# Director of Enterprise Sales

**Company:** [Collectly](https://hotfix.jobs/companies/collectly)
**Location:** San Francisco, CA
**Role:** Account Executive
**Salary:** $330k – $390k/yr
**Experience:** 7+ years
**Skills:** B2B SaaS Sales, Enterprise Sales, Account Executive Management, MEDDPICC, Challenger Sales, Gap Selling, Pipeline Management, Deal Strategy, Gong, Forecasting
**Posted:** 2026-03-09

> Lead and coach 6 Enterprise AEs selling into healthcare orgs, driving pipeline discipline, deal strategy, and conversion rates. Requires 7+ years B2B SaaS sales with 3+ years managing enterprise reps; hybrid role in SF Bay Area.

## Job Description

## Key Responsibilities

**Lead Enterprise Revenue Performance**
- Manage and coach 6 Enterprise Account Executives selling into healthcare organizations
- Improve discovery depth, workflow diagnosis, and economic value articulation
- Standardize deal strategy reviews and win-plan development
- Increase qualified-to-close conversion rates and reduce performance variance

**Strengthen Pipeline Health and Discipline**
- Establish clear expectations for pipeline coverage and opportunity creation
- Reinforce AE ownership of prospecting and outbound consistency
- Inspect leading indicators across pipeline stages to identify gaps early
- Partner with Sales Development and Marketing to improve meeting quality and early-stage conversion
- Lean into key partnerships to help drive top of funnel and increase win rates

**Elevate Strategic Execution**
- Join strategic calls and materially improve outcomes
- Diagnose stalled opportunities and define actionable paths to close or disqualify
- Help team connect pain to value and quantify impact to strengthen the business case
- Coach reps in real time and in Gong on executive engagement, urgency creation, and multi-threading
- Run plays to compete and win when there is an identified project, and slow down and educate when creating the project
- Identify opportunities to improve the overall motion and partner with the VP of Sales and Executive team to drive change across the GTM organization

**Build Operations Cadence**
- Implement disciplined weekly inspection rhythms (pipeline, deal reviews, forecasting)
- Use conversion data to inform coaching priorities and performance management
- Drive accountability while fostering a culture of ownership and continuous improvement

## Required Qualifications
- 7+ years of B2B SaaS sales experience, including significant enterprise selling exposure into 6 and ideally 7 figure deals
- 3+ years managing Enterprise Account Executives in complex, multi-stakeholder environments
- Proven ability to coach enterprise deal strategy and executive engagement
- Experience building operating cadence in high-growth environments
- Consistency in meeting and exceeding revenue and pipeline generation targets
- Demonstrated ability to "figure it out"
- Located in the San Francisco Bay Area

## Core Competencies
- Strong enterprise qualification and deal strategy expertise (MEDDPICC, Challenger, GAP Selling, Selling through Curiosity)
- Ability to improve diagnostic quality in complex sales conversations
- Data-driven mindset with strong pipeline and conversion analysis skills
- High standards and comfort holding senior sellers accountable
- Action-oriented leadership style with a focus on measurable outcomes
- Ability to thrive in a dynamic start-up environment
- Deep curiosity and a strong Growth Mindset
- Experience with a modern sales tech stack

## Preferred Qualifications
- Experience selling into healthcare providers or revenue cycle environments
- Background in early stage venture-backed SaaS companies
- Familiarity with AI-driven or workflow automation solutions

## Compensation & Benefits
- Competitive Compensation: $330,000 - $390,000 per year on target earnings, plus equity
- Unlimited PTO
- Comprehensive Health Coverage: Fully paid medical, dental, and vision insurance
- Equity Opportunities with stock options
- 401(k) with generous company match
- Student Loan Support

## Similar roles

- [Director, Strategic Accounts - East](https://hotfix.jobs/jobs/9b4661f9-4a61-4f83-a690-3c77f9a7aba9) - Decagon - Remote - $330k – $380k/yr
- [Head of Sales](https://hotfix.jobs/jobs/dd18c02f-b61c-4e31-9bbe-4a1be7a98cbb) - Oso - New York, NY - $325k – $350k/yr
- [Account Director, Startups](https://hotfix.jobs/jobs/26027e83-eba5-4758-afb3-ca2b1cc42acb) - OpenAI - San Francisco, CA - $324k – $360k/yr
- [Strategic Account Director, Healthcare](https://hotfix.jobs/jobs/57a14df0-8436-48cc-b1e1-3ce63ab00f11) - Decagon - San Francisco, CA - $340k – $380k/yr
- [Regional Sales Director-Air Force](https://hotfix.jobs/jobs/cc54ad57-b317-48bb-98cb-74fbc2e5e87a) - Forward Networks - Austin, TX - $320k – $360k/yr

**Apply:** https://hotfix.jobs/jobs/5ad62fb0-2b1f-4a6b-97b0-5a2c2c2ccc7b
**Canonical:** https://hotfix.jobs/jobs/5ad62fb0-2b1f-4a6b-97b0-5a2c2c2ccc7b