Founding Sales Enablement Lead

Kastel Group; New York (NY); On-site; USD 170,000 - 210,000; Full time

Benefits offered by this job

Equity

Medical Benefits

Unlimited PTO

Job summary

Kastel Group seeks a Founding Sales Enablement Lead in New York City to build the enablement function from the ground up. You will own onboarding, playbooks, training, content, tooling, and measurement, while partnering with Sales, Revenue Ops, Marketing, and Product to align enablement with GTM objectives.

This builder role offers equity, significant growth, and visibility as the company expands its go-to-market organization and enterprise adoption of an AI-native platform.

Qualifications

• 5-10 years of relevant professional experience
• Experience building or helping build an enablement function within a scaling B2B SaaS startup
• Demonstrated ability to drive measurable enablement outcomes (reduced ramp time, improved win rates, higher quota attainment)

Responsibilities

• Design onboarding and ramp programs for new sales hires, including technical product training
• Build and codify sales playbooks, messaging, competitive positioning, and objection handling
• Develop enablement content library, trainings, and certifications
• Partner with Sales Leadership, RevOps, Marketing, and Product to align priorities
• Establish measurable programs tied to ramp time, win rates, quota attainment, and productivity
• Evaluate tools and processes to scale the sales enablement function
• Help set the long-term foundation for the enablement function

Skills

Sales enablement

B2B SaaS

Cross-functional

AI tools

CRM platforms

Education

Bachelor's degree or equivalent

Tools

CRM tools

Conversation intelligence

Job description

Location: New York City - 5 days/week onsite

Employment: Full-time

Stage: High-growth, venture-backed startup

The Opportunity

We're partnering with a rapidly scaling, well-funded AI company that is transforming how complex knowledge work gets done within the finance and accounting ecosystem.

The company has developed an AI-native platform capable of completing sophisticated, high-stakes workflows traditionally handled by skilled professionals. With strong enterprise adoption, significant venture backing, and an expanding go-to-market organization, the business is entering its next phase of growth.

They are hiring a Founding Sales Enablement Lead to build the sales enablement function from the ground up.

This is a true builder role. You'll own the enablement strategy while remaining highly hands-on across onboarding, sales methodology, playbooks, training, content, tooling, and measurement.

What You'll Own

• Design and own the onboarding and ramp program for new sales hires, helping reps quickly become productive on a technical and rapidly evolving product.
• Build and codify sales playbooks, messaging frameworks, competitive positioning, and objection-handling resources that create repeatability throughout the sales cycle.
• Develop training programs, certifications, and an enablement content library that keeps the sales organization current on product capabilities and buyer dynamics.
• Partner closely with Sales Leadership, Revenue Operations, Marketing, and Product to ensure enablement priorities align with company and GTM objectives.
• Establish measurable enablement programs tied to outcomes such as ramp time, win rates, quota attainment, and rep productivity.
• Evaluate and optimize the tools and processes supporting the sales organization as the company scales.
• Help establish the long-term foundation for the company's sales enablement function.

What They're Looking For

• Approximately 5-10 years of relevant professional experience, including 4+ years in a dedicated sales enablement, revenue enablement, sales training, or product enablement role.
• Experience building or helping build an enablement function within a scaling B2B SaaS startup.
• Experience operating in an early or growth-stage environment where processes, programs, and infrastructure still needed to be created.
• Demonstrated experience building onboarding and ramp programs with measurable results.
• Ability to point to tangible enablement outcomes such as reduced ramp time, improved win rates, increased quota attainment, or greater seller productivity.
• Strong cross-functional experience partnering with sales leadership, RevOps, marketing, and product teams.
• Comfortable working with modern CRM, sales enablement, and conversation-intelligence platforms.
• Demonstrated ability to leverage AI tools in day-to-day work.
• A builder mentality with the ability to move between strategy and hands-on execution.
• Bachelor's degree or equivalent practical experience.

Particularly Relevant Backgrounds

Additional value may come from candidates who have:

• Previously worked as an AE, BDR/SDR, or within RevOps/GTM before moving into enablement.
• Progressed through enablement roles within an early-stage or rapidly scaling startup.
• Supported teams selling technical or sophisticated SaaS products.
• Enabled sellers targeting accounting, finance, CFO, or other financial decision-makers.
• Experience within AI-native, fintech, financial software, or adjacent high-growth technology companies.

Candidates coming from larger technology organizations can be relevant, but meaningful startup experience is important for this position. The company needs someone comfortable building rather than simply operating within an established enablement organization.

Why This Role

Build the function. This is an opportunity to establish sales enablement rather than inherit a mature program. You'll have significant ownership over how the function is designed and scaled.

AI at the center of the product. You'll join an AI-native company applying advanced technology to complex, real-world professional workflows.

Proven enterprise adoption. The platform is already being used for sophisticated production workflows rather than operating purely as an experimental technology.

Significant growth ahead. The company is well capitalized and actively expanding its go-to-market organization, putting enablement at the center of its next stage of scale.

Meaningful scope and visibility. You'll work closely with GTM leadership and cross-functional stakeholders while directly influencing seller productivity and revenue performance.

Equity: Competitive equity package

Benefits: Comprehensive medical, dental, and vision coverage, flexible/unlimited PTO, and additional workplace benefits.

Location

This position is based in New York City and requires five days per week in the office.

Candidates must already be based in NYC or willing to relocate. Remote and hybrid arrangements are not available for this role.