Senior Analyst - GTM Finance

Who We Need

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

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 technical modeling skills combined with commercial fluency
• 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 (NetSuite or Microsoft Dynamics preferred)
• Strong written and verbal communication skills; able to translate revenue analytics into clear narrative for executive audiences
• Availability during standard Central Time business hours and availability during close cycle, bookings cutoff, and forecast review periods as needed

Preferred Qualifications

• Prior experience in SaaS FP&A, revenue finance, GTM analytics, or RevOps
• 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
• 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 RevOps 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 embedded finance partner to the VP of Customer Success on renewal economics
• Model the revenue recognition and ARR impact of customer migrations from on-premise to SaaS
• Lead GTM headcount planning across Sales, SDR, Marketing, and Customer Success in partnership with the CRO and functional leaders
• Own GTM compensation modeling, including OTE design and commission plan financial impact analysis
• Manage the GTM software and tooling budget (Salesforce, Clari, Gong, and related platforms) and monitor expense variance against plan
• Own monthly GTM departmental expense variance analysis across all GTM cost centers (Sales, Marketing, Customer Success)
• Produce sales and marketing cost efficiency analytics, including cost per pipeline dollar and marketing ROI metrics
• Partner with RevOps on pipeline data quality, conversion analytics, and bookings reporting integrity
• Contribute revenue and GTM cost inputs to the consolidated monthly forecast, annual operating plan, and long-range planning process
• Conduct pricing and discount trend analysis on a quarterly or on-demand basis

Benefits & Perks

• Flexibility to work Hybrid
• Medical, dental, and vision coverage with company-paid and employee-paid options
• Paid holidays, sick days, and personal time off
• Employee Resource Groups (ERGs) that foster connection and inclusion
• On-site amenities including a covered basketball court, soccer field, track, pickleball/tennis courts, gym, etc.
• Dog-friendly campus and WiFi-accessible courtyards
• 401(k) with a 5% company match
• Coverage for employee professional development and wellness
• And more!