Job Description

Anchor closed $40M in top-tier VC funding and grew 500% last year, transforming the $74B services payments market. Our platform automates billing and collections so businesses can focus on growth.

We’re hiring AI-First Account Executives as part of Anchor’s AE founding team. You’ll be among the first AEs to shape how we sell, setting the standard for everyone who comes after. You’ll own the full sales cycle across SMB and Mid-Market accounts - prospecting, consulting, demoing, and closing - with AI embedded into how you work at every stage, not layered on top of it. This isn’t about volume alone. It’s about combining consultative selling with AI-powered precision to close faster and deliver real value to every prospect.

Reporting to the Director of Sales. Entrepreneurial mindset. AI hands-on experience. Deeply tech savvy - you configure and adopt tools yourself, you don’t wait for someone else to set them up. High-energy. Fast-paced. Hungry to grow.

At Anchor, AI-first isn’t a selling point on a JD - it’s how we operate. As an AE, you’re expected to run your territory the way a lean, high-output operator would: using AI to eliminate the manual work that slows most reps down, so your time goes toward conversations that move deals forward. Prospecting research, email personalization, call prep, follow-up sequencing - if AI can own it, you build the system and let it run.

Anchor is pioneering the future of sales, where AI is already empowering Account Executives. Join our team and help us redefine industry standards.

Responsibility

• Own the full sales cycle. Prospecting, discovery, demo, negotiation, and close. You source opportunities and grow revenue across all channels.
• Sell consultatively. Act as a trusted advisor. Understand each prospect's billing, collections, and payment pain points deeply. Tailor solutions to their specific business challenges, not a one-size-fits-all pitch.
• Run an AI-powered sales motion. Your prospecting is AI-researched. Your outreach is AI-personalized. Your calls are prepped and analyzed by AI. You don’t use AI as a shortcut - you use it to go deeper on every deal than a traditional rep could.
• Drive outbound pipeline. Proactively engage Anchor's target market with AI-enhanced outreach to build and maintain a robust pipeline. Hunter mentality.
• Generate revenue at events. Drive leads and close through direct engagement at industry conferences.
• Track, analyze, optimize. Use data and AI-driven insights to inform decisions, forecast accurately, and continuously improve your processes.
• Invest in your growth. Commit to daily training, enablement, and building your AI selling toolkit.
• Collaborate cross-functionally with Customer Success, Marketing, and Product to ensure a seamless customer experience.

Requirements

• 3-6 years of SMB/Mid-Market B2B SaaS sales (new business). Full-cycle experience required.
• Consultative selling skills. You diagnose before you prescribe. Comfortable navigating complex business challenges and multi-stakeholder conversations.
• AI-first approach to sales, with receipts. You already use AI in your day-to-day workflow and can name the tools, the workflows you’ve built or automated, and the impact on your output. Not "familiar with AI" - actively using it to outperform.
• Hunter mentality. Proven outbound skills. SDR/BDR background is a plus.
• Top performer. Consistent track record in the top 10% of your team. Quota attainment is the norm, not the exception.
• Strong communicator. Excellent presentation, negotiation, and interpersonal skills. You build credibility with decision-makers at all levels.
• Experience with service providers. Ideally, accounting firms, bookkeeping firms, or finance professionals in billing, collections, or payments (ERP, AP Automation, Expense Management, GL).
• Sales tech proficiency. Comfortable with HubSpot, Avoma, Intercom, and similar tools. Quick to adopt new technology.
• Deeply tech savvy. You configure and adopt tools yourself - you don’t wait for someone else to set them up. You pick up new platforms fast, dig into product details, and can translate complex capabilities into business value for a prospect.
• Entrepreneurial mindset. Self-disciplined, resourceful, and hungry to grow. You treat your territory like your own business and take full ownership of outcomes.
• Bachelor's degree in Business, Accounting, or Finance.

Extra

• 2+ years of practical experience in accounting, bookkeeping, or finance.
• Experience managing high-volume transactional sales alongside longer consultative cycles.
• Ability to travel to conferences.