Director of Revenue Optimization

Director of Revenue Optimization - SoftWriters

More than a technology company.

Empower LTC Pharmacies.

Save Lives.

Build the Future of Healthcare Technology.

About SoftWriters

SoftWriters develops innovative IT solutions that empower long-term care (LTC) pharmacies to deliver life-saving medications more efficiently and accurately.

As a voted top workplace in Pittsburgh, we combine meaningful work with a collaborative culture where your contributions directly impact patient care.

The Opportunity

We're seeking a Director of Revenue Optimization to join our growing team and help shape the future of healthcare technology.

In this role, you will architect and operationalize an AI-native commercial operating model that drives predictable revenue growth, enhances forecast confidence, strengthens pipeline visibility, and delivers measurable customer value across the organization.

Location: Hybrid - Pittsburgh, PA (Core office days: Tuesday, Wednesday, Thursday)
Reports to: Chief Revenue Officer

What You'll Do

Revenue Operations Leadership


* Build scalable commercial processes across the full customer lifecycle


* Establish operational rigor across pipeline management and forecasting


* Create unified KPI definitions and reporting standards


* Develop operating cadences (weekly forecasts, pipeline reviews, QBRs, exec reviews)


* Drive cross-functional alignment across Sales, Marketing, Customer Success, and Finance


* Build AI-native revenue workflows and automation strategies


* Continuously optimize sales processes

Forecasting & Pipeline Governance


* Implement structured forecasting methodologies


* Standardize opportunity stage exit criteria


* Improve commit accuracy and deal inspection rigor


* Develop pipeline health scoring frameworks


* Monitor pipeline velocity, conversion rates, and slippage


* Deliver executive and board-level reporting

HubSpot CRM Governance & Data Quality


* Define and enforce CRM governance standards


* Build data quality controls and required field frameworks


* Improve pipeline hygiene and reporting consistency


* Drive adoption across GTM teams


* Create automated alerts for data issues


* Develop dashboards and reporting environments

Value Engineering & Business Cases


* Build ROI, TCO, and transformation models


* Standardize executive business case frameworks


* Quantify AI-driven productivity gains


* Support strategic deals with financial analysis


* Partner with Product Marketing on value metrics


* Develop executive-ready narratives (CFO, COO, CIO level)

Commercial Analytics & Revenue Intelligence


* Develop dashboards and KPI scorecards


* Build pipeline health and forecast models


* Analyze funnel conversion and revenue drivers


* Create predictive insights (churn, expansion, deal risk)


* Scale analytics with Commercial Data Analyst


* Introduce AI-assisted forecast...