What will your day-to-day responsibilities look like?
- Lead the programmatic structure for multiple customer implementation projects, from project kickoff to go-live, ensuring each customer achieves a smooth and successful deployment.
- Own high-level project planning and execution, managing scope, milestones, and deliverables while keeping all stakeholders informed with clear, timely communication.
- Collaborate with internal teams—from Sales to Customer Success to Product—to ensure seamless handoffs and alignment on client outcomes.
- Facilitate change management strategies, working with client leadership to prepare, train, and engage their teams to maximize long-term value.
- Proactively identify and mitigate risks, addressing challenges swiftly to maintain project momentum and client confidence.
- Monitor and report on project progress, providing customers and leadership with transparent performance updates and success metrics.
- Championing the client implementation experience, ensuring every interaction reflects Aiwyn’s commitment to partnership, innovation, and measurable impact.
- Drive continuous improvement by contributing to the refinement of playbooks, processes, and tools that make implementations more scalable and efficient.
The ideal candidate candidate for this role:
- 3+ years of program management, consulting, or implementation experience in SaaS or technology services (or equivalent client-facing experience).
- Strong organizational and communication skills; comfortable managing multiple projects at once.
- Demonstrated ability to lead customer-facing projects and deliver measurable outcomes.
- Experience working with cross-functional teams in dynamic environments.
- PMP, CSM, or similar certification is helpful but not required.
- Bachelor’s degree or equivalent work experience.
Benefits and Perks
- 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.
- 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:
- Relentless by Design
- Owners not Renters
- Trust at the Core
Top Skills
What We Do
Aiwyn helps leading accounting firms automate and optimize critical revenue processes by unlocking client data from existing practice management and CRM systems with our Practice Automation platform.
With Aiwyn's Practice Automation platform, high-value firm executives, partners, and staff are liberated to deliver more value to clients and work at the highest end of their professional expertise.
Benefits of Practice Automation to accounting firms include:
- save time, bill faster
- eliminate tedious back office tasks
- reduce days-in-WIP and days-in-AR,
- speed up client payments
- smooth out cash flow
- protect financial health with predictive insights and controls
- offer a best-in-class experience to both employees and clients









