Founding Account Executive

Pine Services Group • Grand Rapids, MI

1d • $100,000 - $200,000 • Remote

About The Position

Raiz is at the forefront of a shift in how companies manage their finances. As one of the earliest partners of Rillet — the leading AI-native ERP — we’re helping finance teams move faster, close cleaner, and operate with a level of clarity that legacy systems simply can’t offer. We’re not just implementing software; we’re building a new model to be a true AI partner to our clients. We’re a small, intentionally built team that moves with purpose, invests in the people who join us, and cares about doing the work well. That foundation is strengthened by the backing of Pine Services Group, a private equity firm with deep operational experience building great technology services companies. We are seeking a Founding Account Executive to build the company’s sales engine from the ground up. This role is ideal for a top-performing sales professional with deep experience selling to finance leaders and a track record of building pipelines without inbound support. You will be Raiz’s first dedicated sales hire — responsible for self-sourcing every deal, owning the full sales cycle, and closing new customers on Rillet, an AI-native ERP platform. You’ll partner directly with the CEO and Lead Consultant to shape how Raiz goes to market, and you’ll build the repeatable sales process the company will use to scale. Why This Role This role is built for a seller who wants to be the tip of the spear at a company redefining how finance teams operate. There’s no inbound engine, no SDR team, and no legacy book of business — you’ll create the playbook from scratch. If you’ve been a high performer at a startup or growth-stage company and you’re ready to bet on yourself in a founding role with real ownership, this is it. Role Summary In this role, you will build and own the full sales cycle for Raiz — from prospecting and pipeline generation through demo, proposal, close, and handoff. You’ll target CFOs, VPs of Finance, and Controllers at mid-market companies (20–500 employees), and your mission is to close 10+ new Rillet customers in Year 1 while building the foundation for a scalable sales organization.

Requirements

• Proven track record as a top-performing, quota-carrying individual contributor at a startup or growth-stage company.
• Experience selling to finance leaders (CFOs, VPs of Finance, Controllers) at mid-market companies.
• You speak their language — close process, GL, AP/AR, revenue recognition — and understand why companies outgrow QuickBooks or migrate off NetSuite.
• Hunter mentality: you self-source pipeline relentlessly. No inbound leads, no SDR support, no problem.
• Existing network of warm relationships with finance buyers you can activate from Day 1.
• Full-cycle sales ownership: prospecting through close, no handoffs in between.
• Ability to build process where none exists — you’ve operated without a playbook and delivered results.
• High integrity: you sell honestly, set accurate expectations, and walk away from bad-fit deals.
• Strong communication skills and a consultative, buyer-first approach.
• Coachable and curious: you seek feedback, iterate on messaging, and treat every lost deal as a learning opportunity.

Nice To Haves

• Background in accounting, finance operations, or ERP systems.
• Experience selling AI-native or cloud-native financial software.
• Familiarity with the mid-market ERP landscape (Rillet, NetSuite, Sage Intacct, QuickBooks Enterprise).
• Prior founding or early sales hire experience — you’ve built a sales motion from zero before.

Responsibilities

• Self-source every deal through cold outreach, networking, events, referrals, and your existing network.
• Build and maintain a qualified pipeline with consistent coverage.
• Own the full sales cycle: prospecting, discovery, demos, proposals, negotiations, and closing.
• Target CFOs, VPs of Finance, and Controllers at mid-market companies (20–500 employees).
• Partner with the CEO and Lead Consultant on discovery calls and demos to build trust and win deals.
• Manage procurement, negotiations, and SOW execution to close.
• Surface market intelligence: what’s working, what competitors are doing, and how packaging, pricing, and services should evolve.
• Build a repeatable sales process a second AE could follow — documented ICP learnings, outreach templates, demo scripts, objection guides, and accurate CRM data.
• Ramp fast: product fluency within 30 days, outbound prospecting by Week 2, 15+ qualified opportunities by Day 60, first closed deal by Day 90.

Benefits

• Competitive Compensation & Benefits Competitive salary with performance-based incentives and access to comprehensive health benefits.
• Professional Growth As an early team member, you will work directly with senior leadership and gain exposure to the full consulting lifecycle while helping build a growing practice.
• Flexible Work Environment Flexible remote work with opportunities for in-person collaboration. Core team members are based in Grand Rapids, MI , with travel to partner hubs including San Francisco and New York .
• Collaborative Team Culture Join a small, collaborative team focused on delivering high-quality work and building long-term client relationships.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed