# Director of Sales, Enterprise

**Company:** [Worth AI](https://hotfix.jobs/companies/worth-ai)
**Location:** Remote
**Role:** Account Executive
**Experience:** 8+ years
**Skills:** B2B SaaS, Enterprise Sales, Sales Leadership, HubSpot, Outreach, Salesloft, Gong, Chorus, LinkedIn Sales Navigator, ZoomInfo, MEDDPICC, ABM, Kyb, Kyc, AML
**Posted:** 2026-08-25

> Leads enterprise new-logo acquisition and expansion while personally closing complex fintech and financial-services deals, carrying an individual quota, and coaching a team of senior AEs and SDRs. Requires 8+ years of enterprise B2B SaaS sales, frontline leadership experience, and a proven six- and seven-figure deal record.

## Job Description

## Responsibilities

### Player responsibilities
- Hunt, own, and close strategic enterprise accounts, including banks, credit unions, payment processors, lenders, and platform fintechs.
- Carry an individual quota in addition to the team quota.
- Lead discovery, scoping, demos, technical evaluation support, commercial negotiations, redlines, and contract close.
- Generate pipeline through outbound prospecting, networks, partner channels, and events.
- Serve as the senior deal voice on major opportunities and unblock deals at any stage.

### Coaching and leadership responsibilities
- Hire, develop, and retain Enterprise AEs and supporting SDRs.
- Run 1:1s, pipeline reviews, deal reviews, and call coaching.
- Own forecasting accuracy and provide defensible weekly forecasts to the CRO.
- Partner with Marketing on ABM, Product on roadmap feedback, Customer Success on handoffs and expansion, and Partnerships on co-selling.
- Establish pipeline, stage-conversion, cycle-time, and win-rate targets.
- Present sales performance, pipeline health, competitive intelligence, and strategic recommendations to executives and the board.

## Requirements

- 8+ years of enterprise B2B SaaS sales experience, including at least 4 years in frontline sales leadership managing AEs.
- Documented experience personally closing six- and seven-figure ACV deals.
- Experience selling to financial institutions, fintechs, payment processors, lenders, or adjacent regulated industries.
- Familiarity with KYB, KYC, IDV, AML, fraud, underwriting, or onboarding tooling.
- Player/coach experience leading a team while personally running deals.
- Fluency with HubSpot, Outreach or Salesloft, Gong or Chorus, LinkedIn Sales Navigator, and ZoomInfo or similar tools.
- Mastery of a structured enterprise sales methodology such as MEDDPICC, Command of the Message, Challenger, or Force Management, with the ability to teach it.
- Strong commercial judgment regarding pricing, packaging, contracts, and procurement.
- Executive presence and writing suitable for Chief Risk Officers and boards.

## Benefits

- Medical, dental, and vision coverage
- 401(k) retirement plan
- Life insurance
- Flexible paid time off
- 9 paid holidays
- Free food and snacks in the Orlando office

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