Sales Enablement Coach — Onboarding & Coaching

NerdWallet, Inc; New York (NY); On-site; USD 96,000 - 132,000; Full time

Benefits offered by this job

Medical, dental, vision

401K with company match

Paid time off + holidays

Remote work options post-training

Volunteer time off

Wellness stipend

Job summary

NerdWallet, Inc. is seeking a Sales Trainer to elevate the Small Business Sales team. You will onboard new Account Executives, coach reps, and embed a culture of continuous learning through hands-on, on-floor collaboration.

You’ll observe live conversations, run coaching sessions, analyze trends, and translate coaching into measurable business impact. Travel as needed for in-person onboarding and development.

Qualifications

• 1+ years of experience in sales training, sales enablement, sales coaching, or frontline sales leadership within a fast-paced, quota-driven organization.
• Experience onboarding new sales representatives and improving speed to productivity.
• Experience coaching sales professionals through live observation, call reviews, role plays, and direct feedback.
• Strong understanding of Challenger, consultative, and transactional sales methodologies.
• Excellent communication, facilitation, and relationship-building skills.
• Ability to deliver direct, actionable coaching while building trust and credibility across the sales organization.
• Experience using Gong, Salesforce, LMS platforms, or similar tools.
• A data-driven mindset with ability to connect coaching to measurable improvements.
• Willingness to travel approximately twice per quarter.

Responsibilities

• Lead onboarding program for new Account Executives to navigate conversations and ramp quickly.
• Deliver ongoing coaching through live call observation, reviews, role plays, and strategy sessions.
• Maintain presence on the sales floor, identify coaching opportunities, provide timely feedback.
• Reinforce Challenger-based and consultative sales methodologies throughout the customer journey.
• Coach on discovery, objections, urgency, lender positioning, ROI, follow-up, and closing.
• Become SME on small business financing, lending solutions, borrower profiles, and programs.
• Partner with Sales Leadership, Business Dev, Product, and Ops to stay aligned.
• Analyze calls and performance data to identify skill gaps and develop coaching plans.
• Create enablement materials: playbooks, talks, call examples, role-plays, job aids.
• Support frontline managers by reinforcing coaching best practices.

Skills

1+ years of experience in sales train

Onboarding new sales reps

Coaching through live observation

Challenger consultative sales

Excellent communication

Direct coaching with credibility

Data-driven coaching impact

Travel ~ twice per quarter

Tools

Gong

Salesforce

LMS platforms

Job description

NerdWallet, Inc. is seeking a Sales Trainer to elevate the Small Business Sales team. You will onboard new Account Executives, coach reps, and embed a culture of continuous learning through hands-on, on-floor collaboration.

You’ll observe live conversations, run coaching sessions, analyze trends, and translate coaching into measurable business impact. Travel as needed for in-person onboarding and development.