Aspire Software

Account Executive

• Own the Full Sales Cycle
• Run end-to-end deal execution: prospecting, discovery, demo, proposal, negotiation, and close
• Build pipeline through targeted outbound, events, partnerships, and personal network leverage
• Navigate complex buying committees (IT, procurement, finance) in enterprise and public-sector organizations
• Land net-new logos across higher ed, healthcare, and adjacent verticals
• Sell with AI as Your Unfair Advantage
• Use AI tools, agents, and automation to drive outbound volume that would normally require a full SDR team
• Build AI-powered workflows for prospecting, personalization, call prep, and follow-up sequencing
• Leverage AI to analyze customer conversations, extract buying signals, and surface patterns that sharpen your approach
• Treat your GTM stack like a product—always experimenting, always iterating
• Help Build the Playbook
• Refine ICP, positioning, and talk tracks based on what actually converts in-market
• Capture buyer feedback and partner with product/engineering to shape the roadmap
• Document what works so the next hires can ramp faster—you’re laying the foundation for a team
• What Success Looks Like
• First 30 days: Deep product fluency, target account list built, outbound motion live and producing conversations
• 60–90 days: Qualified pipeline with measurable conversion, early wins in motion, AI workflows accelerating velocity
• 6–12 months: Consistent closed-won revenue, multiple reference customers, and a clear case for expanding the sales team

Founding Account Executive, AI-Native

Full-stack Engineer

• Own the technical direction and architecture of core payment systems
• Lead design and implementation of scalable, secure, and high-availability systems
• Ensure best practices in code quality, testing, and system performance
• Drive technical decision-making and evaluate trade-offs
• Mentor and develop a team of engineers through coaching and feedback
• Conduct code reviews and enforce engineering standards
• Support hiring and onboarding of top engineering talent
• Foster a high-performance, collaborative engineering culture
• Partner with Product to translate business needs into technical solutions
• Own end-to-end delivery of key initiatives and projects
• Ensure timely and high-quality execution across the team
• Identify and remove technical blockers
• Continuously improve system scalability, reliability, and security
• Contribute to payments innovation, including integrations, APIs, and compliance standards
• Stay current with industry trends and emerging technologies
• Drive adoption of the latest advancements in AI and developer tooling to enhance engineering productivity
• Identify opportunities to integrate AI capabilities into products and payment workflows
• Leverage AI to improve code quality, testing, automation, and system efficiency
• Experiment with and evaluate emerging technologies (e.g., LLMs, copilots, automation frameworks)
• Foster a culture of innovation, continuous learning, and experimentation across the engineering team
• Partner with product and business leaders to translate AI initiatives into measurable business impact

Tech Lead

Sales

• Own and execute the end-to-end sales cycle, from prospecting through close
• Generate and qualify pipeline, lead demos, manage negotiations, and close deals
• Achieve sales targets and contribute to revenue forecasting and planning
• Identify, engage, and close strategic integrations and OEM partnerships with EMR/EHR and RCM platforms
• Cultivate executive-level relationships and co-selling opportunities
• Serve as a trusted partner to technology teams and healthcare IT leaders
• Sell solutions directly to clinicians, specialty practices, and provider groups
• Understand clinical workflows and articulate product value in improving clinical and operational outcomes
• Navigate and influence multiple decision-maker personas in healthcare organizations
• Collaborate with product and marketing to refine positioning based on customer insights
• Build repeatable sales playbooks and scalable processes
• Inform product roadmap through grounded market feedback

Director of Sales – Healthcare Technology, EMR/EHR Focus

Customer Success Manager

• Lead end-to-end onboarding for new clients, ensuring a smooth and impactful start
• Build and maintain strong, long-term relationships with clients (service, sales, and admin leaders)
• Provide proactive support and issue resolution, managing tickets and client feedback
• Monitor account health and identify growth opportunities within your accounts
• Serve as the bridge between clients and product/tech teams, advocating for user needs
• Conduct training sessions, best practices reviews, and usage optimization calls
• Help shape how BluSynq is adopted and scaled across customers in North America
• Educate clients on AI-powered capabilities, driving adoption and confidence in the tech

Platform Engineer

• Own and evolve our platform components – WildFly, ActiveMQ, Keycloak, and the Java abstraction layer that makes them usable for product teams
• Improve the release engineering pipeline (GitLab, Jenkins) and build automation – making deployments more reliable and less error-prone
• Maintain and extend the Java-based Deployment Manager and Ansible playbooks for virtual machine environments (on-premises, Azure, AWS)
• Question complexity and simplify wherever justified – your goal is a platform that teams don’t have to think about because it just works
• Support the migration of on-premises infrastructure to Azure or AWS
• Collaborate with development and operations teams – you serve both as customers, not as a back-office function
• Use AI tools actively to improve test coverage, documentation quality, automation, and problem-solving

Business Development Rep

• Building and managing a qualified sales pipeline (private banks, asset managers and family offices)
• Leading the full sales cycle from lead generation to contract signature
• Developing strategic partnerships to accelerate market access and deal flow through networking, events, outreach, and referrals
• Coordinating RFI/RFP responses and proposals
• Contributing to Finartis go-to-market strategy
• Identifying new markets and growth opportunities
• Operate in a collaborative sales model, where you lead opportunities while working closely with Pre-Sales & Product Experts and management

Business Development Manager

Financial Planning and Analysis

• Monitor and analyze the performance strategies to identify areas of opportunity and respond with action plans to ensure execution to meet and exceed financial targets
• Drive the financial planning of the company by analyzing the performance and risks of the portfolio by applying the KPI framework
• Prepare monthly and quarterly business reviews for portfolio companies that highlight results, remediation plans for underperformers, and strategic initiatives to drive organic growth to the senior management team
• Build and manage monthly, quarterly, and annual forecasts and track KPIs
• Monitor the financial health of a portfolio and ensure positive cash flow
• Develop strategies to increase return on investment and profitability
• Maintain high-level interaction with the corporate finance department
• Actively participate in the processes related to the sale or acquisition of companies
• Application of Valsoft Finance best practices to all companies within Portfolio
• Ownership of all things finance for companies acquired into the Portfolio
• Oversee and review accounting tasks including tax and compliance
• Own monthly financial close process for Portfolio companies
• Prepare accurate and timely monthly, quarterly, and annual financial reports
• Build processes and ensure compliance with Corporate policies and reporting requirements. Identify and manage differences between corporate consolidation accounting policies and local statutory reporting requirements
• Ensure effective financial internal controls and continually evaluate established policies and procedures
• Optimize internal reporting processes for efficiency
• Prepare for and support the corporate audit by providing necessary documentation
• Lead and organize the annual statutory audits and ensure all fillings are complete
• Set targets for and supervise all accounting and finance personnel (Accounting, FP&A, AR, AP)
• Provide leadership and develop a high-performing scalable finance team in a decentralized finance environment, fostering a culture of accountability, collaboration, and continuous improvement
• Train and coach teams to ensure they have the knowledge and resources necessary to be successful
• Support Netsuite rollout activities to Portfolio companies by ensuring data integrity
• Conduct situational assessments, identify gaps and opportunities for automation, make recommendations, and direct the implementation of such changes as required to improve financial systems and related processes

Finance Manager

• Conduct detailed research on vertical market software companies, potential add-on opportunities, and adjacent markets.
• Build and continuously refresh target lists using public and proprietary sources.
• Track industry developments including acquisition activity, leadership changes, and emerging market trends.
• Execute proactive multi-channel outreach campaigns (email, LinkedIn, calls, events) to engage founders and executives.
• Identify and qualify new acquisition opportunities aligned with Aspire Software’s investment criteria.
• Maintain a steady pipeline of qualified acquisition targets.
• Build trusted relationships with founders, entrepreneurs, advisors, and intermediaries across the software ecosystem.
• Conduct introductory conversations with potential sellers to understand their businesses and strategic goals.
• Maintain ongoing engagement with prospects to ensure opportunities progress through the deal pipeline.
• Maintain accurate deal records and pipeline reporting in CRM systems.
• Track outreach activity, meeting outcomes, and pipeline health.
• Collaborate with the Corporate Development and M&A teams to advance qualified opportunities.
• Assist in early-stage evaluation of potential acquisitions, including market positioning, product fit, and ownership dynamics.
• Support the coordination of meetings, diligence requests, and internal reviews as opportunities progress.

Corporate Development Associate – M&A Business Development

Artificial Intelligence

• Define and execute the roadmap for AI-enabled ERP capabilities
• Identify opportunities to embed AI/ML into ERP workflows
• Drive incremental transformation toward intelligent systems
• Partner with leadership to align initiatives with business priorities
• Own engineering health, delivery, and technical direction for the ERP platform
• Lead and grow the ERP engineering team
• Set pragmatic standards for legacy systems
• Balance modernization with stability
• Act as escalation point for critical production issues
• Support development of AI/data capabilities across the product suite
• Guide data pipelines and model integration
• Ensure governance, security, and compliance for AI systems
• Evaluate and recommend third-party AI tools
• Own system reliability with 24/7 expectations
• Lead incident response and root-cause analysis
• Define on-call processes and reduce operational risk over time
• Own the Azure ERP environment
• Ensure best practices for disaster recovery, backups, and patching
• Drive infrastructure automation improvements
• Support cloud and SaaS evolution
• Act as senior technical leader across engineering and product teams
• Collaborate closely with Product, Support, and Leadership
• Mentor and develop the engineering team

Director, AI, ERP

• Embed inside portfolio companies to understand the product, the codebase, and the gaps, then build solutions that move the business forward.
• Design and develop AI-powered features, integrations, and internal tools across whatever stack the business runs on.
• Work directly with product and operations teams to translate business problems into clean technical solutions.
• Own the full delivery cycle: scoping, building, shipping, measuring, and iterating.
• Identify where AI creates real product leverage and build toward it, not as a novelty, but as a capability.
• Operate across multiple portfolio companies over time, building expertise in what actually works.

Software Developer, AI

QA Automation Engineer

• Design and deploy AI agents that handle operational work across Aspire Software and its portfolio companies, including customer support tiers 1 and 2, SDR and sales outreach, onboarding automation, content and marketing workflows, and engineering maintenance
• Measure impact in hours of labor replaced or team output increased
• Work directly with portfolio company operators to identify the highest value automation opportunities
• Develop new AI-powered products such as vertical voice agents, AI copilots, workflow automation tools, and AI documentation systems tailored to Aspire’s vertical markets
• Own the product from prototype through launch, including reaching first paying customers
• Move fast from idea to MVP to production
• Run beta tests with real users, gather feedback, and improve continuously
• Collaborate cross-functionally with product, engineering, and go-to-market teams

AI Automation Engineer

Engineering Manager

• Own product architecture, including AI/LLM-integrated components
• Design scalable, secure, and maintainable systems
• Lead decisions involving:
• - LLM integration (OpenAI, Azure OpenAI, etc.)
• - RAG architectures and vector databases
• - AI orchestration frameworks (LangChain, Semantic Kernel, LlamaIndex)
• Ensure system reliability, observability, and cost efficiency
• Establish AI governance and safe usage practices
• Apply modern AI methodologies, including:
• - Retrieval-Augmented Generation (RAG)
• - Prompt engineering and evaluation
• - AI output validation and guardrails
• - Human-in-the-loop workflows
• - Model monitoring and performance evaluation
• Drive experimentation, A/B testing, and telemetry-based decision making
• Lead and mentor developers and QA engineers
• Raise AI literacy across the team
• Establish AI-native coding and review standards
• Balance speed, quality, and architectural integrity
• Own predictable, high-quality releases
• Ensure AI features are measurable, validated, and production-ready
• Act as technical escalation point
• Drive cross-team alignment with Product, Data, and DevOps
• Leverage AI-assisted development tools to improve velocity
• Optimize AI cost-performance tradeoffs
• Embed automation into testing and CI/CD pipelines

AI Engineering Manager

• Own product architecture, including AI/LLM-integrated components
• Design scalable, secure, and maintainable systems
• Lead decisions involving:
• o LLM integration (OpenAI, Azure OpenAI, etc.)
• o RAG architectures and vector databases
• o AI orchestration frameworks (LangChain, Semantic Kernel, LlamaIndex)
• Ensure system reliability, observability, and cost efficiency
• Establish AI governance and safe usage practices
• Apply modern AI methodologies, including:
• o Retrieval-Augmented Generation (RAG)
• o Prompt engineering and evaluation
• o AI output validation and guardrails
• o Human-in-the-loop workflows
• o Model monitoring and performance evaluation
• Drive experimentation, A/B testing, and telemetry-based decision making
• Lead and mentor developers and QA engineers
• Raise AI literacy across the team
• Establish AI-native coding and review standards
• Balance speed, quality, and architectural integrity
• Own predictable, high-quality releases
• Ensure AI features are measurable, validated, and production-ready
• Act as technical escalation point
• Drive cross-team alignment with Product, Data, and DevOps
• Leverage AI-assisted development tools to improve velocity
• Optimize AI cost-performance tradeoffs
• Embed automation into testing and CI/CD pipelines

Operations

• Reporting directly to one of our Investment Partners.
• Managing and growing their businesses.
• Full ownership and accountability for the business.
• Driving operational excellence, organic growth and profitability.
• Fostering collaboration across teams to ensure the successful execution of business strategies.
• Executing within our operating model based on four pillars: strategy and positioning of the business, operational excellence, growth, and product strategy and technology.
• Identifying, defining and executing strategies required to achieve growth plans and operating objectives, with a focus on continuous improvement.
• Driving operational efficiency and excellence and enhance scalability across your portfolio of businesses to optimize performance and maximize profitability.
• Driving revenue growth by identifying and supporting new opportunities and growth strategies, including cross-selling and penetrating new markets.
• Driving initiatives and solving challenges related to sales, customer success and research and development within your portfolio of businesses.
• Prioritizing customer satisfaction and retention by ensuring strong solutions, service delivery and customer support within your portfolio companies.
• Ensuring your portfolio companies have clear product roadmaps established and executed on, balancing investments in research and development with maintenance to maximize new customer growth while retaining existing customers.
• Overseeing the development and execution of comprehensive product strategies aligned with market trends and the business objectives of the companies in your portfolio.
• Assuming P&L responsibility and focusing on achieving key financial metrics related to revenue, ROI, EBITDA, customer retention, etc.
• Managing capital allocation and ensuring efficient financial management of your portfolio companies, including on a monthly, quarterly and annual basis.
• Building, coaching and leading high-performing teams within your portfolio companies.
• Cultivating a culture of performance, continuous improvement, collaboration and innovation.
• Providing clear direction and motivating teams toward achieving key milestones and delivering measurable results.

Operations Manager

• Build and maintain tools that dramatically increase SDR and AE productivity across the full sales cycle
• Design automated lead enrichment pipelines that append firmographic, technographic, and intent data to inbound and outbound leads in real time
• Build prospecting automation workflows that surface high-fit accounts based on ICP criteria and buying signals
• Architect CRM workflow automations in HubSpot to enforce pipeline hygiene, automate stage progression, and trigger internal notifications
• Develop AI-driven outbound messaging sequences that personalize at scale using prospect-specific context
• Create meeting booking automation to reduce scheduling friction and increase connect rates
• Create the systems that generate and nurture a pipeline without constant manual intervention
• Build automated outbound campaign engines that execute multi-channel sequences (email, LinkedIn, phone) on a defined cadence
• Develop AI-generated personalized outreach at scale, adapting messaging to prospective industry, role, and stage
• Implement data scraping and lead sourcing workflows to build targeted prospect lists from public data sources
• Create trigger-based prospecting systems (e.g., a marina raises funding or announces expansion → AI detects → personalized outreach generated → SDR notified)
• Support product-led growth workflows that convert trial users into qualified pipeline
• Build and manage AI SDR assistants that handle initial prospect engagement, qualification, and handoff
• Develop AI-generated demo environments and personalized demo prep packets
• Create AI proposal and SOW generation tools that reduce deal cycle time
• Implement AI call summary and coaching workflows that feed insights back into the sales process
• Build AI-based prospective research tools that deliver actionable account briefs before every call
• Build the dashboards and models that give leadership real-time visibility into revenue performance
• Design pipeline analytics dashboards that track stage velocity, conversion rates, and bottlenecks
• Build and refine lead scoring models that prioritize the highest-value opportunities for sales
• Implement end-to-end conversion tracking across marketing and sales touchpoints
• Create experimentation analysis frameworks to measure the impact of GTM tests
• Develop attribution systems that connect marketing spending to closed revenue
• Run a high-velocity experimentation program that continuously improves GTM performance
• Test different ICP segments to identify under-penetrated verticals within the marina and entertainment industry
• A/B test outreach messaging across channels, personas, and value propositions
• Run pricing and packaging experiments in collaboration with product and finance
• Optimize the demo → POC → close conversion funnel with structured tests and measurement
• Document findings in a shared experiment log to build institutional knowledge

Founding Account Executive, AI-Native

Tech Lead

Director of Sales – Healthcare Technology, EMR/EHR Focus

Customer Success Manager

Platform Engineer

Business Development Manager

Finance Manager

Corporate Development Associate – M&A Business Development

Director, AI, ERP

Software Developer, AI

AI Automation Engineer

AI Engineering Manager

AI Engineering Manager

Operations Manager

GTM Engineer – DockMaster