Sales Trainer (Scottsdale, AZ)

NerdWallet•Scottsdale, AZ
•$85,000 - $117,000•Onsite

About The Position

NerdWallet is seeking a Sales Trainer to develop sales professionals on its Small Business Sales team. This hands-on, collaborative role partners with Sales Leadership to onboard new Account Executives, coach existing team members, and reinforce effective sales behaviors. The work is approximately 70% new-hire onboarding facilitation and 30% ongoing sales coaching. The trainer will be embedded with the sales team, observing customer conversations, facilitating coaching, analyzing performance trends, and helping representatives strengthen consultative selling skills. The Sales Trainer will lead onboarding, deliver ongoing coaching, maintain a sales-floor presence, and reinforce the team’s Challenger-based and consultative sales methodology. The role also involves developing expertise in small business financing and lender programs; partnering with Sales Leadership, Business Development, Product, and Operations; identifying skill gaps through call recordings, observations, and metrics; creating and improving enablement materials; and supporting frontline managers’ coaching practices. This is a full-time, in-office position based in Scottsdale, Arizona. After completing training, typically between months four and six, employees who meet minimum performance standards may work remotely 20% of the month from anywhere in the continental United States. The role requires travel approximately twice per quarter for in-person onboarding, training, and coaching.

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.
  • Demonstrated success 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 provide direct, actionable coaching while building trust and credibility across the sales organization.
  • Experience with sales and enablement technologies such as Gong, Salesforce, LMS platforms, or similar tools.
  • Data-driven approach and ability to connect coaching activities to measurable improvements in sales behaviors and business outcomes.
  • Willingness to travel approximately twice per quarter for in-person onboarding, training, and coaching.

Nice To Haves

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

Responsibilities

  • Lead an engaging onboarding program that prepares new Account Executives to handle customer conversations, use the sales process, and meet ramp expectations.
  • Coach sales representatives 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 and provide timely, actionable feedback.
  • Reinforce Challenger-based and consultative sales methodology throughout the customer journey.
  • Coach representatives on discovery, objection handling, urgency creation, lender positioning, financing education, ROI articulation, follow-up strategy, and closing execution.
  • Develop subject matter expertise in small business financing, alternative lending solutions, borrower profiles, lender programs, and deal positioning.
  • Partner with Sales Leadership, Business Development, Product, and Operations to align onboarding and coaching 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 enablement materials, including playbooks, talk tracks, call examples, role-play scenarios, and job aids.
  • Support frontline sales managers by reinforcing coaching best practices and promoting consistency across teams.

Benefits

  • Industry-leading medical, dental, and vision plans for employees and dependents.
  • Flexible vacation time off, 11 holidays, and a holiday company shutdown.
  • New Parent Leave for employees with a newborn child or a child placed with them for adoption or foster care.
  • Mental health support.
  • Paid sabbatical after 5 years.
  • Health and Dependent Care FSA and HSA Plan with monthly NerdWallet contribution.
  • Monthly wellness stipend and cell phone stipend; Wifi stipend for remote employees only.
  • Work-from-home equipment stipend and co-working space subsidy for remote employees only.
  • Employee Resource Groups and team and company-wide events.
  • Eight hours of volunteer time off per quarter and company match for charitable donations.
  • 401(k) with 4% company match.
  • Early access to test and benefit from new financial products and tools.
  • Financial wellness guidance and unlimited access to a Certified Financial Planner through Northstar.
  • Disability and life insurance with employer-paid premiums.
  • Equity.
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