Aiwyn

Senior Director of Sales

Not SpecifiedCompensation
Senior (5 to 8 years)Experience Level
Full TimeJob Type
UnknownVisa
Software, Revenue Management, Accounting TechnologyIndustries

Position Overview

  • Location Type: Remote
  • Employment Type: Full-Time
  • Salary: Not provided

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. We’re seeking a Senior Director of Sales who will be the CRO’s right hand in leading and scaling our Account Executive (AE) organization. This is a pivotal leadership role responsible for building a high-performance team, creating a thriving sales culture, and driving sustained, efficient revenue growth. If you are passionate about the art and science of selling, thrive on developing elite talent, and excel in partnering with executive stakeholders to solve complex challenges, we want to meet you.

Key Impact Areas:

Sales Leadership & Team Development

  • Recruit, onboard, and develop a team of elite sellers.
  • Set the bar at remarkable for your team and foster a culture that multiplies their individual super powers to get there.
  • Build out additional management layers over time, supporting the professional growth and career paths of all team members.

Sales Strategy & Execution

  • Partner with the CRO to define, refine, and execute our go-to-market strategy.
  • Drive predictable, scalable revenue growth by running world-class processes around territory, pipeline, and forecast management.
  • Collaborate cross-functionally with Marketing, Post-Sales, Product, and Revenue Operations to ensure we’re running a best in class revenue motion end to end.

Commercial Creativity & Critical Thinking

  • Partner with your team to develop innovative sales plays, commercial structures, and value engineering tailored to our growing solution offering.
  • Experiment with new approaches (leveraging AI, new tech, or novel techniques) to push the boundaries of modern selling.

Core Responsibilities

  • Own all aspects of sales execution and strategy for our growing team of Account Executives.
  • Build a high-performance sales team.
  • Create a thriving sales culture.
  • Drive sustained, efficient revenue growth.
  • Partner with executive stakeholders to solve complex challenges.
  • Combine a deep understanding of sales best practices with creative, critical thinking.
  • Balance strategic leadership and hands-on coaching.
  • Build a culture of autonomy, mastery, and purpose.

Requirements

  • Not provided in the text

Application Instructions

  • Not provided in the text

Company Information

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.

To learn more, visit our website: https://www.aiwyn.com/

Skills

Sales Leadership
Team Development
Sales Strategy
Pipeline Management
Forecasting
Cross-functional Collaboration
Go-to-Market Strategy
Revenue Growth
Commercial Creativity
Talent Development

Aiwyn

AI-driven automation platform for accountants

About Aiwyn

Aiwyn offers a Practice Automation platform for accounting firms, leveraging AI and machine learning to automate revenue processes by extracting client data from existing practice management and CRM systems. The platform streamlines billing, accelerates client payments, and provides predictive insights for financial health.

Charlotte, North CarolinaHeadquarters
2020Year Founded
$109.9MTotal Funding
LATE_VCCompany Stage
Consulting, Enterprise Software, Financial ServicesIndustries
51-200Employees

Benefits

Remote Work Options
Unlimited Paid Time Off
Health Insurance
Dental Insurance
Vision Insurance
Mental Health Support
401(k) Company Match
Stock Options
Employee Discounts

Risks

Emerging fintech startups may erode Aiwyn's market share.
Integration challenges with CPA systems could delay adoption of new solutions.
Economic downturns may reduce CPA firms' tech spending.

Differentiation

Aiwyn automates AR processes, freeing partners to focus on client value.
Client Engagement Automation streamlines client intake and engagement letter processes.
Aiwyn integrates AI and cloud tech for superior client experiences.

Upsides

Aiwyn secured $113M to enhance CPA firm operations and tax technology.
Growing demand for AI-driven automation boosts Aiwyn's market potential.
Aiwyn's high NPS score indicates strong customer satisfaction.

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