Most software problems aren't hard because of the code.

They're hard because of everything around it: data you're not allowed to move, rules that differ for every customer, numbers that have to be defensible to someone who isn't in the room. That's the work I take.

Selected work Start a project

Constraints that disagreeOutcomes that have to hold

Ten years across regulated healthcare, enterprise multi-tenancy, LLM product work, and financial reporting under private-equity scrutiny.

Epic Systems · WorldQuant
Founding engineer, CuroWork

01 Selected work

Four systems, built end to end.

2023 - 2026

Review project progressMONTH-END CLOSE

Planned Actual

Planned startTask variance · visiblePlanned end

WORKFLOW SNAPSHOT

See where the close is drifting before it becomes a delay.

OwnersAssigned

EstimatesSet

BottlenecksVisible

CLOSE TIME20 → 12 daysin three months

Multi-tenant workforce visibility

CuroWork

CuroWork helps finance and back-office teams plan work, see bottlenecks, and compare expected effort with what actually happened. I owned the platform end to end, from its multi-tenant data model and bidirectional calendar sync to production LLM features. In one customer workflow, month-end close fell from 20 days to 12 in three months.

Next.js
TypeScript
PostgreSQL
Supabase
LLM features

14 concurrent B2B contracts

Read the case study: CuroWork

2016 - 2019

Clinical scheduling & patient history

Epic Systems

I led the Patient History team through a full rewrite, then took on Provider/Nurse Scheduling: the primary clinical entry point for Epic's Ambulatory users. There is no maintenance window where a hospital stops seeing patients.

Healthcare
Data modeling
Multi-tenancy
Team leadership

Solved critical upgrade issue for 30%+ of the customer base via a simple override mechanism

Read the case study: Epic Systems

2026 - present

Salesforce CPQquotes · amendments

Invoicesbilling system

General ledgerfinance

Governed modelone row per company · amendment history preserved

ARR

P&L

Balance sheet

Grain enforced in the model, not the dashboard

A PE-acquired B2B SaaS company

Reporting infrastructure

After an acquisition, the reporting a company runs on internally is rarely the reporting its sponsor needs. The business logic lived in Salesforce CPQ, not in anything resembling a data model.

Snowflake
Tableau
Salesforce CPQ
SQL

One governed source of truth for ARR, P&L, and balance sheet

Read the case study: Reporting infrastructure

2020 - 2022

iOS podcasting & creator payouts

Podder

Paying creators pro-rata by listening duration is a metering and settlement problem, not a feature. Getting the money right is where consumer products with revenue sharing usually break.

Swift / iOS
Node.js
MongoDB
Angular
Payments

Native iOS product shipped to the App Store

Read the case study: Podder

Core stack

TypeScript · React · Next.js · Node.js · Angular · Swift / iOS · C# / .NET
PostgreSQL · Supabase · MongoDB · Snowflake · Tableau · AWS · Vercel
LLM integration · Structured extraction · Embeddings & semantic retrieval

But the systems above didn't get hard because of the language they were written in. They got hard because several of these were true at once.

CuroWork

Epic

Reporting

Podder

Regulated / clinical data

yes

Rules differ per tenant

yes

Live system, no downtime

yes

Money has to reconcile

yes

Third-party APIs disagree

yes

Owned end to end, alone

yes

02 About

Ten years, mostly on hard constraints.

I'm an engineer in Chicago. I spent three years at Epic Systems leading teams on Patient History and Provider/Nurse Scheduling, left to build products as a founding engineer, and now work independently.

I work best where the constraints are real: compliance, scale, a data model that can't be rolled back, or a number that has to survive a diligence process. Earlier, I built equity-allocation models for WorldQuant across US, European, and Asian markets, and was selected as one of the top three US consultants for the 2015 World Summit.

B.A. Mathematics & Computer Science, minor in Economics @ Boston University.

CareVeritas

Risk scoring and simulation helping financial advisors model client exposure to family-caregiving costs.

WorldQuant

Equity-allocation models on fundamental and price/volume data, deployed out-of-sample across three continents.

03 Contact

Tell me what's stuck.

If you're deciding whether something is worth building, that's a good conversation to have early, before the estimate, not after.

mail@kairusso.com Chicago, IL - remote