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
April 5
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
• Who is Aiwyn and what do we do? • 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. • If you are an AE that is passionate about the art and science of sales, love living on your “growth edge”, are looking to be one of the very best in the world at your craft, and thrive on building things that will stand the test of time, we want to meet you. • About the Role • We’re building a team of elite account executives to help the most innovative accounting firms on the planet accelerate their time to revenue and provide their clients/partners with world class customer experiences. • We are seeking proven high performers to over-achieve sales & pipeline objectives while establishing long-term relationships within assigned net new logo named accounts. • In partnership with a dedicated SDR and Solution Engineer, and reporting to the Senior Director of Sales, you’ll own the entire sales cycle from the first conversation and be part of a seamless post-sales transition. You’ll focus on creative prospecting, strategic account prioritization, multi-threading, whitespace identification, pipeline generation, and executing a modern and thoughtful sales process. • Success in this role requires the ability to flex between faster-moving cycles and more complex, consultative sales motions. You’ll know when to move quickly and when to step back and guide a buyer through longer-term decision-making. The best AEs at Aiwyn understand how to meet buyers where they are while staying aligned to shared outcomes. • This role can be worked from any location in the US.
• 2 to 3 years of SaaS field selling experience • A buyer-first mindset and commitment to delivering a seamless, value-driven experience at every stage • Experience working in a multi-product or platform environment where deals require strategic packaging and positioning • A proven ability to lead sales cycles between $25K and $250K with multi-stakeholder buying groups • Advanced prospecting skills, with a desire to keep improving as the AI toolset evolves • An entrepreneurial approach to running your territory like a business • Student of Business Strategy - the ability to identify quickly and mold your sales strategy around strategic business initiatives within your target accounts • Dynamic Presentation Skills - Ability to engage & hold the attention of C-level executives for 30-90 minutes both virtually and in-person • Clear, confident, and concise communication, particularly in written form • Familiarity with AI tools that support outreach, messaging, and productivity • A passion for growth and learning • A combination of humility, confidence, and hunger to become world-class at your craft • Bonus: Experience selling into top 500 accounting firms or professional services
• 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
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