Sales Trainer & Onboarding Coach (Remote)

NerdWallet; New York (NY); Hybrid; USD 96,000 - 132,000; Full time

Benefits offered by this job

Medical, dental, vision plans

Flexible vacation time

Paid parental leave

Mental health support

401K with match

Remote work stipend

Job summary

NerdWallet is seeking a Sales Trainer to develop and elevate our Small Business Sales team in New York, NY. The role focuses on onboarding new Account Executives and continuous coaching to drive Challenger-based, consultative selling and measurable outcomes.

You will embed with the sales team, observe conversations, and translate coaching into performance improvements while partnering with Sales Leadership, Product, and Ops. 3+ years in sales training preferred.

Qualifications

• 3+ years of sales training, enablement, or coaching in a fast-paced, quota-driven environment.
• Proven onboarding experience for new sales reps.
• Experience coaching via live observation, reviews, role plays, and feedback.
• Strong understanding of Challenger, consultative, and transactional sales methodologies.
• Excellent communication and relationship-building skills.
• Ability to deliver coaching with credibility and trust.
• Experience using Gong, Salesforce, LMS or similar tools.

Responsibilities

• Lead a comprehensive onboarding program for new Account Executives.
• Provide ongoing coaching through live call observation, reviews, role plays, and deal strategy sessions.
• Be present on the sales floor to identify coaching opportunities and give actionable feedback.
• Reinforce Challenger-based and consultative selling methodologies across the customer journey.
• Coach on discovery, objection handling, urgency, financing education, ROI articulation, follow-up and closing.
• Partner with Sales Leadership, BDR, Product, and Ops to align onboarding with priorities.
• Analyze calls and performance metrics to close skill gaps and create coaching plans.
• Create enablement materials: playbooks, talk tracks, scenarios, job aids.

Skills

Sales Training

Coaching

Onboarding

Facilitation

Communication

Relationship Building

Data-driven

Tools

Gong

Salesforce

LMS

Job description

NerdWallet is seeking a Sales Trainer to develop and elevate our Small Business Sales team in New York, NY. The role focuses on onboarding new Account Executives and continuous coaching to drive Challenger-based, consultative selling and measurable outcomes.

You will embed with the sales team, observe conversations, and translate coaching into performance improvements while partnering with Sales Leadership, Product, and Ops. 3+ years in sales training preferred.