Manager, Implementation & Enablement

About Ottimate Ottimate is a leading provider of AI-powered automation solutions that help businesses streamline financial operations and manage spend with ease. Our platform integrates seamlessly with ERP, accounting, and procurement systems, enabling organizations to work smarter and scale efficiently.We are building an implementation practice that treats go-live not as the finish line, but as the beginning of a customer's long-term relationship with value. If you want to build the playbook - not just run it this role is for you!The RoleAs Manager, Implementation & Enablement, you will lead the team responsible for bringing Ottimate customers from signed contract to realized value. This is a hands-on leadership role: you will be close enough to the work to coach through it, evolve the process around it, and remove the barriers that slow your team down - while staying accountable for the outcomes the team delivers at scale.This role is not about managing timelines. It's about managing outcomes. You will define what a successful implementation looks like at Ottimate, build the methodology that gets customers there consistently, and hold your team to a standard where implementation is complete when the customer achieves value, not when the project closes.You will work cross-functionally with Sales, Customer Success, and Product & Engineering, serving as the connective tissue between what customers were promised and what they experience. As Ottimate grows, this role grows with it - from operational leader to a key voice in how the broader Services organization evolves.ResponsibilitiesTeam leadership & talent development Lead, develop, and retain a team of Implementation Managers and Enablement Consultants - building a culture of accountability, continuous improvement, and customer focus Coach team members through live engagement feedback, structured 1:1s, and deliberate skill-building - developing and growing talent, not just managing performance Establish clear expectations, performance standards, and growth paths for every person on the team Elevate the people around you: your success metric is not just what you deliver, but how much better the team gets under your leadership Model the behaviors - ownership, consultative instinct, reliability, product depth - that define excellence in this function Implementation methodology & delivery quality Own and evolve Ottimate's implementation methodology, building an outcome-driven delivery model where customer-centric milestones - not arbitrary project timelines - define value Translate customer goals into a structured, measurable implementation experience that creates a repeatable path to value across different customer profiles and system configurations Build and maintain implementation playbooks, frameworks, and escalation guides that raise baseline delivery quality and make the team faster and more efficient as it scales Serve as an escalation point for delivery risk and complex client issues - stepping in when the team needs senior judgment, not just process support Ensure documentation standards are upheld across all active engagements; implementation knowledge should live in the system, not with individuals Customer engagement & change management Bring a consultative approach to customer engagements - helping customers navigate the organizational change that comes with adopting new AP workflows, not just configuring software Partner with customers at the leadership level when needed, translating Ottimate's implementation model into their language and building confidence in the process Lead through ambiguity: implementations rarely go as planned, and this role requires someone who can adapt and keep both the customer and internal teams aligned Identify patterns where implementations stall and proactively address the root causes rather than managing symptoms Cross-functional collaboration Partner closely with the Solution Architect to ensure clean transitions between pre-sales scoping and implementation execution Collaborate with Customer Success on account health, escalations, and the move from implementation to long-term customer ownership Work with Product & Engineering on JIRA ticket prioritization, custom configuration needs, and product gaps that surface repeatedly during implementation Partner with Sales to align on customer expectations before contracts are signed - not after - so implementation begins with shared, realistic goals Represent the implementation function in cross-functional leadership conversations, contributing the delivery perspective to process, tooling, and roadmap decisions Operational & strategic contribution Own implementation team capacity planning, resource allocation, and workload management across the portfolio of active engagements Define and track the metrics that matter: time-to-live, utilization rates, customer satisfaction at go-live, and team delivery consistency Contribute to the broader Services org strategy - this role