SDR Lead

April 7

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Aiwyn

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Aiwyn is a company that specializes in practice management solutions for accounting firms. Its flagship product, PracticeOS, helps optimize firm operations by automating administrative tasks such as billing, collections, engagement letters, and revenue cycle management. Aiwyn aims to enhance client satisfaction and improve cash flow for accounting firms through integrated and streamlined processes. By partnering with top accounting alliances, Aiwyn offers a platform that unifies tech stacks and allows firms to integrate third-party solutions, minimizing administrative burdens and maximizing efficiency.

artificial intelligence • accounts receivable • accounting firms • billing • collections

11 - 50 employees

💸 Finance

💳 Fintech

☁️ SaaS

📋 Description

• Aiwyn is transforming the way accounting firms streamline the entire revenue management lifecycle. Backed by top-tier investors (Bessemer, KKR & Revolution), we’re one of the fastest-growing scale-up software companies globally—delivering innovative technology and consistently raising the bar with world-class people, processes, and products. • You'll own the outbound pipeline generation motion and work directly with the Senior Director of Sales to build the SDR function from the ground up. You'll play a role in defining/optimizing the channels we use, the metrics we use to measure success, and the systems we put in place to scale a high-performing outbound motion. This is an individual contributor role with a strategic edge. You'll work closely with AEs, Marketing, and RevOps to identify target accounts, refine messaging, experiment with new tactics, and help define what “great” looks like for future SDRs.

🎯 Requirements

• 2+ years of high-performance experience as a SaaS SDR, with a proven ability to hit or exceed pipeline targets • Strong outbound prospecting skills, with experience engaging multi-stakeholder buying groups • Excellent communication skills—especially written—and comfort using video and personalization to break through • Process-minded: you enjoy figuring out how things should work and documenting them clearly • Excitement about building from zero—you're not afraid of ambiguity and are energized by early-stage ownership • Comfortable with sales tools like Salesforce, HubSpot, Apollo, Outreach, etc., and curious about what else is out there • Bonus: Familiarity with the accounting or professional services space • Bonus: Experience working in an early-stage or rapidly scaling startup environment • Bonus: Experience working with a multi-product company with the ability to position all products as an integrated platform solution

🏖️ Benefits

• Adventure travel stipend - you receive a $1,000 travel reimbursement on your work anniversary each year. We encourage our team to recharge and explore the world beyond their home office walls. • Remote, work-from-anywhere culture • Flexible PTO • World Class health benefits - we believe in fostering flourishing teams by providing benefits that go beyond the usual standards - Health, vision, dental, HSA/FSA, and mental health support. • Stock options - every Full Time Employee has ownership in Aiwyn's future and success. • 401(k) matching