The Challenge
Asure Software powers HCM for 100K+ clients. You'll architect AI-driven go-to-market workflows that turbocharge pipeline generation, sales conversion, and team productivity—operating at the intersection of Sales, Marketing, and Revenue Operations.
Your Mission
Map 3-5 high-impact AI use cases with Sales and Marketing leadership; build business cases for top 2 pilots
Design and deploy initial AI workflow for lead qualification or outbound personalization in CRM; measure baseline metrics
Develop HCM-specific prompt strategies and buyer persona frameworks; train Sales team on AI tool adoption
Audit current GTM tech stack; identify data integration gaps and recommend solutions for seamless AI-CRM-HCM connectivity
Scale 2-3 AI workflows across Sales org; achieve 15%+ improvement in pipeline generation or conversion metrics
Define and operationalize ICP, segmentation, and territory strategies across target segments
Build repeatable prospecting, lead routing, and outreach automation workflows; reduce manual data entry by 25%+
Establish AI governance framework; manage vendor ecosystem, measure ROI across all AI initiatives, iterate based on data
KPIs You'll Own
Pipeline Generated ($ and count)
Track new opportunities created via AI-driven outreach, lead qualification, and prospecting workflows.
Sales Conversion Rate Lift
Measure improvement in deal closure rates attributed to AI-powered insights, messaging, and proposal generation.
Sales Productivity Gain
Monitor time saved per rep via automation; track activities completed, meetings booked, or deals progressed per week.
AI Adoption Rate
Percentage of Sales team actively using AI workflows; track engagement and consistency of tool usage month-over-month.
AI Output Quality Score
Internal scoring or Sales feedback on relevance, accuracy, and usability of AI-generated leads, messaging, and proposals.
Tools & Stack
Your Team
Your Manager
VP/Head of GTM or Chief Revenue Officer (implied)
Current Team
Cross-functional: Sales, Marketing, Revenue Operations, Product
New role—GTM function scaling
The Package
Salary
$95K-$130K base
Remote
On-site, Austin, TX
Benefits & Perks
Company Intelligence
Asure Software is a 600+ person HCM platform serving 100K+ clients with payroll, tax, HR, and time & attendance solutions. Built for entrepreneurs and executives with an owner's mentality, Asure helps businesses develop human capital, stay compliant, and allocate resources toward growth.
Team Size
600
Customers
100,000+
Culture
Owner's mentality; entrepreneurial mindset; focus on Human Capital and revenue growth
Is This Role For You?
- You've built or scaled AI-driven workflows in a revenue context (Sales, Marketing, or RevOps) and love translating business problems into technical solutions
- You're equally comfortable with data analysis, GTM strategy, and hands-on tool configuration; you bridge business and technical teams naturally
- You obsess over metrics—pipeline generation, conversion, adoption—and iterate relentlessly based on what the data tells you
- You thrive in a role that's part strategist, part builder, part enabler; you're energized by cross-functional collaboration
- You have a strong grasp of HCM software, B2B SaaS GTM, or enterprise sales motions (bonus if you know the HCM buyer)
- You need remote flexibility or hybrid work; this role is on-site only in Austin
- You prefer pure strategy or pure execution; this role demands hands-on technical work alongside GTM thinking
- You're not comfortable with AI/LLM tools, prompt engineering, or continuous learning in a rapidly evolving AI landscape
Interview Process
Initial Screen
Conversation about GTM experience, AI projects built, and understanding of the HCM market
GTM Case Study
Present a hypothetical AI use case (e.g., lead qualification, outbound personalization); walk through your approach to design, metrics, and adoption
Cross-Functional Panel
Interviews with VP/Head of GTM, Sales leader, and RevOps/Product stakeholder; assess collaboration and strategic thinking
Technical Deep Dive
Discuss CRM integrations, data workflows, AI tool evaluation, and your experience building scalable systems
Interested in this role?
Apply now and hear back within days, not weeks.
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