Revenue Enablement Specialist - Outreach

Overview We're looking for a Revenue Enablement Specialist to own the deployment, adoption, and ongoing optimization of our sales engagement platform (Outreach). This role is the bridge between Sales, Revenue Operations, Marketing, and Enablement, ensuring our sellers have the workflows and tools they need to engage customers effectively. This is not a tool administrator role. We need someone who takes ownership of outcomes, not just tasks. You'll diagnose adoption barriers, drive behavior change, and partner across functions to ensure sellers actually use what we build. You'll also be expected to stay ahead of the curve, experimenting with emerging capabilities and sharing what you learn with the team. If you're energized by solving "why won't people use this?" problems, naturally curious about better ways of working, and measure success by adoption rather than deployment, this role is for you. Role & Responsibilities Own the rollout plan and drive adoption across sales teams Configure and optimize Account Plans, sequences, automation workflows, and AI capabilities (Kaia, Research Agent, Deal Agent) Monitor adoption metrics, identify friction points, and remove barriers to usage Partner with global platform owner on licensing, roadmap, and best practices Maintain data quality for CRM sync (D365 integration) and troubleshoot sync issues Change Management & Adoption Treat adoption as your primary success metric, not deployment Diagnose why sellers aren\'t using capabilities and design interventions Create simple, actionable documentation and quick-reference guides Run office hours, training sessions, and 1:1 support for struggling users Track leading indicators (login frequency, feature usage) and address trends proactively Cross-Functional Partnership Serve as primary RevOps contact for Marketing on lead flow, campaign sequences, and content effectiveness Partner with Enablement on seller training, manager coaching rollout, and certification requirements Partner with Customer Experience lead to proactively surface account risks, renewal signals, and customer needs Coordinate with data providers for prospecting and enrichment workflows Surface feedback loops: what\'s working, what\'s not, what sellers need Stay current on sales engagement best practices, emerging capabilities, and industry trends Partner with AI Transformation Specialist to pilot and scale AI-enabled workflows Experiment with emerging capabilities (Research Agent, Deal Agent, Prospecting Agent) and assess readiness for broader rollout Document what works and what doesn\'t; share learnings with the team Help sellers understand how to use new tools as force multipliers, not replacements for judgment Ability to travel up to 10% Success Criteria First 90 Days Complete platform certification and build relationships with Marketing, Enablement, and global platform owner Understand current deployment state and adoption gaps Own Phase 1 ("Never Walk In Blind") completion Establish baseline adoption metrics and identify top 3 barriers First Year Achieve 80%+ weekly active usage across deployed sellers Successfully launch Phase 2 ("Coach Real Customer Conversations") and Phase 3 ("Never Drop the Ball") Establish regular Marketing coordination rhythm with measurable outcomes Reduce "I didn\'t know we could do that" complaints to near-zero Organizational Alignment . What we offer Generous pay with bonus structure Independent environment without a lot of red tape where you are empowered to make decisions Substantial benefits package that includes: Full suite of medical coverage with A+ carriers, Dental, and Vision with strong employer contributions Additional voluntary coverage available for Pets, Identity Theft Protection, Accident & Critical Illness 401k program with employer matching 50% up to the first 10% of employee’s contributions Wellness plan that includes credits to premiums and employer contributions towards the savings plan of your choice Access to EAP and concierge services Pre-paid legal at no cost Abundant time off that includes paid holidays, floating holidays, your birthday off, a volunteer day, and discretionary time off (DTO) Employee stock purchase plan Learning and development opportunities galore Tuition reimbursement And much more! Specific to Milwaukee-based office employees: company-paid parking Winning culture, inclusive environment, and friendly people all over the world A remote-friendly organization, with colleagues working remotely either part or full-time As a culture first organization, being together is how we learn and grow. We come together in-person at least 3 days for collaboration, support, and to have some fun. Where there is no physical location, we give all our employees an equal cultural experience through a remote setting. Job Requirements What you offer Required 2-4 years in Revenue Operations, Sales Operations, or Marketing Operations Hands-on experience with sales engagement platforms (Outreach strongly preferred; Salesloft acceptable) Demonstrated success driving tool adoption, not just deployment Change management mindset: you measure success by behavior change, not feature releases Growth mindset and natural curiosity; you stay current on industry trends, seek feedback, and share what you learn Strong cross-functional collaboration skills; comfortable influencing without authority Experience with CRM systems (D365, Salesforce, or similar) Self-starter who takes ownership and follows through without constant direction Preferred Outreach certification or demonstrated platform expertise Background in enablement, training, or change management Experience with conversation intelligence tools (Gong, Chorus, or similar) Hands-on experimentation with emerging tools (AI, automation, productivity tools) Familiarity with ADKAR or other change management frameworks Experience with data enrichment providers (ZoomInfo, Enlyft, Apollo) Understanding of B2B sales workflows and what makes sellers productive (vs. what creates busywork) Mindset You believe "they\'re not using it" is your problem to solve, not theirs You\'d rather have 3 features at 90% adoption than 10 features at 30% adoption You\'re always learning: reading, experimenting, and sharing what you discover You seek feedback and view setbacks as opportunities to improve You try new tools and approaches yourself before recommending them to others You document once so you don\'t explain twice You go to where the work happens before designing solutions Key Competencies Ownership Follows through on commitments without reminders. Escalates blockers early. Owns outcomes, not just tasks. Adoption Focus Measures success by whether people use things, not whether things exist. Diagnoses resistance and designs interventions. Cross-Functional Influence Builds relationships with Marketing, Enablement, and Sales. Gets things done through partnership, not authority. Technical Aptitude Learns platforms quickly. Troubleshoots issues before escalating. Understands how systems connect. Curiosity & Growth Mindset Always learning. Seeks feedback and acts on it. Stays current on industry trends and emerging capabilities. Experiments before recommending. Shares what they learn with the team. Communication Explains complex workflows simply. Creates documentation people actually use. Trains effectively. Proactive Problem-Solving Spots issues before they become complaints. Brings solutions, not just problems. What This Role Is Not Not a CRM administrator. You'll work with CRM data, but IT owns system administration. Not a report builder. We have a separate analytics role. You'll use reports to drive adoption, not build dashboards. Not a passive tool admin. If you're energized by configuring settings and waiting for tickets, this isn\'t the right fit. The preceding job profile has been designed to indicate the general nature and level of work performed by associates within this role. It is not designed to contain or be interpreted as a comprehensive inventory of all duties, responsibilities, and qualifications required. Additional duties may be assigned and may be subject to change at any time due to reasonable accommodation or other reasons. Target compensation for this role will be $80-110K USD (mix of base salary and bonus). Actual offers may be higher or lower than this range and will be determined based on a variety of factors, including (but not limited to) candidates’ qualifications, experience, education, and work location. We are not able to consider candidates residing in the state of Hawaii currently. Company description SoftwareOne and Crayon have come together to form a global, AI-powered software and cloud solutions provider with a bold vision for the future. With a footprint in over 70 countries and a diverse team of 13,000+ professionals, we offer unparalleled opportunities for talent to grow, make an impact, and shape the future of technology. At the heart of our business is our people. We empower our teams to work across borders, innovate fearlessly, and continuously develop their skills through world-class learning and development programs. Whether you're passionate about cloud, software, data, AI, or building meaningful client relationships, you’ll find a place to thrive here. Join us and be part of a purpose-driven culture where your ideas matter, your growth is supported, and your career can go global. #J-18808-Ljbffr