 is the AI deal intelligence platform built exclusively for Australian investment teams. Screen deals in 15 minutes, automate quarterly reporting, and let your team focus on what actually moves the needle.

~$7.5bn: capital represented
$1bn+: deals underwritten
$10bn+: asset reporting built
200+: custom AI workflows

Testimonials

What Clients Say About Harper

“Harper has been helpful in reducing the administrative lift involved in drafting and structuring investor-facing materials. It doesn’t just provide a rough starting point. It gets me meaningfully further down the path toward a polished document.”

“CrossCourt have built a great product in Harper. It has slotted in well alongside our existing processes and freed up real time for the team to focus on high value work. The team behind it have also been a pleasure to deal with.”

“CrossCourtAI has delivered an excellent and market-leading product. Their platform simplifies our workflows and the team have been great to deal with. Their responsiveness and commitment to continuous improvement make them a stand-out partner.”

Backed by

Sydney Angels

Our Backers and Advisors have executed >$10bn of APAC deals across real estate, infrastructure and private credit/equity

Partners

The Problem

Your analysts spend 80% of their time on work that doesn’t require judgment.

Deal screening, reporting drafts, broker follow-ups, CRM updates. It’s all critical — but none of it requires your best people’s best thinking. Until now, there was no alternative.

Missing out on deals

Your team takes a week to produce a screening paper and model. By then, the competitive edge is gone and brokers have moved on to the next buyer. It limits the deals you get shown and deals executed per year.

Reporting takes weeks

Chasing asset managers, QS teams, and consultants for quarterly data eats up the final weeks of every quarter. Massive inefficiency across data collation, quarterly drafting, and review.

Every deal starts from scratch

Past analysis, comps, and thesis refinements live scattered across inboxes and drives. No consistent memory means no compounding advantage.

The Solution

Two high-friction workflows, handled inside one institutional system.

Harper is designed for the work that slows investment teams down most: early deal triage and recurring investor reporting. The structure is simple. The outputs are not.

Harper for Investments

Forward a deal and Harper builds the first pass: market context, screening memo, model foundation, and a broker-ready response in roughly 15 minutes.

Pulls prior deals, comps, and firm-specific context into the workstream automatically
Lets analysts interrogate the deal instead of rebuilding the same starting pack each time
Compounds firm memory rather than scattering it across inboxes and drives

Screening paper Opportunity summary, market context, and recommendation

Model Base case with audit trail and assumptions

Broker reply Drafted and ready for review

Harper for Reporting

Harper collects inputs throughout the quarter, chases missing data, and assembles a polished reporting draft so your team is not starting from zero at quarter-end.

Continuously builds context instead of waiting for a last-week reporting scramble
Coordinates with asset managers, consultants, and internal teams across the reporting cycle
Turns portfolio data into a review-ready draft with the latest KPIs already in place

Q2 reporting draft Ready for sign-off

Data coverage 96%

Outstanding requests 03

Generated 1 click

Reliability

A trust-first approach to AI.

Institutional decisions demand auditable outputs. Every layer of Harper is designed so your team can verify, challenge, and sign off with confidence.

Inline Citations

Every claim links directly back to the source document. Click a figure in the screening memo and land on the exact page, paragraph, or table it was pulled from.

Custom Audit Agents

Purpose-built agents cross-check every output for internal consistency, source accuracy, and format compliance before it reaches your team.

Harper Commentary Per Slide

Each slide and section includes Harper’s own commentary: key assumptions flagged, missing information called out, and any conflicts within the knowledge base surfaced upfront.

Planning Step & Human in the Loop

Harper plans its approach before executing and is built to pause and ask your team when it encounters ambiguity, rather than guessing and getting it wrong.

Why CrossCourtAI

Built by Australian deal makers, for Australian deal makers.

Our founding team and advisors have underwritten $10bn+ in deals. That experience is baked into every workflow.

Purpose-built for APAC deals

Our tool has assessed $1bn+ of deals and $750m of asset management work. 200+ specific skills and workflows built for this market, not a generic US product.

Consistent memory

Our agents remember every conversation. Self-improving skills that get better every time you give feedback. Your thesis evolves, Harper evolves with it.

Institutional-grade models

Sophisticated screening and IC modelling across the full capital stack: equity, junior debt, and senior debt. No toy spreadsheets.

Local team, fast support

Under 1-hour average turnaround on any debugging or tuning. We’re in your timezone, not across the Pacific.

Learning-first approach

Approximately 10 hours of training for RE and private credit investors. We train your team on Harper, Claude Code, Perplexity, NotebookLM, and more.

Enterprise-ready security

ISO 27001, Microsoft Partnership, local data sovereignty, and growing data partnerships including Ansarada.

Security & Data Privacy

Enterprise-Grade Security & Compliance

Your deal data stays where it belongs. We never use your data for training external AI models.

Microsoft Partner

Certified Microsoft Partner. All data secured within Azure cloud in accordance with Microsoft’s enterprise security standards.

ISO 27001 Certified

We are ISO 27001 compliant, meeting the highest global standard for information security management.

No Training

We do not train any external models on your data. We only use trusted APIs that do not store or train on your data.

Local Data Sovereignty

Australian-based data storage. Growing data partnerships including Ansarada. Your data never leaves the jurisdiction.

Our Team

Background in Global Finance & Technology

Our founding team combines Australian real estate and credit expertise with deep AI and software engineering capability.

Sai Naicker

CEO

Former Senior Associate, Cerberus Capital
Investment Banking Analyst, J.P. Morgan & Founding Principal, Barrenjoey
Built deal materials for A$2B+ APAC deals
Building AI systems for 4+ years

James Oliver

CTO

Founding Engineer, V-DAQ (Grew from $0 to A$7M+ ARR, ~$50M val.)
Led 10-person engineering team
Founded AI voice company Dialout.ai
Bachelor of Engineering (CS / Mechatronics)

Randula Ariyawanse

CPO

Ex-Quant Engineer at Optiver; building finance automations for 8+ years
Founded AI consultancy FlowAI
Expert in GPT architectures since early GPT-3.5 era
CFA Level 2 completed

Getting Started

Live in 48 hours.

Book a demo

30-minute walkthrough with our team. We’ll map Harper to your specific deal flow and reporting needs.

Connect & configure

Share your prior IC materials and quarterlies. Our mapping agents analyse your prior materials to capture tone, style, format and investment mandate.

Screen your first deal / Automate your first quarterly

Forward a live deal and get a screening paper, model, and broker questionnaire in minutes — or let Harper chase your quarterly data and draft your next report automatically.

Ready to Automate Your Reporting
in 15 Minutes?

Book a 30-minute demo with our team. We’ll show you Harper on a live deal and you’ll see exactly how it fits your workflow.

Book Demo

Or email us directly at sai@crosscourtai.com