About Aspire Software

Aspire Software operates and manages wholly owned software companies, providing mission-critical solutions across multiple verticals. By implementing industry best practices, Aspire delivers a time-sensitive integration process. Its decentralized operating model has allowed it to become a hub for rapid growth by reinvesting in its portfolio.

About the job

This is not a role where you spend your week pulling reports people may or may not look at.

We want someone who can get inside the business, understand how Sales, Customer Success, Marketing, Payments, and Finance operate, and turn messy data and manual processes into scalable systems.

You will become one of the key owners of our revenue data and HubSpot environment, helping us understand what is happening across the customer lifecycle, improve how our teams operate, and build AI agents and automations that remove repetitive work.

You will have significant freedom to identify problems and build solutions.

What success looks like

In your first year, you will help us:

• Establish reliable reporting and KPI infrastructure across Sales, Customer Success, Marketing, and Payments.
• Improve the accuracy, structure, and usability of HubSpot across the organization.
• Create a clear view of the entire revenue funnel, from lead through acquisition, onboarding, retention, expansion, and payments adoption.
• Reduce manual reporting and administrative work through automation.
• Build AI agents and workflows that make our teams faster and more effective, with a focus on go-to-market and reporting.
• Improve forecasting, pipeline visibility, customer segmentation, and revenue analysis.
• Create trusted datasets and dashboards that leadership can use to make decisions quickly.
• Identify revenue opportunities and operational issues before someone has to ask.

What you’ll do

Revenue operations and analytics

• Build and maintain dashboards, reporting, and analytical models across the customer lifecycle.
• Partner with Sales, Customer Success, Marketing, Payments, and Finance to define and track meaningful KPIs.
• Analyze pipeline, conversion, retention, expansion, payments adoption, and customer behavior.
• Help improve forecasting accuracy and pipeline management.
• Identify trends, bottlenecks, anomalies, and opportunities hidden within our data.
• Develop customer segmentation and cohort analysis to support go-to-market decisions.
• Translate business questions into clear analysis and actionable recommendations.
• Create scalable reporting rather than relying on manual spreadsheets and one-off analysis.

HubSpot ownership and RevOps

• Help own and continuously improve our HubSpot environment.
• Build and maintain workflows, properties, lifecycle stages, pipelines, reporting, and automation.
• Improve CRM data quality, governance, and consistency.
• Design processes that make HubSpot easier for Sales and Customer Success teams to use correctly.
• Connect HubSpot data with other business systems and datasets.
• Automate lead routing, customer workflows, lifecycle management, alerts, and internal processes.
• Help establish scalable RevOps processes as the company grows.

AI agents and automation

• Identify repetitive or manual workflows that can be automated.
• Build AI agents that can analyze information, perform tasks, and support business processes.
• Create workflows that combine AI models, internal data, APIs, and business applications.
• Experiment rapidly with new AI capabilities and turn useful prototypes into repeatable internal tools.
• Build agents for use cases such as research, account intelligence, reporting, data enrichment, customer insights, and internal operations.
• Measure whether automation saves time, improves accuracy, or drives better business outcomes.
• Help teams understand where AI is useful and where traditional automation or analytics is the better solution.

Data quality and infrastructure

• Combine data from HubSpot and other business systems into consistent reporting.
• Help define our source-of-truth metrics and business definitions.
• Identify and resolve data quality issues.
• Work with Product and Engineering when deeper integrations or data infrastructure are required.
• Document key metrics, processes, workflows, and data definitions so systems can scale with the company.

Requirements

• Two to five years of experience in data analytics, Revenue Operations, Business Operations, or a similar analytical role.
• Strong hands-on experience with HubSpot.
• Experience working with Sales, Customer Success, Marketing, or broader go-to-market organizations.
• Strong SQL and data analysis skills.
• Experience building dashboards and reporting using business intelligence or visualization tools.
• Advanced Excel or Google Sheets capabilities.
• Comfort working with imperfect datasets and figuring out how to make them useful.
• Experience designing workflows and automating business processes.
• Ability to translate analysis into clear business recommendations.
• Strong curiosity and willingness to dig into how the business actually works.
• Comfort operating in a fast-moving environment where not everything has already been built.

AI and automation experience

We are specifically looking for someone who is excited about using AI as a practical business tool.

You should have experience experimenting with or building solutions using some combination of:

• AI agents and agentic workflows.
• Large language models.
• APIs and webhooks.
• Workflow automation platforms.
• Python or JavaScript.
• Structured prompts and tool calling.
• Data enrichment and research automation.
• Connecting AI models to business applications and internal data.

You do not need to be an AI engineer. You do need to be someone who sees a repetitive process and immediately starts wondering whether there is a better way to do it.

You’ll thrive here if

• You like building things from scratch.
• You are naturally curious about how businesses make money.
• You would rather solve the underlying problem than keep producing the same report every Monday.
• You are comfortable moving between data analysis, systems, automation, and business conversations.
• You ask good questions and challenge assumptions.
• You care about clean data but understand that real-world data rarely starts clean.
• You can explain complicated analysis without making it complicated.
• You enjoy experimenting with new technology and figuring out where it creates real value.
• You want ownership rather than a narrowly defined list of tasks.

What you’ll get

• A high-impact role with direct exposure to senior leadership.
• Significant ownership over analytics, RevOps, and automation projects.
• The opportunity to build systems and processes from the ground up.
• Exposure across Sales, Customer Success, Marketing, Payments, Product, Engineering, and Finance.
• The ability to experiment with and implement emerging AI technologies.
• A growing international software business with significant investment behind its next stage of growth.
• The opportunity to materially influence how Clubspeed and Resova operate as we scale.