Senior Director of Implementation

Work set-up: 
Full Remote
Contract: 
Full time
Experience: 
Senior (5-10 years)
Work from: 
United States

Offer summary

Qualifications:

7+ years of experience leading SaaS implementation teams, preferably in early-stage or growth companies., Strong strategic leadership skills, including building scalable processes and forecasting capacity., Excellent project management and communication skills across organizational levels., Familiarity with SaaS integrations and experience in tax, accounting, or professional services is a plus..

Key responsibilities:

  • Lead and mentor the implementation team to ensure high-quality customer onboarding.
  • Develop and refine implementation strategies, processes, and playbooks for scalability and efficiency.
  • Collaborate with sales, product, support, and customer success teams to improve the onboarding experience.
  • Oversee hiring, onboarding, and training of new team members to ensure team growth and success.

Aiwyn logo
Aiwyn Startup http://www.aiwyn.ai/
11 - 50 Employees
See all jobs

Job description

Who is Aiwyn and what do we do?

Aiwyn is the fastestgrowing 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 bestinclass client experiences. We do this by automating daytoday 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

About the RoleWe’re looking for a Senior Director of Implementation to lead and grow our highperforming implementation team. In this role, you’ll focus on building strategy, strengthening processes, and guiding your team to deliver seamless, highquality customer onboarding experiences. You’ll set the vision, coach your team to success, and ensure our customers’ transition from sales to “go live” with confidence, clarity, and satisfaction.

Youll collaborate closely with leaders across sales, customer success, support, and product to make sure every client gets the experience they deserve — one that is smooth, timely, and tailored to their needs. As a fastpaced start up, Aiwyn leaders all roll up their sleeves to help get work done. This role will also focus on empowering your team, anticipating capacity needs, and creating the playbooks and strategies that make excellence repeatable.

Key Responsibilities:

  • Team Leadership & Coaching
    Lead, mentor, and inspire a growing implementation team, fostering a customerfirst mindset and a culture of collaboration, transparency, and accountability.

  • Conduct regular oneonone meetings and performance checkins to develop skills, encourage growth, and keep the team engaged and motivated.
  • Set clear goals for the team and individuals that align with Aiwyn’s strategic objectives, and track progress toward those goals.

  • Strategy & Capacity Planning
    Forecast resource needs and balance team capacity to ensure timely delivery across multiple, concurrent implementations.

  • Refine and expand our implementation playbook and processes, creating scalable, repeatable methods that improve quality and efficiency.
  • Monitor implementation quality using client feedback, internal metrics, and performance data — then turn insights into actionable improvements.

  • Client Experience & CrossFunctional Collaboration
    Partner with sales to ensure smooth handoffs and create tailored implementation plans that match each client’s needs.

  • Work with product, support, and customer success teams to remove roadblocks, resolve escalations, and continuously improve the onboarding journey.
  • Promote proactive communication with clients and internal stakeholders to keep projects visible, transparent, and on track.

  • Team Growth & Onboarding
    Oversee hiring, onboarding, and training for new implementation team members, ensuring they are set up for success from day one.

  • Champion the use of our project management tools for visibility, consistency, and bestpractice adoption across the team.

  • Qualifications:

  • About You
  • Passionate about building and leading highperforming teams.
  • Naturally curious — you dig deeper when something doesn’t work as expected.
  • Thrive on solving complex challenges and finding better ways to do things.
  • Relentless in your pursuit of excellence for the client, the team, and the business.
  • Courageous in voicing ideas, sharing feedback, and driving change.
  • Skilled at building trust through empathy, transparency, and followthrough.
  • Able to balance ownership of results with openness to feedback and collaboration.

  • Your Experience
  • 7+ years leading implementation teams for SaaS solutions, ideally in an earlystage or growth company.
  • Proven track record in strategic leadership — building scalable processes, forecasting capacity, and leading through change.
  • Strong project management skills with the ability to oversee multiple implementations at once.
  • Excellent communication and problemsolving skills across all levels of an organization.
  • Familiarity with SaaS integrations and — ideally — experience in tax, accounting, or professional services.

  • Bonus Points For
  • Background in the accounting firm industry.
  • Experience with Monday.com, HubSpot, Zendesk, and Jira.

  • Benefits and Perks:
  • The bigpicture value proposition of this role is simple: join us, and youll be paid competitively to have freedom in solving worthwhile, challenging problems alongside other Aplayers at a fast growing SaaS startup led by an experienced and successful cofounding 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, workfromanywhere 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, HSAFSA, and mental health support.
  • Stock options every Full Time Employee has ownership in Aiwyns 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:
  • About us
  • Why Aiwyn
  • YouTube page
    •

    Required profile

    Experience

    Level of experience: Senior (5-10 years)
    Spoken language(s):
    English
    Check out the description to know which languages are mandatory.

    Hard Skills

    Project ManagementInnovation LeadershipDemand Chain ManagementClient ServicesProcess ImprovementHubSpot CRMJIRAZendeskMonday.com

    Other Skills

    • Strategic Planning
    • Team Management
    • Collaboration
    • Communication
    • Problem Solving
    Are you interested?

    Related jobs

    See more jobs