Sales Trainer (Fintech)

Location: New York, NY; in-office role with the option to work remotely 20% of the month from anywhere in the continental US after training

Salary: $96,000–$132,000 base salary plus equity

Company

hirify.global provides financial guidance and tools, including financing solutions that help small businesses start, grow, and succeed.

What you will do

• Lead onboarding for new Account Executives and prepare them to navigate customer conversations, sales processes, and ramp expectations.
• Coach sales representatives through live call observation, call reviews, role plays, deal strategy sessions, objection handling, and pitch refinement.
• Reinforce Challenger-based and consultative sales methodologies across the customer journey.
• Develop expertise in small business financing, alternative lending solutions, borrower profiles, lender programs, and deal positioning.
• Analyze call recordings, coaching observations, and performance metrics to identify skill gaps and create targeted coaching plans.
• Create enablement materials such as playbooks, talk tracks, call examples, role-play scenarios, and job aids while supporting frontline sales managers.

Requirements

• 3+ years of experience in sales training, sales enablement, sales coaching, or frontline sales leadership in a fast-paced, quota-driven organization.
• Proven experience onboarding 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, relationship-building, and data-analysis skills.
• Experience with sales and enablement technologies such as Gong, Salesforce, or LMS platforms; willingness to travel approximately twice per quarter.

Nice to have

• Experience in small business financial services, alternative lending, merchant cash advance, fintech, or high-volume transactional sales.
• Certification or experience with Challenger, SPIN Selling, Sandler, or MEDDICC.

Culture & Benefits

• Medical, dental, and vision coverage for employees and dependents.
• Flexible vacation time, company holidays, shutdown period, and new parent leave.
• Mental health support, wellness benefits, and paid sabbatical after five years.
• FSA, HSA, 401(k) with 4% company match, disability insurance, and employer-paid life insurance.
• Volunteer time off, employee resource groups, hackathons, team events, and financial planning support through Northstar.