Enterprise Sales Director

We are seeking a dynamic, driven sales hunter to join our growing team. This individual will have relevant hospital RCM experience, successful track record selling enterprise SaaS solutions, and demonstrated ability to self-source pipeline and close deals. The ideal candidate will be curious, thrive in ambiguity, and have a deep understanding of the hospital RCM market.

This role will report to and work closely with Sift’s Head of Sales to translate early wins and insights into a scalable go-to-market motion.

• Generate and close net-new business with health systems, with a focus on pipeline development via direct outreach, industry relationships, and personal network

• Exceed quota by maintaining a 4x pipeline and winning 30% of qualified deals

• Drive full-cycle enterprise sales from first contact through signed contract

• Use a consultative sales approach to uncover pain and align Sift’s value prop

• Partner closely with Head of Sales to share real-time market feedback, refine messaging, and improve conversion across the pipeline

• Contribute to shaping repeatable sales motion based on early deal experience

• Partner with marketing, product, and customer success to accelerate deal velocity

• Provide regular updates and reports on sales activities, pipeline status, and revenue forecasts via Hubspot and in weekly 1:1s

• Represent Sift at industry events, conferences, and partner forums

• Build and nurture relationships with customers and high-value accounts

• Feed insights back into product and commercial strategy

• Bachelor’s degree

• 7+ years of enterprise sales experience in healthcare SaaS

• Formal sales training in a recognized methodology (Miller Heiman, Challenger, or equivalent)

• Proven ability to sell to hospital RCM personas (CFOs, VPs RCM, Rev Integrity, PFS)

• History of exceeding quota in similar sales hunter roles

• Experience closing six figure deals

• Active network within hospital market, with a track record of converting relationships into new business

• Strong grasp of UM, HIM/Coding, Revenue Integrity, PFS, and Denials workflows

• Excellent communication, executive presence, and commercial instincts

• Entrepreneurial mindset with the ability to identify and capitalize on new market opportunities

• Ability to travel as needed to support prospect engagement, conferences, and on-site meetings

• Experience at a health tech startup or AI-native company

• Familiarity with denial analytics, predictive modeling, or revenue integrity workflows

• Exposure to channel/partnership sales motion

Compensation includes a competitive base salary and commission, with significant upside for early deal closure and new logo acquisition. Base compensation will be based on skills and experience.

Sift Healthcare is an AI company transforming how health systems get paid. US hospitals lose more than $250B every year to denials, write-offs, and payment friction. We help them get ahead of it.

Sift’s Payment Intelligence Platform predicts and prevents denials using proprietary models trained on claims, remits, and clinical data. Hospitals, BPOs, and RCM vendors use our tools to prioritize risk, optimize payment operations, and reduce administrative waste.

We are a growing and dynamic team of builders, operators, and healthcare experts that is serious about applying technology to healthcare. Based in Milwaukee, Wisconsin, Sift is thriving and looking for motivated team members to help shape our culture. Sift offers competitive salaries and benefits.

Learn more about Sift at www.sifthealthcare.com.