UPSTACK is the leading full-service technology advisory firm, transforming how businesses design, source, implement, support, and optimize IT infrastructure. Clients benefit from decades of expertise, enhanced support, and UPSTACK’s proprietary technology—delivering faster deployments, cost savings, and streamlined access to critical solutions.
Our expertise includes: data center colocation, network connectivity, SD-WAN, unified communications, cloud contact center, CX-AI, private/public cloud, security, mobility, business continuity, and IoT.
Under the leadership of Founder and CEO Christopher Trapp, UPSTACK is committed to exceptional customer experiences, serving 6,500+ clients—from SMBs to enterprises—and managing over $1B+ in annual technology spend across industries.
We are seeking a strategic and analytical Director, Revenue Intelligence & Analytics to serve as a trusted partner to the Chief Revenue Officer (CRO) and Go-to-Market (GTM) leadership team. This leader will drive business performance through revenue intelligence, forecasting excellence, financial and operational analytics, and AI-driven insights.
The ideal candidate combines deep expertise in revenue operations, financial planning, and business analytics with the ability to influence executive decision-making. This role will lead forecasting governance, pipeline analytics, productivity measurement, partner economics, investment optimization, and strategic planning initiatives that support scalable revenue growth and operational excellence.
Own and continuously improve revenue forecasting models, including pipeline, bookings, revenue, and quota attainment.
Drive forecast rigor, governance processes, and forecasting methodologies across GTM leadership.
Lead pipeline inspection and deal review processes to improve forecast accuracy and predictability.
Analyze stage conversion rates, deal progression, slippage trends, and forecast variance.
Support monthly, quarterly, and annual forecasting processes in partnership with Finance and GTM leadership.
Develop sales capacity models, including headcount planning, quota allocation, territory coverage, and ramp productivity.
Evaluate sales productivity across segments, geographies, verticals, routes-to-market, and seller types.
Support compensation plan modeling, attainment analysis, and incentive effectiveness reviews.
Identify opportunities to improve revenue-generating efficiency and resource allocation.
Conduct Ideal Customer Profile (ICP) analysis, market segmentation, whitespace analysis, and growth opportunity modeling.
Analyze key SaaS business drivers including customer acquisition cost (CAC), lifetime value (LTV), funnel conversion, retention, and revenue growth metrics.
Develop financial and business models to support pricing strategy, territory planning, market expansion, and investment decisions.
Provide recommendations on GTM investments, territory design, and strategic growth initiatives.
Evaluate partner, channel, alliance, and ecosystem performance, including ROI and investment effectiveness.
Assess partner economics and recommend optimization strategies to maximize growth and profitability.
Lead analytics and reporting for forecast reviews, Quarterly Business Reviews (QBRs), executive operating reviews, and Board presentations.
Design and maintain executive dashboards and KPI reporting frameworks.
Deliver actionable insights on performance against targets, highlighting risks, opportunities, and recommended actions.
Translate complex data into clear, compelling executive-level narratives.
Leverage predictive analytics, AI-assisted forecasting, automation, anomaly detection, and scenario modeling to improve decision-making.
Identify opportunities to enhance business intelligence capabilities and operational efficiency through technology and analytics.
Partner with Sales, Marketing, Customer Success, Revenue Operations, Business Systems & Data, and Finance teams to drive alignment and execution.
Support annual planning, budgeting, and long-range strategic planning processes.
Ensure data integrity, reporting consistency, and analytical rigor across the organization.
Drive continuous improvement of processes, tools, systems, and reporting frameworks.
10+ years of experience in Revenue Operations, Revenue Analytics, FP&A, Business Intelligence, Sales Operations, or related strategic analytics functions.
Experience supporting executive leadership teams and influencing business strategy through data-driven insights.
Proven success in SaaS, subscription-based, or high-growth technology environments.
Demonstrated experience building and managing forecasting, planning, and performance management processes.
Deep knowledge of:
Revenue Operations principles
Forecast governance and pipeline management
Territory design and sales capacity planning
Compensation and incentive design
Partner and ecosystem business models
SaaS growth metrics and revenue architecture
FP&A, forecasting, budgeting, and variance analysis
Revenue modeling concepts including ARR, MRR, bookings, churn, and pipeline metrics
GTM business models and sales performance measurement
Advanced proficiency with:
Salesforce
SQL
Snowflake
Gong
HubSpot
Marketo
Power BI, Tableau, or similar BI platforms
Excel and financial modeling tools
Predictive analytics and AI-enabled business analysis solutions
Exceptional analytical and problem-solving skills.
Strong executive communication and data storytelling capabilities.
Ability to synthesize large, complex datasets into actionable business recommendations.
Excellent stakeholder management and cross-functional collaboration skills.
Strong project management and prioritization abilities.
High attention to detail and commitment to data accuracy.
Ability to influence executive decision-making through quantitative analysis and strategic recommendations.
Demonstrated ability to challenge assumptions and drive accountability through business inspection processes.
Experience balancing strategic planning with operational execution.
Strong business acumen with a focus on ROI-driven investment decisions.
Ability to thrive in a fast-paced, high-growth environment with evolving priorities.
Proven track record of identifying business risks and opportunities proactively.
Experience building scalable analytical frameworks and financial models that support company growth.
Ability to partner effectively with both technical and non-technical stakeholders.
Commitment to continuous improvement, operational excellence, and innovation.
Employees new to UPSTACK typically come in at the start of the pay range. UPSTACK focuses on providing a simple and transparent pay structure, which is based on a variety of factors, including location, experience, and job-related skills.
The salary range for this role is $170,000.00 to $190,000.00 annually plus participation in the annual bonus program. Compensation includes base salary and benefits.
UPSTACK is an Equal Opportunity Employer and does not discriminate based on race, gender, ethnicity, religion, national origin, age, disability, veteran status, gender identity/expression, sexual orientation, or on any other basis prohibited by law. Consistent with applicable state and local law, UPSTACK will consider employment for all qualified applicants.
UPSTACK is committed to providing reasonable accommodations to individuals with disabilities as required by applicable law. Accommodations may include adjustments to the application, interview, or assessment process, as well as modifications to the work environment or job duties to enable individuals to perform the essential functions of the role. Requests for accommodations will be evaluated on a case-by-case basis and provided unless they impose an undue hardship on the organization.
At this time, UPSTACK will not sponsor a new applicant for employment authorization for this position.
We endeavor to make the application process accessible to all applicants. If you would like to contact us regarding accessibility and/or need assistance completing the application process, please contact us at recruiting@upstack.com.
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UPSTACKUPSTACK is a US-based technology advisory and brokerage firm that helps businesses evaluate, source, deploy and manage digital infrastructure such as connectivity, cloud, data center, cybersecurity and UCaaS. It serves midmarket and Fortune 1000 enterprise IT buyers.
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