Director, Mid-Market Sales

1 Month ago • All levels • Sales

Job Summary

Job Description

Rippling is seeking a Director of Mid-Market Sales to lead and develop a team of Sales Managers and Account Executives. This role is crucial for the growth of the Mid-Market team, focusing on recruiting, onboarding, and developing team members. The Director will collaborate with Marketing, RevOps, and Product to define go-to-market strategies and will manage, coach, and scale sales teams to achieve and exceed monthly targets. Responsibilities include assisting the team with strategic sales cycles, driving sales performance, managing pipelines, forecasting, and identifying areas for process improvement. The ideal candidate is scrappy, resourceful, a creative problem solver, decisive, and possesses an owner mindset, with experience in high-growth SaaS environments.
Must have:
  • Experience as a 2nd line leader in net new logo sales.
  • High energy and decisive decision-making.
  • Experience selling into high-velocity organizations.
  • Experience selling strategic deals with $25k - $250k ACV.
  • Track record of success in fast-moving SaaS environments.
Good to have:
  • Resourceful and creative problem-solving skills.
  • Collaborative and open-minded approach.
  • Ability to think from first principles.
Perks:
  • Competitive salary, benefits, and equity.
  • Commission split for net new logo sales teams.

Job Details

About Rippling


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, like payroll, expenses, benefits, and computers. For the first time ever, you can manage and automate every part of the employee lifecycle in a single system.


Take onboarding, for example. 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.


Based in San Francisco, CA, Rippling has raised $1.4B+ from the world’s top investors—including Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, and Bedrock—and was named one of America's best startup employers by Forbes.


We prioritize candidate safety. Please be aware that all official communication will only be sent from @Rippling.com addresses.

About the role


As our Director of Mid-Market Sales, you will lead and develop a team of Mid-Market Sales Managers and Account Executives for a fast-paced, high-growth company. Your leadership will have a direct impact on the growth of the Mid-Market team, the recruiting, onboarding, ongoing training and development of your team, and you’ll be an integral part of Rippling’s growth. This position reports to our 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
  • A great startup fit -- ready to roll up your sleeves and get it done
  • Collaborate cross-functionally with Marketing, RevOps, and Product to shape go-to-market strategy, outbound campaigns, and market segmentation within the Mid-Market.
  • Participate in the hiring process, as well as 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 customers needs and mapping them to the 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 the areas of process, efficiency and productivity
  • Lead the Mid-Market team to achieve and exceed monthly targets


What you will need

  • Experience being a 2nd line leader in net new logo sales space.
  • High energy — we move fast at Rippling. We offer lots of support and collaboration, but also provide autonomy to make decisions and require an owner mindset from Director  roles.
  • Be decisive, make quick decisions, and get input from others but we put an emphasis on executing quickly. Don’t let perfect be the enemy of good. 
  • Open mind. We collaborate at Rippling and the best idea wins, there are no egos. We have incredibly high ambitions and we approach every problem willing to think from first principles to try and find a way to get it done
  • Experience selling into high velocity orgs (deal cycles less than 6 months).
  • Experience selling strategic deals with an ACV of 25k - 250k.
  • Track record of success in similar roles at other SaaS companies who 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 characteristics, Rippling is committed to providing reasonable accommodations for candidates with disabilities who need assistance during the hiring process. To request a reasonable accommodation, please email accomodations@rippling.com.


Rippling highly values having employees working in-office to foster a collaborative work environment and company culture. For office-based employees (employees who live within a defined radius of a Rippling office), Rippling considers working in the office, at least three days a week under current policy, to be an essential function of the employee's role.

This role will receive a competitive salary + benefits + equity. The split for our net new logo sales teams is 50/50. The salary for US-based employees will be aligned with one of the ranges below based on location; see which tier applies to your location here.


A variety of factors are considered when determining someone’s compensation–including a candidate’s professional background, experience, and location. Final offer amounts may vary from the amounts listed below.



*Commission is not guaranteed

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United States (Remote)

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