Aspire Software

Business Development Rep

• Research and identify target accounts within our ICP (independent and regional car rental operators across North America)
• Run multi-channel outbound campaigns (phone, email, LinkedIn) to generate interest and book discovery meetings
• Qualify prospects against defined criteria before handing off to the Director of Sales
• Maintain CRM hygiene - ensure accurate contact data, activity logging, and pipeline notes that the team can trust
• Iterate on messaging and sequences based on what's working; share learnings with the team
• Hit and exceed monthly qualified meeting targets - quality over quantity, but both matter

Business Development Representative – Car Rental Software

Artificial Intelligence

• Embed with business teams to observe manual, repetitive, or high-friction processes
• Map end-to-end workflows and identify automation opportunities
• Quantify time, cost, and risk reduction potential
• Build internal tools using: Python, Node, or similar scripting languages
• Integrate with internal systems (CRM, Jira, NetSuite, Teams, etc.)
• Deploy secure, production-grade internal automations
• Translate messy operational tasks into structured automation logic
• Implement human-in-the-loop controls where required

Internal AI Automation Lead

• Plan, launch, and manage digital ad campaigns (LinkedIn, Google, email, and other B2B channels)
• Track performance metrics and provide clear reporting on what is working and what is not
• Coordinate campaign timelines, assets, and approvals across internal stakeholders
• Create and maintain marketing collateral including one-pagers, slide decks, brochures, case studies, and website content
• Write clear, professional copy for ads, landing pages, emails, and sales enablement materials
• Adapt technical or complex subject matter into customer-facing messaging
• Design visual assets for digital campaigns, presentations, conferences, and social channels
• Maintain brand consistency across all materials
• Work with existing brand guidelines and improve them over time where needed
• Support planning and execution for industry conferences and trade shows
• Coordinate logistics for booths, signage, printed materials, and giveaways
• Assist with pre-event promotion and post-event follow-up campaigns
• Maintain organized project plans, asset libraries, and campaign calendars
• Manage multiple initiatives simultaneously without dropping details
• Proactively identify gaps, delays, or quality issues and address them early

AI Marketing Specialist

Account Executive

• Manage the full sales cycle for SMB accounts, from lead generation and qualification through negotiation and closing
• Build a pipeline from target accounts using value-added outbound campaigns: calls, emails and social media
• Play a key role in defining our go-to-market approach and influence how we engage and close accounts
• Share customer feedback to help evolve our product and positioning
• Leverage the founding team to accelerate sales cycles and secure buy-in from business owners

Sales Manager, Account Executive

• Embed with business teams to observe manual, repetitive, or high-friction processes
• Map end-to-end workflows and identify automation opportunities
• Quantify time, cost, and risk reduction potential
• Build internal tools using: Python, Node, or similar scripting languages
• LLM Coding Agents (Claude Code, Codex, etc)
• RAG frameworks (LangChain, vector DBs)
• Deploy secure, production-grade internal automations
• Translate messy operational tasks into structured automation logic
• Implement human-in-the-loop controls where required
• Ensure proper data handling and security where needed

Support Engineer

• Own the performance of WeSuite Walt, our support bot, as a product responsibility — not a side task
• Design, build, and iterate on agent resolution flows for defined ticket categories
• Identify ticket classes suitable for full or partial autonomous resolution and drive them to automation
• Prompt engineer and tune agent responses against real ticket data, measuring accuracy and resolution rate
• Establish and close feedback loops: when an agent fails, diagnose why, fix the underlying gap, and retest
• Continuously expand the scope of what agents can resolve without human intervention
• Work a meaningful volume of real tickets as a core part of the role — this is how client understanding and product knowledge are built and kept current
• Treat every ticket as a data point: does the agent know how to handle this? If not, why not, and what needs to change?
• Develop expert-level fluency in WeSuite's platform, common failure modes, and client use patterns to translate that knowledge into agent-ready content and logic
• Collaborate with QA and Product Management to stay ahead of platform changes that affect agent accuracy
• Own and manage the Knowledge Base as a living system agents draw from — not a static document library
• Use AI tools (Gemini, Scribe, etc.) to accelerate article creation while owning the quality and structure of what gets published
• Ensure Knowledge Base architecture supports agent retrieval — structure, tagging, and coverage matter as much as content quality
• Handle escalations that agents cannot resolve, using Devin AI to structure and analyze code defects before Development handoff
• Collaborate with QA to validate resolution before new releases
• Actively work to reduce the escalation rate over time by feeding learnings back into agent workflows
• Track and own agent performance metrics as the primary measure of role success
• Report on automation coverage, deflection rate trends, and resolution quality alongside traditional support KPIs
• Bring a continuous improvement mindset to both the agent layer and your own direct support work

AI Support Engineer

• Identify, build, validate, and scale AI-powered product solutions that drive real customer and business outcomes
• Build working solutions using AI and engage directly with customers
• Iterate rapidly based on real-world feedback
• Embed with internal teams to automate workflows and deploy agents that eliminate manual work
• Own customer discovery, validation, prioritization, measurable impact, and internal automation leadership

AI Transformation Lead

• Identify, build, validate, and scale AI-powered product solutions
• Engage directly with customers and iterate based on real-world feedback
• Embed with internal teams to automate workflows and deploy agents
• Own customer discovery, validation, prioritization, measurable impact, and automation leadership

• Build working product solutions using AI as the primary execution medium
• Rapidly prototype, iterate, and refine solutions to validate ideas early
• Use AI agents for requirements analysis, design exploration, implementation, and testing
• Move from problem understanding to working solution without reliance on legacy SDLC rituals
• Engage directly with customers to understand workflows, pain points, and unmet needs
• Use live demos and working prototypes to drive customer conversations
• Validate solutions through real usage, not assumptions or opinions
• Build trust by clearly explaining AI behavior, limitations, and tradeoffs
• Frame problems clearly and precisely before execution
• Identify new AI-powered solution opportunities and revenue potential
• Evaluate ideas based on impact, feasibility, and learning velocity
• Use experimentation to discard weak ideas quickly
• Define success in terms of adoption, retention, efficiency, and revenue impact
• Prioritize initiatives based on outcomes, not feature volume
• Continuously assess whether solutions are creating real value
• Own the full lifecycle from idea to impact
• Work closely with AI Product Engineers and AI Developers within AI Pods
• Align engineering, design, and data efforts around outcomes
• Communicate clearly with internal stakeholders
• Represent the product externally with credibility and clarity

• 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

Full-stack Engineer

• 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-aware 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

Lead Software Developer

QA Engineer

• Perform operational activities to check and validate data migrated between systems.
• Ensure that information displayed on screen is complete and accurate.
• Communicate directly with the registry office to request remote access.
• Verify data within the registry office's own system.
• Record all evidence in standardized spreadsheets.
• Report defects by creating tasks in Jira.
• Track fixes and revalidate information after adjustments.
• Support the foundation of the quality process and contribute to organized, reliable deliveries.

Junior Quality Assurance Analyst

• **Role Overview**
• We’re hiring an Intermediate Software Developer to support our Senior Engineer and our AI/automation roadmap. This role is hands-on: building product features, internal tools, and customer pilots that connect to existing enterprise systems and data sources. You’ll work closely with a Senior developer and Product Manager to take ideas from spec → prototype → production-ready releases.
• What you’ll do
• - Build and ship features end-to-end (backend services, integrations, and light frontend where needed)
• - Develop and maintain APIs, background jobs, and data pipelines (imports/exports, CSVs third-party integrations)
• - Help turn AI prototypes into reliable product components (instrumentation, guardrails testing, deployment)
• - Write clean, reviewed code with strong documentation so the team can move faster
• - Troubleshoot issues in dev/test/prod, improve reliability, and reduce manual support burden
• - Collaborate with product and customer-facing teams to iterate quickly based on real feedback
• What success looks like (first 60–90 days)
• - You’re shipping weekly, unblocking the Senior Developer from day-to-day implementation
• - At least 1–2 pilot features/tools are delivered with solid logging/testing and clear handoff docs
• - Integration work (data ingestion, exports, APIs) becomes predictable and repeatable
• - Full understanding of our OCR app pipeline

Intermediate Full-Stack Developer

Software Engineer

• **What You'll Do Build Internal AI Agent Teams **
• - Design and deploy AI agents that handle operational work across MacPractice, 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.
• **Build External AI Products **
• - Develop new AI powered products such as vertical voice agents, AI copilots, workflow automation tools, and AI documentation systems tailored to the industries our portfolio companies serve.
• - Own the product from prototype through launch, including reaching first paying customers.
• - Use existing portfolio company distribution across more than 30 companies to validate and scale quickly.
• **Ship and Iterate **
• - 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 Agent Developer

• Identify, research, and target independent hotels and hospitality groups aligned with Ampliphi’s Ideal Customer Profile
• Execute structured multi-channel outreach campaigns (phone, email, LinkedIn, and other digital channels)
• Engage hotel owners, general managers, and revenue leaders with tailored messaging
• Generate and qualify high-quality Sales Qualified Leads (SQLs)
• Conduct structured discovery conversations to uncover pricing challenges and revenue opportunities
• Ensure detailed and strategic handoff to closing sales representatives
• Consistently achieve and exceed monthly and quarterly pipeline targets
• Maintain strong activity levels with a focus on quality engagement
• Monitor personal performance metrics and optimize outreach strategies accordingly
• Maintain accurate and structured data within HubSpot CRM
• Provide clear pipeline visibility and activity reporting
• Contribute to ongoing refinement of outbound processes and messaging
• Stay informed on hospitality and revenue management trends
• Provide insights into competitive positioning and market feedback