Implementation Manager

Sweed

12d•Hybrid

About The Position

Sweed is a product-driven software startup building the all-in-one Dispensary Operating System for cannabis retail. Our enterprise-grade solution combines POS, eCommerce, Marketing, Analytics, Compliance and Inventory Management into a single seamless experience — eliminating the need for multiple third-party tools. We've been in the market for 6 years with a team of approximately 250 people across the US and internationally. We believe in the medicinal potential of cannabis and in our responsibility to help the industry operate better. Implementation is how that promise becomes real for every client we launch. Sweed is a cannabis dispensary's point of sale system and therefore is a critical operational system. Taking their current point of sale provider offline to switch to Sweed is a very time-sensitive and revenue-critical operation. Therefore, this could be argued to be the most important role in the customer life cycle. You'll own dispensary implementations end-to-end — From contract signature to kickoff through go-live — across a range of client profiles and complexity levels. You're the face of Sweed throughout: as comfortable presenting to the C-suite as training a budtender & store team, and just as comfortable troubleshooting a configuration issue when the situation calls for it. You'll work within a structured implementation org so you can stay focused on what matters: getting clients live on time, with full Functionality and confidence in the platform. Most implementations today include onsite work (typically 3–4 trips per month) with an additional associated bonus, and we're actively building toward more remote delivery. We want people who want to help shape what that looks like.

Requirements

3+ years in SaaS implementation, onboarding, professional services, or a similar client-facing delivery role
Direct ownership of end-to-end implementations — not just a supporting role
Proven ability to communicate confidently with C-suite and senior stakeholders
Strong project and time management across complex, multi-stakeholder environments
Background in troubleshooting, technical escalations, or hands-on operational problem-solving
Proven track record of delivering implementations on time
Comfort working through ambiguity and solving problems without a perfect SOP
Ability to travel 3–4 times per month for onsite work

Nice To Haves

Experience in regulated or high-complexity environments — any of the following is relevant: Cannabis tech, retail operations, or dispensary management
Fintech, payments, or healthcare/EMR onboarding
ERP, compliance, tax, or audit software implementations
Retail POS, eCommerce, or inventory management platforms
Multi-location or multi-state SaaS environments

Responsibilities

Own the Full Launch Lifecycle: Manage every stage of implementation: kickoff → configuration → data migration → training → launch readiness → go-live. No hand-offs mid-stream — you own the customer relationship throughout this process and see it through.
Manage multiple concurrent implementations with strong prioritization and clean project tracking
Build and execute implementation plans, milestones, and checklists — and proactively improve them over time
Anticipate risks early, escalate with context, and create mitigation plans before issues affect go-live
Deliver go-lives without preventable dropped details
Lead Client Relationships: Run structured customer calls with executives, operations leads, and frontline teams — driving timelines, managing expectations, and keeping scope in check.
Communicate confidently with stakeholders at all levels, including VP and C-suite, and Owners
Set clear expectations from day one; prevent scope creep through structured milestone management
Understand current product capabilities and short-term product road map, to effectively advise customers what they have bought and what is coming soon
Build client confidence throughout the process so go-live feels like a celebration, not a scramble
Handle Technical Complexity: Implementations are genuinely complex: state-specific compliance requirements, tax configurations, POS workflows, integrations, and data migrations. You don't need to know everything on day one — but you need to be the kind of person who gets there fast.
Troubleshoot configuration, workflow, and launch-readiness issues; document findings clearly
Develop deep expertise in the Sweed platform to drive efficiency and deliver best-in-class outcomes
Get increasingly comfortable with datasets and data migrations — imports, exports, validation, accuracy checks
Escalate to Engineering, Product, or Support when needed — with the right context to accelerate resolution
Contribute to How We Build: Partner cross-functionally with Support, Product, Engineering, Sales, and Account Management for smooth handoffs
Contribute to implementation playbooks, SOPs, and quality standards as the function matures
Help build the remote delivery model for streamlined launch types