Remote Executive Director, Enterprise Accounts

Who is Aiwyn and what do we do?

Aiwyn is the fastest-growing software company serving the accounting profession. Founded in 2020, we now work with 100+ of the largest CPA firms in the world. Our “Job to be done”: speed up cash flow, save Partner time, & deliver best-in-class client experiences. We do this by automating day-to-day firm operations with our Practice Automation solutions. Aiwyn is led by serial entrepreneurs with multiple exits and funded by a Top 10 fintech VC.

Who are you?

As an Executive Director of Enterprise Accounts at Aiwyn, you’re responsible for selling Aiwyn software and services to prospective customers in the Top 100 ranking of the CPA profession, and for cross-selling new solutions to current customers also in the Top 100 ranking.

What You Will Do:

• Build key relationships with Champions, Influencers, and Economic Buyers
• Research firms to uncover strategic needs and challenges that align to Aiwyn solutions
• Leverage a Challenger-based, MEDDPICC-qualified sales process to sell solutions to firms
• Attend events and tradeshows
• Coordinate and host targeted networking events (dinners, golf outings, etc)
• Lead Discovery and Demo meetings
• Create and present tailored business cases to C-level decision-makers
• Negotiate multi-year SaaS contracts with multiple stakeholders
• Collaborate with Aiwyn’s Customer Success team to drive cross-sells to Top 100 firms

You’ll thrive in this role if you have experience:

• Consulting with and/or selling technology solutions to Top 100 CPA firms
• Operating with a good humor and a bias for helpful action
• Working at (1) a post-Series A B2B SaaS company AND/OR (2) a Top 100 CPA firm
• Adapting to change and seeking coaching, always learning
• Closing $6-7-figure $ARR SaaS contracts, ideally with professional services firms
• Relentlessly and proactively engaging with C-level buyers to drive urgency
• Traveling extensively (up to 50%), getting face to face with firm leaders
• Managing multiple Champions, Influencers, Economic Buyers in each prospect account

Why Work at Aiwyn?

• The big-picture value proposition of this role is simple: join us, and you’ll be paid competitively to have freedom in solving worthwhile, challenging problems alongside other A-players at a fast growing SaaS startup led by an experienced and successful co-founding team with industry experience.

Other benefits include:

• 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

Our Values:

• Trust - We champion transparency, welcome differing perspectives, uphold accountability, and trust that others have good intentions
• Courage - We have the courage to take calculated risks and embrace change, knowing what worked in the past won’t always work in the future
• Impact - Rooted in determination and innovation, we chase extraordinary outcomes and impactful results
• Relentlessness - We approach challenges with an unwavering resolve, never settling for mediocrity, and always striving to surpass expectations

Aiwyn is an equal opportunity employer. All qualified applicants will receive consideration without regard to age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable laws, regulations, and ordinances.Candidate information will be treated in accordance with our CCPA privacy notice which can be found here: https://aiwyn.ai/ccpa