Executive Director

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