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NerdWallet

Personal finance guidance with product comparisons

Sales Trainer

Corporate & Technical TrainingConfirmed live in the last 24 hours
Full-timeRemote

About the Job

Requirements

  • At least 1 year of experience in sales training, sales enablement, sales coaching, or frontline sales leadership within a fast-paced, quota-driven organization.
  • A proven track record of onboarding new sales representatives and improving speed to productivity.
  • Experience coaching sales professionals through live observation, call reviews, role plays, and direct feedback.
  • A strong understanding of Challenger, consultative, and transactional sales methodologies.
  • Excellent communication, facilitation, and relationship-building skills.
  • The ability to deliver direct, actionable coaching while building trust and credibility across the sales organization.
  • Experience using sales and enablement technologies such as Gong, Salesforce, LMS platforms, or similar tools.
  • A data-driven mindset with the ability to connect coaching activities to measurable improvements in sales behaviors and business outcomes.
  • Willingness to travel approximately twice per quarter to support in-person onboarding, training, and coaching.

Responsibilities

  • Lead an engaging onboarding program that prepares new Account Executives to confidently navigate customer conversations, master the sales process, and achieve ramp expectations.
  • Deliver ongoing coaching through live call observation, call reviews, role plays, deal strategy sessions, objection-handling exercises, and pitch refinement.
  • Maintain a consistent presence on the sales floor, identifying coaching opportunities and providing timely, actionable feedback that improves performance.
  • Reinforce NerdWallet Small Business's Challenger-based and consultative sales methodology throughout every stage of the customer journey.
  • Coach representatives on discovery, objection handling, urgency creation, lender positioning, financing education, return on investment articulation, follow-up strategy, and closing execution.
  • Become a subject matter expert on small business financing, alternative lending solutions, borrower profiles, lender programs, and deal positioning.
  • Partner closely with Sales Leadership, Business Development, Product, and Operations to ensure onboarding and coaching remain aligned with business priorities, market trends, and product updates.
  • Analyze call recordings, coaching observations, and performance metrics to identify recurring skill gaps and develop targeted coaching plans.
  • Create and continuously improve practical enablement materials, including playbooks, talk tracks, call examples, role-play scenarios, and job aids.
  • Support frontline sales managers by reinforcing coaching best practices and driving consistency across teams.

Desired Qualifications

  • Experience selling or coaching within small business financial services, alternative lending, merchant cash advance, fintech, or another high-volume transactional sales environment.
  • Formal certification or experience with recognized sales methodologies such as Challenger, SPIN Selling, Sandler, or MEDDICC.

About the Company

NerdWallet

Personal finance guidance with product comparisons

NerdWallet is a financial guidance platform that helps people compare and understand financial products. It offers tools and resources for credit cards, mortgages, personal loans, insurance, and debt options, plus calculators and educational content to simplify complex money topics. Users access detailed product comparisons and expert advice, while the site earns revenue through affiliate marketing by earning commissions when users sign up for products via recommendations. This model lets the service be free for users while maintaining trust and transparency. NerdWallet’s goal is to help consumers make smarter financial decisions by providing clear information and practical tools.

Company size
1,001-5,000
Company stage
IPO
Headquarters
San Mateo, CA
Founded
2009

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