Remote Founding Account Executive - AI-Driven Transformation

Transform; Chicago (IL); On-site; USD 140,000 - 240,000; Full time

Job summary

Transform AI is seeking a Founding Account Executive to own the full sales cycle, from prospecting to close, in a remote role reporting to the CRO. You will engage systems integrators and enterprises, shaping solutions with product, engineering, and marketing teams to drive meaningful outcomes.

You will build the playbook as we scale, craft compelling narratives for business and technical buyers, win reference customers, and set the standard for Transform's go-to-market approach.

Qualifications

• 5+ years of full-cycle closing experience in B2B SaaS and/or professional services, with a track record of carrying and hitting a number.
• Familiarity with the systems integrator, professional services, and PMO worlds. You’ve sold at consulting firms, to consulting firms, have delivery experience, and/or know the operations around digital transformation initiatives.
• Comfortable running your own demos and holding your own with technical buyers.
• Outbound hunter—thriving on competition, collaboration, and teamwork; driving net-new ARR and enjoying the process.
• Remote-ready: reliable, organized, and fully accountable for your own schedule and output.
• Passionate about AI and fluent using it in your daily work.
• HubSpot Native: strong HubSpot proficiency, sound CRM fundamentals.

Responsibilities

• Own full-cycle revenue—Lead-to-Close.
• Drive heavy outbound. You set the pace.
• Run discovery and product demos for various audiences without leaning on pre‑sales / solutions consulting.
• Solution-oriented—excited to dive into the product to craft solutions for clients.
• Operate as an AI-native seller—use modern agents and automation for research, prospecting, and admin; open to rethinking GTM from a first‑principles perspective, via AI-driven philosophies.
• Act as a consultative partner to SIs: understand how services firms structure engagements and run implementations, and where Transform fits their delivery and their P&L.
• Close the loop with the CRO, product, marketing, and engineering—translate what you hear in‑market into positioning and roadmap priorities.

Skills

Full-cycle closing

SaaS sales

SI/ERP familiarity

HubSpot CRM

Demoing skills

Outbound prospecting

Remote sales

AI fluency

Tools

HubSpot CRM

Job description

Transform AI is seeking a Founding Account Executive to own the full sales cycle, from prospecting to close, in a remote role reporting to the CRO. You will engage systems integrators and enterprises, shaping solutions with product, engineering, and marketing teams to drive meaningful outcomes.

You will build the playbook as we scale, craft compelling narratives for business and technical buyers, win reference customers, and set the standard for Transform's go-to-market approach.