Director of Enterprise Sales (Hybrid - San Francisco)

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 your team connect pain to value and quantify impact to strengthen the business case in key deals.
• 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 we’re 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 Operating 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.

What Success Looks Like

Within the first 90 days, this leader will:

• Establish consistent and effective deal review cadence.
• Improve strategic clarity across active enterprise opportunities.
• Increase diagnostic rigor in discovery conversations.
• Strengthen pipeline coverage visibility and inspection.
• Bring structure and accountability to the enterprise sales motion.

Over two quarters, success includes:

• Measurable improvement in conversion rates.
• Improved pipeline quality and coverage consistency.
• Reduced performance variance across reps.
• Greater predictability in forecasting.
• Hit the number

Qualifications

Required

• 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”

Alignment with Collectly’s GTM Values:

• We are owners - we have high ownership and take action.
• We is greater than me - we have humility and put the team first.
• We know our numbers - we are data-driven and understand how to impact our business internally and our customers’ business externally.
• We are AI powered - we automate easy repetitive tasks and research so we can solve harder problems and have a greater impact.
• We are one with the Buffalo - we expect that there will be challenges along the way and, like the Buffalo, we confront these challenges head on by running INTO the storm.

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

• 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.
• If you think you’re a “Buffalo” who has what it takes to have a meaningful impact within our rapidly growing organization and to the broader healthcare industry - apply to come join our team today!

Why You’ll Love It Here

• Unlimited PTO: We believe in work-life balance and encourage you to recharge when you need it.
• Comprehensive Health Coverage: Fully paid medical, dental, and vision insurance for you and your dependents, because your well-being matters to us.
• Equity Opportunities: Share in our success with stock options - your hard work will drive our growth.
• Retirement Planning Made Easy: Enjoy a 401(k) with a generous company match to secure your future.
• Student Loan Support: We help lighten the load with contributions toward your student loans.

A meeting lands on your calendar

If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.