Senior Enterprise Implementation Lead — B2B SaaS

Ashby, Inc.; Oregon; Hybrid; USD 120,000 - 170,000; Full time

Benefits offered by this job

Unlimited PTO

Stock options – 10 year exercise

$100/month education budget

Generous equipment budget

Job summary

Ashby, Inc. is seeking a Senior Strategic Implementation Specialist for the Americas. You will own technically complex SaaS implementations from handoff to go-live, managing multiple clients with autonomy.

You’ll troubleshoot deeply, propose optimized configurations, and collaborate with Sales, CS, and Product/Engineering to improve the product and the customer journey. You’ll work within Ashby’s Professional Services team in Customer Success, guiding customers through successful setup and

Qualifications

• 7+ years of experience in a customer-facing role, with the majority of focus on leading full-cycle B2B SaaS implementations.
• Proven track record successfully managing upmarket concurrent implementation projects without compromising quality, customer experience, or timelines.
• Experience operating with real autonomy and owning the implementation project plans end-to-end.
• Comfortable getting into the weeds of complex, multi-module software, and building fluent understanding of how it all fits together.
• Resourceful when there’s no documented answer; you do your own testing and discovery and advise customers on best practices.
• Data-driven and detail-oriented, with a genuine instinct for coaching customers through unfamiliar territory.

Responsibilities

• Manage 8–12 active enterprise implementations at a time with 12–16 week timelines, building each customer’s project plan from handoff through go-live and tracking milestones.
• Develop deep product fluency to troubleshoot and advise beyond simple checklists.
• Advise on configurations and workflows that balance customer needs with implementation best practices.
• Partner closely with across the business—Sales, CS, Product/Engineering—to ensure a seamless customer journey and flag issues.

Job description

Ashby, Inc. is seeking a Senior Strategic Implementation Specialist for the Americas. You will own technically complex SaaS implementations from handoff to go-live, managing multiple clients with autonomy.

You’ll troubleshoot deeply, propose optimized configurations, and collaborate with Sales, CS, and Product/Engineering to improve the product and the customer journey. You’ll work within Ashby’s Professional Services team in Customer Success, guiding customers through successful setup and