Senior Analyst - GTM Finance

Senior Analyst - GTM Finance

HCSS, a Thoma Bravo-backed construction technology leader, is seeking a Senior Analyst - GTM Finance to serve as the dedicated finance partner to the Go-to-Market organization and the analytical owner of the company's full software revenue stack. This is a senior individual contributor role for a finance professional who thrives at the intersection of revenue analytics, GTM strategy, and operational rigor.

The successful candidate will be the financial voice in the room for the Chief Revenue Officer, the VP of Customer Success, Rev Ops leadership, and the broader sales and marketing organization. This is a true business partner role — the Senior Analyst will be embedded with GTM leaders, helping shape capacity decisions, renewal strategy, and pipeline economics, while also producing the recurring revenue forecasts and ARR analytics that anchor company-level financial planning.

This role is built for someone who is genuinely energized by top-line work — ARR mechanics, cohort behavior, sales productivity, and renewal economics — and who can confidently engage with revenue leaders as a peer rather than as a reporting function. Strong technical modeling skills combined with commercial fluency are essential.

Qualifications:

• Bachelor's degree in Finance, Accounting, Economics, or a related quantitative field required
• 4–7 years of progressive experience in FP&A with substantive financial modeling depth
• Strong commercial fluency: ability to engage credibly with CROs, VPs of Sales, VPs of Customer Success, and Rev Ops leaders on revenue strategy and GTM economics
• Working knowledge of renewal economics and customer success financial dynamics, including maintenance uplift, churn forecasting, and retention modeling
• Expert-level proficiency in Excel; comfortable building multi-driver revenue models from scratch and reconciling complex data sources
• Hands-on experience with Salesforce or comparable CRM platforms for pipeline, bookings, and revenue data
• Working proficiency in BI tools (PowerBI, Tableau, or Looker) and ERP systems (Net Suite or Microsoft Dynamics preferred)
• Proficiency in a financial planning tool such as Workday Adaptive Planning, Anaplan, One Stream, or similar
• Strong written and verbal communication skills; able to translate revenue analytics into clear narrative for executive audiences
• Ability to work standard Central Time business hours; availability during close cycle, bookings cutoff, and forecast review periods as needed
• Experience designing or modeling commission plans and OTE structures

Preferred Qualifications:

• Prior experience in SaaS FP&A, revenue finance, GTM analytics, or Rev Ops
• Prior experience in a PE-backed SaaS environment with exposure to board-level revenue reporting and sponsor-driven KPI frameworks
• Demonstrated mastery of SaaS revenue metrics, including ARR bridge construction (new logo, expansion, contraction, churn), NRR and GRR cohort analysis, bookings-to-revenue dynamics, and pipeline coverage analytics
• Experience building or owning a sales capacity model, including rep count, ramp, quota, OTE, and attainment assumptions
• Experience modeling on-premise to SaaS migration impacts on revenue recognition and ARR
• Working knowledge of ASC 606 revenue recognition as applied to SaaS, term license, perpetual, and maintenance revenue
• Familiarity with sales tooling and GTM tech stack economics (Salesforce, Clari, Gong, outreach platforms)

Role Responsibilities:

• Own the ARR bridge as a recurring monthly and quarterly deliverable, including new logo, expansion, contraction, and churn components
• Produce the weekly bookings flash and monthly bookings forecast by segment and channel
• Build and maintain NRR and GRR cohort analyses, identifying retention trends and isolating drivers of customer churn and expansion
• Own the sales capacity model, including productive headcount, ramp curves, quota assignment, OTE, and attainment assumptions; partner with the CRO and Rev Ops on quarterly refreshes
• Maintain CAC, LTV/CAC, and pipeline coverage analytics as recurring GTM efficiency deliverables
• Forecast maintenance and support renewal rates and annual maintenance uplift; serve as the…