Aiwyn
Implementation
DeliveryLead
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“Delivery Lead at Aiwyn. Skills: Program ownership, Delivery leadership, Customer engagement, Cross-functional leadership. Own end-to-end success of complex, multi-product customer implementations. Develop and maintain comprehensive program plans”
What You'll Achieve.
End-to-end success of implementations; Program on schedule; Program on scope; Program aligned to delivery objectives; Customer confidence maintained; Scope integrity maintained; Risks resolved with urgency; Technical workstreams executed on time; Clearer picture for customers
Industry & Context.
Identify scope creep; Manage change control; Identify risks; Drive resolution; Identify misalignment; Adjust without losing control; Make judgment calls; Hold implementation engineer accountable; Hold technical workstreams accountable
What They're Looking For.
Must Have
6+ years implementation, program management, or professional services delivery, Proven experience managing multi-phase, multi-stakeholder implementation programs, Track record of executive-level customer communication and relationship management, Experience coordinating cross-functional delivery teams without direct management authority, Familiarity with technical implementation concepts
Nice to Have
PMP, PgMP, or equivalent program management certification
What You'll Do.
Own end-to-end success of complex
multi-product customer implementations
Develop and maintain comprehensive program plans
Coordinate multiple workstreams
and product deployments
Ensure implementation activity stays on schedule
Ensure implementation activity stays on scope
Ensure implementation activity aligns to delivery objectives
Act on program threats
Lead Advanced Implementation Delivery Trio
Drive alignment and accountability across functions
Coordinate across Implementation
Serve as primary delivery leader for enterprise customers
Facilitate executive-level conversations on program progress
Facilitate executive-level conversations on key decisions
Facilitate executive-level conversations on delivery strategy
Manage escalations with clarity and composure
Maintain customer confidence under pressure
Own scope integrity across the program
Identify scope creep early
Manage change control
Communicate tradeoffs to customer and internal leadership
Maintain a live risk register
Surface risks before they become fires
Drive risk resolution with urgency
Partner closely with Solutions Architect
Ensure proposed solution is executed as designed
Ensure Implementation Engineer has what they need
Execute technical workstreams on time
Identify misalignment between design and execution early
Drive misalignment resolution
Serve as a product expert and trusted advisor
Lead conversations on workflow changes
Guide firms on product configuration and usage
Translate operational requirements into implementation approach
Push back constructively on workflow requests
Establish and own operational rhythm of the program
Conduct milestone reviews
Conduct status reporting
Conduct executive readouts
Keep stakeholders informed without creating meeting overhead
How You'll Work.
Team & Collaboration
Cross-functional trio; Internal teams; Firm-side stakeholders; Implementation, Product, Engineering, Customer Success, and Support
Communication Scope
Executive-level conversations; Customer communication; Internal updates; Crisp updates; Specific asks; Escalations with point of view
Process & Methodology
Program management, Implementation planning, Scope management, Timeline management, Risk management, Change control
Full Job Description
About Aiwyn Who is Aiwyn and what do we do? Aiwyn is building the operating layer for accounting firms — automating the workflows that sit between client engagement and getting paid. Our platform spans Payments, Engagements, and Practice Management, and we're deploying it inside some of the most respected accounting firms in the country, including Big 4 and Top 25 firms. ABOUT THE ROLE The Delivery Lead is the Directly Responsible Individual for Aiwyn's most complex, high-stakes customer implementations. Where an Implementation Specialist owns a single-firm, defined-scope deployment, the IPM owns programs — rolling M&A playbooks, multi-phase enterprise rollouts, and multi-product deployments that span quarters and involve multiple internal teams and firm-side stakeholders simultaneously. This role sits at the center of Aiwyn's Advanced Implementation delivery model, leading a cross-functional trio alongside a Solutions Architect and Implementation Engineer. The IPM is accountable for the overall success of the program — scope, timeline, delivery quality, and customer confidence — while coordinating execution across every workstream. This is not a coordination role. It's an ownership role. The success or failure of the program lands here. WHAT YOU'LL OWN Program Ownership & Delivery Leadership Own the end-to-end success of complex, multi-product customer implementations. Develop and maintain comprehensive program plans that coordinate multiple workstreams, phases, and product deployments. Ensure all implementation activity stays on schedule, on scope, and aligned to delivery objectives. When something threatens the program, you see it first and act on it. Cross-Functional Leadership Lead the Advanced Implementation Delivery Trio — Solutions Architect and Implementation Engineer — driving alignment and accountability across each function without direct authority over the success of the project. Coordinate across Implementation, Product, Engineering, Customer Success,
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