Manager, Revenue Training & Enablement

Tripleseat; Northern (KY); Hybrid; USD 120,000 - 145,000; Full time

Benefits offered by this job

Medical Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Plans

401(k) with Company Match

Parental Leave

Flexible Paid Time Off

LinkedIn Learning Access

Pet Insurance

Employee Discount Programs

Job summary

Tripleseat is seeking a Senior Sales Enablement professional to design and drive onboarding, continuous learning, coaching, and certification programs for a fast-moving, B2B SaaS environment. You will partner with Sales leadership and cross-functional teams to close skill gaps and align programs with GTM strategy.

You will own a scalable knowledge base (Guru) and enablement framework, ensuring adoption of Gong, Outreach, and AI-powered tools.

Qualifications

• 4-7+ years in Sales Enablement or related GTM roles in B2B SaaS.
• At least 2 years of direct selling experience in SaaS or hospitality tech.
• Proven ability to design onboarding, learning, coaching and certification programs.
• Strong product aptitude and ability to coach live prospect or customer conversations.
• Experience with Salesforce, Gong, Outreach, LMS platforms, and AI tools.

Responsibilities

• Design and deliver onboarding, continuous learning, coaching and certification programs.
• Partner with Sales leadership and cross-functional stakeholders to align with GTM strategy.
• Develop and maintain a Guru knowledge base for easy seller access to content.
• Build a scalable enablement and certification framework adapting to product updates.
• Drive adoption of Gong, Outreach and AI tools with targeted training.
• Measure enablement impact via data on pipeline, bookings, and win rates.
• Facilitate live training sessions, workshops, and coaching across segments.
• Coordinate complex enablement projects from concept to delivery with stakeholders.

Skills

Sales Enablement

Sales Training

GTM Strategy

Coaching

Project Management

Data-driven

Stakeholder Management

Public Speaking

B2B SaaS

Hybrid Training

Tools

Salesforce

Gong

Outreach

Guru

WorkRamp

LMS platforms

Seismic

AI-powered tools

Job description

Tripleseat is the leading web-based event management and sales platform designed for restaurants, hotels, and unique venues. Our mission is to simplify and streamline the event planning process, allowing our clients to focus on delivering exceptional customer experiences. We pride ourselves on fostering a collaborative, innovative work environment that encourages growth and development.

Success in this role is measured not by training volume but by outcomes: faster new-hire ramp and time-to-first-deal; increased meetings held and sales-qualified opportunity creation; improved bookings, pipeline conversion, and win rates; reduced days to close and stronger sales velocity; consistent demo quality and seller confidence across every segment; high certification and course-completion rates paired with demonstrated retention and real-world application; strong seller engagement with enablement content and programs; increased adoption of Gong, Outreach, AI tools, and other GTM technology; and a scalable enablement framework that grows alongside the revenue organization.

This position is open to remote candidates eligible to work in the United States. Week 1 of onboarding is in-person, based out of our Concord, MA office. A hybrid work schedule will be offered if the ideal candidate is based near our Concord, MA office. Additional travel may be required for meetings, company events, and training.

What You'll Own

• Design and deliver comprehensive onboarding, continuous learning, coaching, and certification programs that accelerate new-hire ramp and build long-term seller effectiveness.
• Partner with Sales leadership, Revenue Operations, and cross-functional stakeholders to identify skill gaps, prioritize enablement initiatives, and align programs to GTM strategy.
• Develop and maintain a trusted, current, and highly utilized Guru knowledge base that gives sellers easy access to the content, playbooks, and resources they need.
• Build and manage a scalable enablement and certification framework that evolves alongside product updates, competitive shifts, and changes to our go-to-market motion.
• Drive adoption and effective use of Gong, Outreach, AI-powered tools, and other sales technologies by creating targeted training and reinforcement programs.
• Measure and report on enablement impact using data that connects program activity to seller behavior, pipeline creation, bookings, win rates, and overall sales velocity.
• Facilitate live training sessions, workshops, and coaching experiences that build product knowledge, methodology fluency, and demo confidence across all segments.
• Coordinate complex, cross-functional enablement projects from concept through execution, managing timelines, stakeholders, and deliverables with strong program discipline.
• Other related duties as assigned.

What You'll Bring

• 4-7+ years of experience across Sales Enablement, Sales Training, Sales Leadership, or related GTM roles, ideally within B2B SaaS or hospitality technology.
• At least 2 years of direct selling experience, preferably in SaaS, technology, or hospitality, with firsthand understanding of the expectations and realities of carrying a quota.
• Demonstrated ability to design and deliver onboarding, continuous learning, coaching, and certification programs.
• Strong product aptitude with the ability to learn a technical product deeply, confidently demonstrate it, coach others, and support live prospect or customer conversations.
• Experience with sales methodologies such as SPIN, Challenger, MEDDICC, or similar, with the ability to translate methodology into practical seller behaviors.
• Strong understanding of modern sales technology, including Salesforce, Outreach, Gong, LMS platforms, and AI-powered sales tools.
• High AI fluency and curiosity, with the ability to identify and operationalize practical AI use cases for sellers and managers.
• Experience managing learning and knowledge platforms such as WorkRamp, Guru, Lessonly, Seismic, or similar.
• Strong project and program management skills with the ability to coordinate complex, cross-functional initiatives from concept through execution.
• Data-driven mindset with the ability to connect enablement activity to seller behavior and measurable revenue outcomes.
• Exceptional facilitation, coaching, communication, and content-development skills.
• Comfortable operating as a hands‑on player‑coach in a fast‑moving environment where strategy and execution are equally important.
• Experience with Salesforce, Gong, Outreach, Guru, LMS platforms, AI-powered sales tools, and other GTM technologies, with the ability to drive effective seller adoption and application.

Salary Range: $120,000.00 to $145,000.00 annually

Compensation is based on a variety of factors, including relevant experience, skill set, geographic location, and alignment with our internal compensation framework. This role is also eligible for additional benefits and incentives. Tripleseat truly values its employees and places a high emphasis on their well‑being and happiness. We understand that our people are the driving force behind our success and strive to create a positive and supportive work environment. We love what we do and who we get to do it with!

Benefits are subject to change and may vary based on role and location. Here are some of the awesome benefits that Tripleseat offers to its employees:

• Competitive Medical, Dental, and Vision Insurance
• Company Paid Life Insurance, Short- and Long-Term Disability Plans
• Supplemental Insurance Options
• Commuter Benefits
• 401(k) with Company Match
• Parental Leave
• Flexible Paid Time Off
• LinkedIn Learning Access
• Pet Insurance
• Employee Discount Programs

We are proud to be an equal‑opportunity employer and do not discriminate based on race, color, ethnicity, ancestry, religion, sex, national origin, sexual orientation, age, citizenship status, marital status, disability, gender identity, gender expression, veteran status, or genetic information. Everyone Valued - Everyone Included.