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Senior Director of Implementation

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.


To learn more, visit our website


This role:


As the Senior Director of Implementation, you will lead the implementation team as a player-coach. You will be responsible for our clients’ implementation success in a timely manner while ensuring our clients have an incredible customer experience..  You will collaborate closely with cross-functional teams and leaders, including sales, customer success, support and product development, to deliver seamless and customized implementations that exceed client expectations.  In this role you will lead, mentor, inspire and promote a high-performing client centric team that thrives on exceeding client expectations.


Key Responsibilities:
  • Responsible for team members to manage projects effectively and identify critical dependencies throughout the implementation process.
  • Ensure team members are embracing and routinely updating our project management tool for visibility and transparency to each project and proactively communicating updates as the primary contact for clients.
  • Continuously refine our internal playbook and repeatable processes to streamline client onboarding for the implementation and testing of Aiwyn’s solutions.
  • Oversee the onboarding and training process for hiring Implementation team members as we grow our team to 6-10 team members.
  • As a player coach, you will lead end-to-end implementation processes for new clients, ensuring a smooth transition from sales to go live.
  • Work closely with clients to understand their specific needs and configure the SaaS platform to meet those requirements.
  • Conduct testing and training sessions for clients to ensure they fully understand the features and capabilities of the SaaS solution.
  • Monitor project quality, team capacity, timeline, risk, and performance of each project and team member.
  • Work closely with sales to understand client requirements and develop tailored implementation plans.
  • Collaborate with internal teams to address any roadblocks, ensure timely project delivery and effectively manage escalations when needed.

The ideal candidate:
  • Obsesses over the customer experience
  • Becomes curious when things don’t work as expected
  • Runs towards challenges, not away from them
  • Relentlessly pursues excellence for the customer, the company, and our team
  • Has the courage to speak up when they disagree or have a better idea
  • Builds trust with direct teammates, members of other teams, and our customers by seamlessly blending execution, empathy, and transparency
  • Balances taking ownership over their realm by being open to feedback and new ideas


Qualifications:
  • Proven experience of 7+years within an early stage or growth company implementing and leading a team for SaaS solutions, preferably in the tax and accounting or related industry.
  • Strong project management skills with the ability to manage and oversee a team with multiple implementations concurrently.
  • Excellent problem solving, communication and interpersonal skills with internal and external team members of all levels.
  • Understanding of integrations between SaaS and software platforms.
  • Knowledge of tax and accounting processes is a plus.
  • The ability to travel occasionally for onsite Company meetings
  • The ability to travel occasionally for onsite Company meetings

Preferred:
  • Working in the accounting firm industry
  • Experience with Monday.com Work Management Software
  • Working with Hubspot, Zendesk and Jira


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.

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


Learn more about Aiwyn:


Aiwyn is an equal opportunity employer. All qualified applicants will receive consideration for employment 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://www.aiwyn.ai/ccpa

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Average salary estimate

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What You Should Know About Senior Director of Implementation, Aiwyn

Join Aiwyn as the Senior Director of Implementation and become a key player in revolutionizing the accounting industry! At Aiwyn, a rapidly growing software company founded in 2020, we are all about enhancing cash flow and saving valuable time for our CPA partners. We're proud to work with over 100 of the largest CPA firms globally, and your role will be instrumental in ensuring their implementation success. As a hands-on leader, you will mentor an exceptional team while actively leading client implementations to guarantee incredible experiences. Collaboration is at the heart of what we do, so you'll work closely with sales, customer success, and product development to tailor seamless implementation strategies that truly meet client needs. Your responsibilities will include managing multiple projects, refining our internal playbook, and conducting training sessions to empower clients with our SaaS solutions. You’ll be utilizing your project management expertise to foster a client-centric environment while promoting transparency throughout the onboarding process. If you're passionate about delivering excellence and are ready to take on challenges head-first, Aiwyn is the perfect place for you to grow your career as we continue to disrupt and elevate the accounting profession together.

Frequently Asked Questions (FAQs) for Senior Director of Implementation Role at Aiwyn
What are the main responsibilities of the Senior Director of Implementation at Aiwyn?

As the Senior Director of Implementation at Aiwyn, you will oversee the implementation team, ensuring timely and successful project management for our clients. This includes leading end-to-end implementations, refining internal processes, and monitoring project quality. You’ll also be responsible for training new team members, collaborating with cross-functional teams, and communicating product updates to clients.

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What qualifications are required for the Senior Director of Implementation role at Aiwyn?

To be considered for the Senior Director of Implementation position at Aiwyn, candidates should have over seven years of experience in a SaaS implementation role, preferably in the tax and accounting industry. Strong project management skills, excellent problem-solving abilities, and effective communication will be essential to excel in this role.

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How does Aiwyn support professional growth for its Senior Director of Implementation?

At Aiwyn, we believe in fostering an environment that promotes professional growth. As a Senior Director of Implementation, you will have opportunities for continuous learning through mentorship, cross-functional collaboration, and involvement in strategic decision-making processes, which is integral to your career development.

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What is Aiwyn's company culture like for the Senior Director of Implementation?

The company culture at Aiwyn promotes trust, courage, and impact, allowing the Senior Director of Implementation to thrive in a supportive and innovative environment. With a remote work organization and flexible PTO, Aiwyn emphasizes work-life balance and fostering exceptional team dynamics, perfect for driving exceptional client experiences.

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What are the benefits of working as a Senior Director of Implementation at Aiwyn?

As a Senior Director of Implementation at Aiwyn, you will enjoy competitive pay, stock options, flexible remote work arrangements, and a generous adventure travel stipend, among other benefits. Our commitment to team well-being includes comprehensive health, vision, dental benefits, and a 401(k) matching plan.

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Common Interview Questions for Senior Director of Implementation
Can you describe your experience managing a SaaS implementation team?

When preparing for this question, be specific about your previous roles, the size and structure of your teams, and the types of projects you've managed. Highlight any methodologies you used, tools for tracking progress, and how you fostered collaboration and communication within your team.

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How do you prioritize tasks during the implementation process?

Discuss your approach to prioritization, referencing any tools or strategies you employ, such as project management software or frameworks like Agile or Scrum. Illustrate with examples where you successfully managed competing priorities to meet deadlines.

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What techniques do you use to ensure quality during a project implementation?

Share your quality assurance methods, such as creating checklists, regular progress reviews, or client feedback loops. Illustrate with a story of how you maintained high standards and managed any unexpected challenges during an implementation project.

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How would you handle a conflict within your implementation team?

Provide a thoughtful response focusing on your conflict resolution strategies. Emphasize the importance of open communication, active listening, and seeking common ground, along with a previous experience where you successfully resolved a disagreement.

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What is your approach to mentoring and developing team members?

Discuss your mentoring philosophy and provide examples of how you've supported team member development in the past. Highlight specific techniques you've used, such as one-on-one meetings, training sessions, or personalized growth plans.

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Can you explain how you would customize an implementation plan for a new client?

Address your methods for understanding client needs thoroughly, tailoring solutions to fit those needs, and collaborating with internal teams to ensure a seamless experience. Use an example of a past client situation where you adapted plans successfully.

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How do you stay updated on industry trends relevant to SaaS and accounting?

Mention specific resources you use to stay informed, such as industry publications, online courses, webinars, or networking events. Highlight your commitment to continual learning and adapting to the ever-evolving landscape of SaaS solutions.

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What metrics do you consider most important when evaluating implementation success?

Explain key performance indicators (KPIs) you track to assess outcomes, such as client satisfaction, project timelines, or the quality of the onboarding experience. Provide examples from past experiences where you used such metrics to drive improvements.

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How would you address a situation where a project is falling behind schedule?

Be prepared to discuss your problem-solving approach, such as gathering data, identifying root causes, and communicating with stakeholders. Share a past experience where you effectively turned around a project that was at risk of delay.

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Why are you interested in the Senior Director of Implementation role at Aiwyn?

This is your opportunity to showcase your passion for the company and alignment with its values. Discuss how Aiwyn’s mission resonates with you and how your skills and experience position you as a great fit for this role.

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Fix the work-to-cash cycle to help accounting firms save time, speed up cashflow, and deliver a superior client experience

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Full-time, remote
DATE POSTED
January 6, 2025

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