Principal Enablement Advisor

Showpad; Boston (MA); On-site; USD 170,000 - 210,000; Full time

Job summary

Showpad is seeking a Principal Enablement Advisor to lead the Enablement Advisory (EA) practice, guiding clients through enablement maturity, ROI optimization, and custom solutions that align with business goals.

You will own the EA service infrastructure, drive revenue through advisory engagements, and empower global customers to maximize the value of Showpad’s platform and services.

Qualifications

• 8+ years in senior enablement leadership roles or senior enablement consulting with executive presence and customer-facing experience.
• Proven ability to build defensible business cases and tie enablement initiatives to Revenue KPIs.
• Experience translating enablement strategy into practical frameworks and playbooks for customers.
• Comfort designing scalable enablement services, programs, and governance models.

Responsibilities

• Build and scale the Enablement Advisory services infrastructure to meet revenue targets.
• Develop frameworks, assets, and plays to define GTM strategies and enablement offerings.
• Lead customer-facing engagements, shaping business cases and ROI analyses for deals.
• Establish executive-facing reporting and dashboards to demonstrate ROI and progress.

Skills

Enablement strategy

GTM strategy

ROI optimization

Executive alignment

Change management

Customer-facing

Education

Bachelor's degree

Tools

CRM systems

Analytics tools

Job description

About Showpad

Showpad is the leader in revenue effectiveness, helping organizations in complex, field-driven industries turn strategy into execution and execution into measurable growth. Purpose-built for industrial organizations such as those in manufacturing, consumer packaged goods, and medical device companies, Showpad’s AI-native platform unifies content management, sales readiness, buyer engagement, and revenue intelligence into a single system of execution.

About Showpad

Showpad is the leader in revenue effectiveness, helping organizations in complex, field-driven industries turn strategy into execution and execution into measurable growth. Purpose-built for industrial organizations such as those in manufacturing, consumer packaged goods, and medical device companies, Showpad’s AI-native platform unifies content management, sales readiness, buyer engagement, and revenue intelligence into a single system of execution.

Powered by GenieAI and grounded in trusted first-party data, Showpad enables revenue teams to automate workflows, scale winning behaviors, and reclaim lost revenue across every customer interaction. More than 2,000 global organizations rely on Showpad to drive consistent, high-impact performance in the field.

Built for effectiveness and recognized for excellence, Showpad is consistently named a Leader by Gartner, Forrester, IDC, and Aragon, and backed by 2,500+ five-star reviews on G2 and Gartner Peer Insights.

About The Position

Reporting to the VP Revenue Effectiveness and Value Creation, the Principal Enablement Advisor will be the primary architect of Showpad’s formal Enablement Advisory (EA) motion. This role is critical in guiding our clients through their enablement maturity journey, leveraging our software and high-level domain consulting to unlock their full potential. You are an enablement expert passionate about consulting customers on enablement strategy, best practices, ROI optimization and customized solutions that align with their unique business needs and objectives.

You will own the Enablement advisory service infrastructure with the explicit goal of driving services revenue and helping our customers get access to world class and cost effective Enablement consultation. Leaning into Showpad's position of being a strategic partner through both our software and services, you will drive higher win rates on enablement-influenced deals and secure the long-term maturity and success of our global customer base. In doing so, you will empower clients to fortify their Enablement strategy and optimize their usage of Showpad to drive their strategy forward, resulting in palpable Enablement impact and real business results.

Building & Scaling the Enablement Advisory Function

• In partnership with Revenue Effectiveness leadership, build and scale the Enablement Advisory services infrastructure into a scalable model designed to hit FY27 revenue targets.
• Drive the evolution of Enablement Advisory Frameworks and assets such as the Showpad Enablement Maturity Model and develop net-new proprietary frameworks, templates, and "plays" that customers use to define their GTM strategy.
• Iterate on the EA playbook in partnership with the VP Revenue Effectiveness and Value Creation and key stakeholders in Professional Services to ensure alignment between sales and professional services delivery.
• Tweak the pricing and packaging strategy for this offering as pipeline is built, and Own the enablement of internal GTM teams, up-skilling them on the Enablement domain to ensure the organization can bring the value of these services to market.

Customer-Facing Strategy & Delivery

• Alongside our Account Executives and Account Management teams, develop strong and value driven relationships with select prospects and customers by offering tailored Enablement Advisory services in the context of their enablement level of maturity, business challenges and objectives.
• Doing your own research, and working with account teams, identify high-value prospects where advisory can provide the most impact; own the business case assembly and quantified impact analysis for these deals.
• Conduct needs assessments for our clients to identify gaps and opportunities in our clients’ Enablement strategy, process, programs and talent.
• Ranging from one time to multi month engagements, consult customers on a variety of Enablement services including but not limited to; building an enablement strategy, ROI optimization, executive alignment change management processes, designing Enablement programs that stick, and content strategy/ governance models.

Reporting, Analytics & Performance Impact

• Establish executive-facing reporting mechanisms and dashboards to demonstrate the palpable ROI of advisory services to both internal and external stakeholders.
• Monitor and analyze client progress and performance. Be able to deliver these insights through regularly occurring deal review cadences, pipeline reviews, and forecast calls.

Market Leadership & Community Engagement

• Be a regular contributor to the market-facing assets (webinars, blogs, white papers) that Revenue Effectiveness produces that establish Showpad as a domain authority and fuel the top-of-funnel pipeline.
• Alongside the rest of the Revenue Enablement team, stay abreast of industry trends, insights, and white papers in the Enablement field. Use your subject matter expertise to fuel our bank of Enablement thought leadership that will be launched to the market and our customer communities.
• Play a critical role in moderating our customer community and facilitate peer to peer interactions.

You will be a good fit for this role if you have:

• 8+ years of experience in senior enablement leadership roles, GTM strategy, or senior enablement consulting, with proven executive presence and extensive customer-facing experience
• Proven track record of building defensible business cases, demonstrating clear ROI, and aligning enablement initiatives directly to Revenue KPIs and C-Suite level priorities.
• Performance oriented with a proven track record of driving Enablement initiatives that align to Revenue KPIs
• Ability to translate modern enablement strategy and lived experience into practical frameworks, models and playbooks for Showpad customers to drive meaningful results (eg demonstrate Enablement ROI, aligning to their Executives, build and drive initiatives that drive GTM performance, secure further investment in the function etc)
• A strong and well researched point of view on the future of the enablement domain, and an unwavering passion for the profession that you enjoy discussing with large communities
• Experience in a role that has built something from the ground up successfully. Comfortable with ambiguity as you design scalable solutions and service infrastructure
• Experience managing complex customer project deployments, leveraging CRMs and the broader tech stack to track, measure, and report progress.
• Can mobilize GTM teams and create incentive structures to drive services ARR
• Strong cross-functional collaborator capable of partnering across Revenue Effectiveness, GTM, Product Marketing, and Brand to market and package advisory services.
• Demonstrated expertise in organizational change management to ensure long-term framework adoption beyond initial deployment
• A strong, well-researched point of view on the future of enablement, backed by an active portfolio of thought leadership and engagement across large industry communities.

We Will Consider The Following Preferred Experience:

• Time spent in a quota bearing role considered
• Practical experience building GTM AI Strategy, or guiding teams through AI-driven GTM transformation and modern tech stack integration
• Background in scoping, pricing, or pitching fee-based advisory/professional services

Why We Will Be a Good Fit For You:

• Be a part of a performance driven and innovative team that is designing the future of Revenue Effectiveness
• Work with a wide range of internal stakeholders as well as a diverse group of clients across different regions and sectors
• Build content and provide solutions that will have lasting impact on our customers enablement functions trajectory
• Be a part of an organization that customers love, as evidenced by our consistently high customer NPS and CSAT scores
• Comprehensive benefits, competitive salary and opportunities for growth and development

Showpad’s Commitment

We are committed to creating a diverse and inclusive organization and are proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, pregnancy, disability, age, veteran status, or other dimensions of identity.

We welcome every voice and are committed to building a truly inclusive environment where your differences are not just welcomed, they are celebrated. We’re building a best-in-class experience for our employees and are always identifying opportunities to encourage our team to be their authentic selves. Whether that’s paid parental leave, paid holidays (including Juneteenth and paid time off to vote), paid time off to volunteer at non-profit organizations, personal development opportunities or professional stretch assignments, you can expect Showpad to support you.