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Rippling

Director, Mid-Market Sales

Rippling, San Francisco, California, United States

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Director, Mid-Market Sales Location: San Francisco, CA

Rippling gives businesses one place to run HR, IT, and Finance. It brings together all of the workforce systems that are normally scattered across a company, such as payroll, expenses, benefits, and computers, and allows you to manage and automate every part of the employee lifecycle in a single system. With Rippling, you can hire a new employee anywhere in the world and set up their payroll, corporate card, computer, benefits, and even third‑party apps like Slack and Microsoft 365—all within 90 seconds.

The Role As our Director of Mid‑Market Sales, you will lead and develop a team of Mid‑Market Sales Managers and Account Executives in a fast‑paced, high‑growth company. You will impact the growth of the Mid‑Market team through recruiting, onboarding, training, development, and performance management. This position reports to the VP of Mid‑Market Sales.

What You Will Do

You are scrappy, resourceful and a creative problem solver when discovering the business needs of your customer and understanding how Rippling can solve those challenges.

Ready to roll up your sleeves and get it done – a great startup fit.

Collaborate cross‑functionally with Marketing, RevOps, and Product to shape go‑to‑market strategy, outbound campaigns, and market segmentation within Mid‑Market.

Participate in the hiring process and in the training and ramp‑up of new team members.

Manage, coach and scale a team of Sales Managers and their teams of Account Executives.

Assist your team throughout their strategic sales cycles by deeply understanding customer needs and mapping them to value.

Drive sales performance: activity, pipelines, monthly forecasts, and closed‑deals to ensure quota attainment.

Regularly report on team and individual results through pipeline management and forecasting.

Identify and make recommendations for improvement in process, efficiency, and productivity.

Lead the Mid‑Market team to achieve and exceed monthly targets.

What You Will Need

Experience as a 2nd‑line leader in net new logo sales.

High energy – we move fast at Rippling and require an owner mindset from Director roles.

Decisive, quick decision‑maker who executes quickly and seeks input while avoiding analysis paralysis.

Open mind and collaborative attitude; the best idea wins in a culture free from ego.

Experience selling into high‑velocity organizations (deal cycles

Experience selling strategic deals with an annual contract value of $25k – $250k.

Track record of success in similar roles at other SaaS companies that have experienced high growth and a fast‑moving environment.

Additional Information Rippling is an equal‑opportunity employer. We are committed to building a diverse and inclusive workforce and do not discriminate based on race, religion, color, national origin, ancestry, physical disability, mental disability, medical condition, genetic information, marital status, sex, gender, gender identity, gender expression, age, sexual orientation, veteran or military status, or any other legally protected characteristic. Rippling is committed to providing reasonable accommodations for candidates with disabilities. To request a reasonable accommodation, please email accommodations@rippling.com.

Rippling highly values employees working in‑office to foster a collaborative work environment and company culture. For office‑based employees who live within a defined radius of a Rippling office, working in the office at least three days a week is considered an essential function of the role.

This role will receive a competitive base salary + benefits + equity. The split for our net new logo sales teams is 50/50. Salary ranges for US‑based employees are aligned with one of the ranges below based on location. Final offers may vary.

Commission is not guaranteed.

Pay range for this role:

$340,000 – $370,000 USD per year (San Francisco Office).

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