Rippling
Direct Rippling career site

Senior Manager, Account Management (Mid-Market)

Location
Chicago, IL
Listed
Today

About the role

We are looking for a pragmatic, growth-minded Account Management leader to run our Mid-Market PEO and HRS team. You will be a second-line leader. You will coach and develop Managers of Account Management and own the results of their teams. Retention and expansion are the core motions, and you own both.

What you will do

  • Build account management teams that consistently meet and exceed their retention and expansion goals.
  • Lead, coach, and develop front-line managers. That includes hiring, training, and setting the pace.
  • Develop a strong perspective on the Mid-Market PEO and HR Services segments and build a roadmap to drive continued and increased success across net retention activities.
  • Own the roll-up number for the segment and set clear, specific goals to accelerate revenue.
  • Run the operating rhythm: forecast, pipeline and renewal reviews and 1:1s.
  • Forecast renewals six+ months out, so your teams catch churn risk early and treat each renewal as a selling event.
  • Manage key customer lifecycle moments and track the outcomes.
  • Step in on high-risk renewals and executive-level escalations.
  • Set the key performance metrics, track them, and find ways to raise performance.
  • Partner with Support, Implementation, TAMs, Sales, Product, and Deal Desk to get things done.

What you will need

  • 1+ year managing managers, as a Senior Manager, Director, or equivalent with 4+ years management experience.
  • 7+ years in Account Management, Customer Success, or Sales, including 4+ years owning a revenue number.
  • A track record of hitting a retention and expansion target through other leaders.
  • Proven ability to coach and develop managers, including performance management, hiring, and promotions.
  • Strong analytical skills. You use the numbers (Salesforce, Gong, dashboards) to make decisions and coach.
  • Executive presence, and the judgment to know when to pull in Support, TAMs, Product, or leadership.
  • The courage to challenge the status quo.
  • See something broken?
  • Fix it.

Nice to have

PEO or HCM experience, multi-product selling.

Additional Information

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.

Pay and benefits

This role will receive a competitive salary + benefits + equity. 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.

The final compensation offered to a successful candidate will depend on several factors, including but not limited to, location, experience, education, training, and business need. This position may also be eligible for bonuses, commissions, and/or equity, subject to applicable plan documents and company policy. Successful candidates hired for this role may also be eligible to participate in the company's benefits programs, which may include, medical, dental, vision, life insurance, retirement benefits, and/or paid time off, as determined by company policy.

  • Tier 1 (San Francisco) = 260k OTE
  • Tier 2 (Seattle & Chicago) = 245k OTE
  • *60/40 split
  • *Commission is not guaranteed

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.

Read the original posting

From Rippling's careers page, first listed on Rolev.ai on November 12, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

Rolev.ai is a job search and application tool for US job seekers. For this Senior Manager, Account Management (Mid-Market) role at Rippling, it shows how your resume fits, tailors your resume to the posting, and prepares the application for you to review.

  • See how you fit

    Openings from employer career sites are ranked against your whole resume—and searchable inside Claude, ChatGPT, and Cursor via Rolev.ai MCP.

  • Tailor without inventing

    Every change to your resume is checked against your original. New experience goes in only with your yes—zero fabricated claims.

  • Draft the full kit

    Tailored and Full Match resumes, role-specific cover letters, and answers to employer screening questions are prepared in seconds.

  • 1-Click Extension Autofill

    The Chrome extension fills the employer's Greenhouse, Workday, Lever, or Ashby form in 1 click. You review it and press Submit.

Common questions

Where is the Senior Manager, Account Management (Mid-Market) job at Rippling located?

This Senior Manager, Account Management (Mid-Market) position at Rippling is located in Chicago, IL. Always check Rippling's application page for specific state eligibility or relocation policies.

How do I apply for the Senior Manager, Account Management (Mid-Market) position at Rippling?

This listing links directly to Rippling's Rippling application page. You can apply directly on Rippling's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Rippling application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.