Back to jobs
New

Sales Operations Manager, Commissions

United States

Guideline is seeking a Sales Operations Manager, Commissions to take ownership of our commissions process and make it a powerful driver of motivation and performance. In this role, you’ll redesign our end-to-end commissions system to be simpler, transparent, and scalable. You’ll be the go-to expert for monthly payout calculations, ensuring accuracy and accountability. Beyond commissions, you will own sales capacity modeling and analysis, providing Sales and Finance Leadership with critical insights to inform capacity and resource planning. Working cross-functionally, you’ll design innovative commission structures that align with the sales team's goals and inspire our sales team to perform at their best.

Our ideal candidate has a proven track record of redesigning and managing commission processes, ensuring accuracy, transparency, and alignment with business goals. They excel at delivering actionable, data-driven insights to stakeholders, driving sales optimization through capacity modeling and resource planning, and collaborating across teams to create innovative and motivating commission structures that enhance performance.

What You Will Do

  • Redesign Commissions Processes: Overhaul the end-to-end sales commissions process to create a simpler, more transparent, and scalable system that aligns with business goals
  • Own Payout Calculations: Take full accountability for accurate, timely, and compliant monthly commission payouts, ensuring clarity for all stakeholders
  • Own Sales Capacity Modeling: Develop capacity models and analysis to guide leadership on resource allocation and role planning to ensure optimal sales team structure and productivity
  • Drive Strategic Insights and Plan Design: Collaborate with Sales and Finance leadership to analyze commission trends, deliver actionable insights, and design data-driven, commission structures that motivate sales teams 
  • Optimize Tools and Systems: Evaluate and enhance commission management tools and CRM integrations, streamlining processes for efficiency and scalability
  • Leverage Technical Expertise: Work with complex data sets to build models, perform deep-dive analyses, and support commission plan optimization with advanced data techniques
  • Ensure Compliance and Accuracy: Maintain rigorous documentation and processes to meet accounting and compliance standards while supporting leadership’s decision-making

What We’re Looking For

  • Experience: 4+ years in a Sales Commissions Manager, Commissions Analyst, Deal Desk, or similar role at a high-growth B2B or SaaS company, with a proven track record of designing, managing, and administering commission plans across various roles.
  • Expertise in commission tools (e.g., Spiff, CaptivateIQ, Xactly) and CRM platforms like Salesforce, with advanced Excel/Google Sheets skills for complex data analysis and modeling.
  • Strong ability to analyze and interpret data, identify trends, and translate insights into actionable recommendations for leadership.
  • Demonstrated success in redesigning and streamlining commission processes to improve scalability, transparency, and efficiency in high-growth environments.
  • Experience creating commission plans that align with company objectives while motivating sales teams to achieve and exceed goals.
  • Excellent interpersonal skills, with a proven ability to work closely with Sales, Finance, and cross-functional teams to drive alignment and solve complex problems.
  • Rigorous focus on accuracy and compliance, ensuring calculations and payouts meet internal policies and accounting standards.
  • Proactive mindset with the ability to manage competing priorities, identify opportunities for improvement, and take ownership of solutions.
  • Exceptional written and verbal communication skills to explain commission plans, deliver insights, and provide clarity to stakeholders at all levels.
More About Guideline
Everyone should have a simple, affordable way to save for retirement. At Guideline, our plans are low cost and highly automated. This makes it easy for companies to offer a valuable benefit—and easy for people to invest in their financial future with confidence.

Compensation
At Guideline, we believe compensation should be fair and equitable. We take a data-driven approach to set our compensation bands; the successful candidate’s starting pay will be determined based on job-related skills, experience, qualifications, and work location. We are always evaluating our pay zones to be as competitive as possible, so keep in mind these may be subject to change in the future.
 
Please speak with a recruiter for additional information regarding our tier locations and compensation philosophy
  • Metro+:
    • The base salary range for this position is $131,000-$146,000 annually.
  • Metro:
    • The base salary range for this position is $120,000-$135,000 annually.
  • National:  
    • The base salary range for this position is $120,000-$135,000 annually.
In addition to base salary, this position is eligible for equity in the form of Incentive Stock Options (ISOs). 

At Guideline, base salary is just one component of the overall Total Rewards package offered to employees.  All employees are offered comprehensive benefits and perks to help support you and your family.
  • Health
    • Medical, dental, and vision insurance — We offer multiple plan options with varying company premium contributions
      • Opt-out credit for waiving coverage
    • Health Savings Account and Flexible Spending Account
    • Company paid disability and life insurance
    • Optional Voluntary life insurance
    • Mental health benefit navigation with Rula for employees and dependents
  • Parental Leave
    • Paid parental leave for birthing and non-birthing parents
  • Generous Time Off
  • 401(k) Plan
    • We use our own platform and contribute 100% of employee contributions up to 5%
  • Other Benefits
    • 1-month paid Sabbatical after 5 years of employment
    • Annual learning and development stipend — We reimburse approved professional development expenses, up to $750 per employee per year

Guideline provides equal employment opportunities to all employees and applicants for employment without regard to race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Pursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.  Additionally, Guideline participates in the E-Verify program in certain locations, as required by law.
 
Guideline is an equal opportunity employer. Applicants in need of special assistance or accommodation during the interview process can reach out to peopleops@guideline.com.

Guideline is committed to protecting the privacy and security of the personal information of our applicants. Please refer to Guideline's Privacy Policy for information about our privacy and security practices.
#LI-Remote

Expected Salary Range

$120,000 - $146,000 USD

Apply for this job

*

indicates a required field

Resume/CV

Accepted file types: pdf, doc, docx, txt, rtf

Cover Letter

Accepted file types: pdf, doc, docx, txt, rtf

Select...
Select...
Which sales compensation metrics have you tracked/managed in prior roles? *
Which Incentive Compensation Management (ICM) tools have you used? *
Which Sales groups have you supported for their commission functions? *
Which sales compensation functions have you been responsible for? *
Select...
Select...
Select...
Select...
Select...

If your target number includes bonuses/commissions, please specify the breakdown.

How did you hear about this opportunity? (select all that apply) *
What size/stage company have you worked at? (select any that apply) *

Select any that apply

Select...

 

 

Select...

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.

As set forth in Guideline, Inc.’s Equal Employment Opportunity policy, we do not discriminate on the basis of any protected group status under any applicable law.

Select...
Select...
Race & Ethnicity Definitions

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:

A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs; or a person who was discharged or released from active duty because of a service-connected disability.

A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.

An "active duty wartime or campaign badge veteran" means a veteran who served on active duty in the U.S. military, ground, naval or air service during a war, or in a campaign or expedition for which a campaign badge has been authorized under the laws administered by the Department of Defense.

An "Armed forces service medal veteran" means a veteran who, while serving on active duty in the U.S. military, ground, naval or air service, participated in a United States military operation for which an Armed Forces service medal was awarded pursuant to Executive Order 12985.

Select...

Voluntary Self-Identification of Disability

Form CC-305
Page 1 of 1
OMB Control Number 1250-0005
Expires 04/30/2026

Why are you being asked to complete this form?

We are a federal contractor or subcontractor. The law requires us to provide equal employment opportunity to qualified people with disabilities. We have a goal of having at least 7% of our workers as people with disabilities. The law says we must measure our progress towards this goal. To do this, we must ask applicants and employees if they have a disability or have ever had one. People can become disabled, so we need to ask this question at least every five years.

Completing this form is voluntary, and we hope that you will choose to do so. Your answer is confidential. No one who makes hiring decisions will see it. Your decision to complete the form and your answer will not harm you in any way. If you want to learn more about the law or this form, visit the U.S. Department of Labor’s Office of Federal Contract Compliance Programs (OFCCP) website at www.dol.gov/ofccp.

How do you know if you have a disability?

A disability is a condition that substantially limits one or more of your “major life activities.” If you have or have ever had such a condition, you are a person with a disability. Disabilities include, but are not limited to:

  • Alcohol or other substance use disorder (not currently using drugs illegally)
  • Autoimmune disorder, for example, lupus, fibromyalgia, rheumatoid arthritis, HIV/AIDS
  • Blind or low vision
  • Cancer (past or present)
  • Cardiovascular or heart disease
  • Celiac disease
  • Cerebral palsy
  • Deaf or serious difficulty hearing
  • Diabetes
  • Disfigurement, for example, disfigurement caused by burns, wounds, accidents, or congenital disorders
  • Epilepsy or other seizure disorder
  • Gastrointestinal disorders, for example, Crohn's Disease, irritable bowel syndrome
  • Intellectual or developmental disability
  • Mental health conditions, for example, depression, bipolar disorder, anxiety disorder, schizophrenia, PTSD
  • Missing limbs or partially missing limbs
  • Mobility impairment, benefiting from the use of a wheelchair, scooter, walker, leg brace(s) and/or other supports
  • Nervous system condition, for example, migraine headaches, Parkinson’s disease, multiple sclerosis (MS)
  • Neurodivergence, for example, attention-deficit/hyperactivity disorder (ADHD), autism spectrum disorder, dyslexia, dyspraxia, other learning disabilities
  • Partial or complete paralysis (any cause)
  • Pulmonary or respiratory conditions, for example, tuberculosis, asthma, emphysema
  • Short stature (dwarfism)
  • Traumatic brain injury
Select...

PUBLIC BURDEN STATEMENT: According to the Paperwork Reduction Act of 1995 no persons are required to respond to a collection of information unless such collection displays a valid OMB control number. This survey should take about 5 minutes to complete.