Implementation Manager - Sweed

About Sweed

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.

The Role

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. 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.

What Success Looks Like

• On-time go-lives with minimal post-launch defects
• Accurate, complete configurations with strong attention to detail
• Confident handling of troubleshooting and technical escalations
• High client confidence from kickoff through go-live
• Clear, proactive communication with stakeholders at every level — including owners and executives
• Strong ownership and the ability to work through ambiguity

Key Responsibilities

Own the Full Launch Lifecycle

• Manage every stage of implementation: kickoff → configuration → data migration → training → launch readiness → go-live with full mid-stream ownership
• 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
• Communicate confidently with stakeholders at all levels, including VP, C-suite, and Owners
• Set clear expectations from day one and prevent scope creep through structured milestone management
• Understand current product capabilities and short-term product roadmap to effectively advise customers
• Build client confidence throughout the process so go-live feels like a celebration

Handle Technical Complexity

• Navigate state-specific compliance requirements, tax configurations, POS workflows, integrations, and data migrations
• Troubleshoot configuration, workflow, and launch-readiness issues, documenting findings clearly
• Develop deep expertise in the Sweed platform to drive efficiency and best-in-class outcomes
• Work with datasets and data migrations — imports, exports, validation, and accuracy checks
• Escalate to Engineering, Product, or Support when needed with 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
• Help build the remote delivery model for streamlined launch types

What We're Looking For

Required

• 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

Strongly Preferred

Experience in regulated or high-complexity environments, such as:

• 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

Within Your First 90 Days

• Independently run multiple implementations end-to-end (“See-one, do-one, teach-one” approach)
• Lead structured, confident calls with clients at all levels including executives
• Maintain clean, organized project tracking
• Proactively identify risks and drive mitigations
• Troubleshoot client issues with confidence and escalate clearly when needed
• Develop deep working knowledge of the Sweed platform and implementation process

What We Offer

• Competitive base salary plus a performance-based variable compensation plan
• Medical, dental, vision, and additional health insurance options
• Paid parental leave
• Generous PTO and paid company-observed holidays
• Real ownership of high-impact work directly shaping how cannabis retailers operate
• A function actively investing in infrastructure, playbooks, tooling, and remote delivery models
• Structured growth path and promotion from within