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# Senior Director, Enterprise Sales

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[Apply for this job](#job-application)[View company](https://jobicy.com/company/dandy.md)ShareRemote from[USA](https://jobicy.com/job-region/usa.md)SalaryUSD 210k–210k / yrDepartment[Sales](https://jobicy.com/categories/seller.md)EmploymentFull TimeExperienceDirectorPublished30 Oct 2026Apply before29 Nov 2026Listing views48Application actions2Application toolkit

## Make your next move.

Prepare your resume, explore your fit, and draft a cover letter for this opportunity.

AI Summary

## The role, at a glance.

Dandy is seeking a senior enterprise sales leader to establish and scale a go-to-market motion for large dental organizations, including DSOs and DPOs. The role owns enterprise strategy, complex top-down selling, pipeline development, major negotiations, and strategic account growth. This leader will manage Managers, Enterprise Account Executives, and BDRs while partnering closely with onboarding, account management, marketing, product, RevOps, data, and technology teams. Success requires extensive enterprise-sales and second-line leadership experience, consultative selling skills, executive presence, and frequent travel across the United States.

## Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

### Job Complexity

5/5EasyHard

### Pace & Pressure

5/5RelaxedFast-paced

### Autonomy Level

5/5GuidedFull ownership

### Communication Load

5/5IndependentCollaborative

AI insightThis is a senior revenue leadership role that requires building a new enterprise motion while delivering ambitious growth results through complex, multi-stakeholder sales cycles. It combines people leadership, GTM ownership, executive negotiation, and cross-functional execution in a specialized healthcare market.

## Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job median (per year)Market rate$210,000US market range (per year)$190k–$260k0$286k

AI insightThe employer discloses annual compensation of $210,000 USD. Estimated US market base salary for a Senior Director of Enterprise Sales with enterprise leadership responsibility is approximately $190,000–$260,000 per year; variable compensation, equity, and benefits may be additional.

## Core skills

Skills and capabilities most closely associated with this opportunity.

[Enterprise sales strategy](https://jobicy.com/jobs?search_keywords=Enterprise%20sales%20strategy.md)[Go-to-market strategy](https://jobicy.com/jobs?search_keywords=Go-to-market%20strategy.md)[Consultative selling](https://jobicy.com/jobs?search_keywords=Consultative%20selling.md)[Sales leadership](https://jobicy.com/jobs?search_keywords=Sales%20leadership.md)[Second-line management](https://jobicy.com/jobs?search_keywords=Second-line%20management.md)[Enterprise account management](https://jobicy.com/jobs?search_keywords=Enterprise%20account%20management.md)[Executive relationship management](https://jobicy.com/jobs?search_keywords=Executive%20relationship%20management.md)[Complex deal negotiation](https://jobicy.com/jobs?search_keywords=Complex%20deal%20negotiation.md)[Strategic account planning](https://jobicy.com/jobs?search_keywords=Strategic%20account%20planning.md)[Pipeline development](https://jobicy.com/jobs?search_keywords=Pipeline%20development.md)[Revenue growth](https://jobicy.com/jobs?search_keywords=Revenue%20growth.md)[Cross-functional collaboration](https://jobicy.com/jobs?search_keywords=Cross-functional%20collaboration.md)[Sales playbook development](https://jobicy.com/jobs?search_keywords=Sales%20playbook%20development.md)[Dental industry knowledge](https://jobicy.com/jobs?search_keywords=Dental%20industry%20knowledge.md)[Presentation skills](https://jobicy.com/jobs?search_keywords=Presentation%20skills.md)

Sample interview questionsHow would you build Dandy’s enterprise sales motion for DSOs and other large dental groups?I would begin by segmenting target accounts by size, operational model, lab utilization, and strategic fit. I would define the ideal customer profile, buying committee, value hypotheses, and sales stages, then pair a focused account list with clear top-down and bottom-up outreach plays. I would measure progress through qualified pipeline, executive engagement, conversion rates, sales-cycle velocity, and retained revenue.

Describe your approach to navigating a complex enterprise sale with multiple stakeholders.

I map stakeholders early, including economic buyers, operational champions, clinical users, procurement, and potential blockers. I tailor value messages to each audience while maintaining a shared business case that connects operational efficiency, patient outcomes, and financial impact. Regular mutual action plans and executive alignment help maintain momentum through evaluation, negotiation, and implementation.

How have you led managers and individual contributors to achieve ambitious revenue targets?

I set clear outcomes, operating rhythms, and inspection points while giving leaders ownership of execution. I coach managers on pipeline quality, deal strategy, hiring, and performance management, and I work directly with teams on the highest-impact opportunities. I combine quantitative metrics with call reviews, account planning, and skill development to create accountability and repeatable improvement.

How would you negotiate an enterprise agreement while protecting both customer value and Dandy’s business objectives?

I would establish the customer’s desired outcomes and commercial constraints before discussing terms, then anchor the negotiation in documented value and a viable implementation plan. I would involve legal, finance, product, and post-sales partners early to identify acceptable tradeoffs. My goal would be a durable agreement with clear scope, success metrics, governance, and expansion potential rather than a short-term concession.

What would you do to ensure a successful handoff from sales to onboarding and account management?

I would require a structured transition that captures customer goals, stakeholders, commitments, deployment requirements, risks, and expansion opportunities. Sales and post-sales teams would jointly review the account plan with the customer and define measurable early-success milestones. I would also establish feedback loops so implementation insights improve qualification, positioning, and future enterprise deals.

Opportunity details

## About this role.

Dandy is transforming the massive and antiquated dental industry—an industry worth over $400B. Backed by some of the world’s leading venture capital firms, we’re on an ambitious mission to simplify and modernize every function of the dental practice through technology. As we expand our reach globally, Dandy is building the operating system for dental offices around the world—empowering clinicians and their teams with technology, innovation, and world-class support to achieve more for their practices, their people, and their patients.

About The Role

As the Senior Director of Enterprise Sales at Dandy you will build and lead an exciting new motion aimed at bringing our world-class dental lab solution to large dental practices (DSOs) and enterprise clients. In this role, you will own the GTM strategy for this motion and be responsible for winning business and building enduring relationships anchored in real value for clients. The Senior Director of Enterprise Sales is responsible for top-down relationship building and selling, and will lead a team of Managers, Account Executives and BDRs who will sell into clients top down and bottom up. This leader will partner cross-functionally with our Post Sales teams (Customer Onboarding/Training, Account Management), Marketing, Product, RevOps, Data, and Technology, to deliver strong value to customers and continue to iterate on solutions that best serve this exciting new segment. This role reports into the Head of Global DSO.

Responsibilities

*

Develop a deep understanding of enterprise dental groups to identify their unique needs and challenges, effectively demonstrating how Dandy can enhance operational efficiency, improve patient care, and drive revenue growth

*

Build and execute a comprehensive GTM strategy for Dandy’s Enterprise Sales segment, targeting DSOs, DPOs and large dental practices

*

Prospect and engage with enterprise groups, driving interest and pipeline for new business opportunities

*

Build, manage, and inspire a high-performing Enterprise Sales team, including Enterprise Account Executives and BDRs, to deliver against ambitious revenue and growth targets.

*

Create and refine the enterprise sales playbook, including strategies for top-down selling, multi-location contracting, and deal negotiation for enterprise groups

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Develop and execute strategic account growth plans that address the unique needs of enterprise clients, navigating complex organizations and building relationships across C-suite executives, regional managers, and practice operators

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Serve as the primary driver of enterprise deal negotiations, balancing client needs with Dandy’s business objectives to secure enduring, high-value partnerships

*

Collaborate with Post Sales teams to ensure smooth onboarding, effective training, and successful handoffs that drive long-term client success

Requirements

*

10+ years sales experience with at least 5+ years of enterprise sales experience; must use a consultative selling approach and be comfortable navigating through multiple layers of an organization (C-suite, regional managers, individual practice owners)

*

5+ years prior management experience required

*

2+ years of second line leadership experience required

*

You have a firm understanding of macro business fundamentals as well as the constraints, challenges and joys of running small businesses. Your skillset allows you to quickly switch between discussing ROI with the COO and discussing staffing challenges with a dental practice clinician

*

Must be comfortable traveling across the US – frequent travel to prospect meetings is expected

*

Must be truly customer-centric – Dandy is here to improve how dental practice organizations work with their lab partners and we are constantly innovating new ways to better serve our customers

*

Must possess excellent written/verbal communication and presentation skills

*

Experience in the dental industry as well as experience with high velocity selling is a plus

Req ID: J-1260

For full-time positions, Dandy offers a wide range of best-in-class, comprehensive, and inclusive benefits tailored to each country where we operate. Our local benefits packages typically include healthcare, dental, mental health support, parental planning resources, retirement savings options, and generous paid time off—ensuring our team members are supported no matter where they live and work.

Dandy is proud to be an equal-opportunity employer. We are committed to building a diverse and inclusive culture that celebrates authenticity to win as one. We do not discriminate on the basis of race, religion, color, national origin, gender, gender identity, sexual orientation, age, marital status, disability, protected veteran status, citizenship or immigration status, or any other legally protected characteristics.

Dandy also fully complies with the Americans with Disabilities Act (ADA). We are dedicated to embracing challenges and creating an accessible, inclusive workplace for all individuals. If you require any accommodations for your interview or have any questions beforehand, rest assured that we will do everything we can to meet your needs. Visit [Dandy Careers](https://www.meetdandy.com/careers/) for more!

Data Privacy Notice: By submitting your application, you consent to Dandy collecting, storing, and processing your personal information for recruitment purposes in accordance with our [Privacy Policy](https://www.meetdandy.com/privacy-policy/) and GDPR regulations. You have the right to access, rectify, or request the deletion of your data at any time by contacting [Privacy Requests](https://www.meetdandy.com/privacy-requests/).

Show more

[Apply now >](https://jobicy.com/jobs/158104-senior-director-enterprise-sales.md)

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