Regional Sales Manager
Origami Risk
Listing collected from Origami Risk's career site. NextChapter is independent of Origami Risk.
Remote · Chicago, IL · Posted October 22, 2026
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Where Chicago, IL ranks
Where Chicago, IL placed in our monthly rankings, month by month. Each month stays online at its own address.
November 2026
- #1Best cities for government pay after cost of living$146k · of 18
- #1Cities with the most jobs that do not need a four-year degree in the Midwest684 jobs · of 51
- #1Cities with the most jobs that do not need a four-year degree in the Great Lakes684 jobs · of 36
- #1Best cities for software and engineering jobs in the Midwest1,140 openings · of 59
- #1Best cities for software and engineering jobs in the Great Lakes1,140 openings · of 48
- #1Best all-round cities for mid-career professionals in the Midwest80 / 100 · of 20
Rankings about sales jobs
- Best cities for sales jobs #1 New York (2,774 openings)
- Best cities for sales pay after cost of living #1 Santa Clara ($175k)
- Most requested AI skills in sales jobs #1 AI tools in daily work (4.1%)
- AI tools named most often in sales jobs #1 Gong (0.93%)
- Employers with the most sales jobs #1 Charter Communications (389 roles)
Pay compared with the market
This listing does not state pay. Across 206 open regional sales manager listings that state pay, the middle half runs $100,000 to $140,000 and the median is $115,000.
Listed pay is what employers advertise, not what people are paid.
Regional Sales Manager salaries by state · Check your own pay
How AI is used in this kind of work
AI use among sales managers is little observed so far. Measured exposure for sales managers: 4% (little observed).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
Skills this job asks for
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About the job
Overview
The Regional Sales Manager is a front line manager who reports to our VP of Sales. You are someone who understands the science of selling and have successfully managed enterprise SaaS Sales representatives. You will be responsible for managing a team of high-performing sales professionals who are engaged in selling the Integrated Risk Management software products and services offered by Origami Risk and its subsidiaries. You will be responsible for ensuring that your team is always focused on the right activities to ensure a sustainable sales pipeline to achieve company sales goals. You are responsible for providing technical and metric driven support for your team to ensure continuity in the execution of a single sales process.
Starting base pay for this role is between $165,000 and $185,000. The actual base pay is dependent upon many factors, such as transferable skills, work experience, business needs, training, location, and market demands. The base pay range is subject to change and may be modified in the future. This role will be eligible for a bonus as well as competitive medical, dental, and vision benefits, wellness reimbursement, life insurance, and a 401(k) with company match. We offer vacation and sick leave benefits (under a flexible time off policy in most states).
Responsibilities
Continues the tradition of building a positive, success-driven corporate culture that has led Origami Risk to be the leader in multiple SaaS markets.
Accountable for the sales success of a team of experienced, high-performing Sales Executives, by ensuring Sales representatives achieve annual sales targets.
Manages consistent prospecting and pipeline development of each team member through individual territory plans.
Provides coaching and oversight of all sales executives to ensure productivity and quality using Origami’s sales process.
Ensures the use of the Company’s policies and procedures, including use of CRM, documentation, interaction with other departments such as Product, Legal, Recruiting, HR, Finance and Professional Services.
Collaborates with Sales Operations and Marketing to ensure that Origami’s entire marketing, lead generation and sales process are consistently aligned.
Assesses the strengths and weaknesses of your team and manages the sales program accordingly through guidance, coaching, mentoring and staffing.
Implements a strategy for developing and maintaining a strong, consistent pipeline of prospective customers.
Acts as a subject matter expert for your team on what they face in the market from competitors on their opportunities, and executes tactics to successfully win.
Assists in the continual management of hiring pipeline of Sales representatives, including conducting interviews, assessments and providing feedback on candidates.
Accountable for strategic and tactical initiatives throughout the year as directed by the Director of Sales.
Qualifications
Bachelor’s Degree Required.
3+ Years of Sales Management Experience.
5+ Years of Direct Sales Experience.
Familiarity with a highly consultative Sales process, such as MEDDPICC.
Excellent coaching skills: ability to observe, evaluate and give meaningful feedback.
Strong data analytical skills using Salesforce, DemandBase and other supporting systems.
Strong verbal and written communication skills.
Familiarity with Salesforce CRM.
Remote work permitted, but preferred proximity to Chicago.
Up to 25% travel required.
Benefits
Medical and Dental coverage available for employees, dependents, domestic partners, and spouses
Paid Time Off – Flexible options plus 10 paid company holidays where available**
All full-time positions are hybrid, with many eligible to be completely remote
Fully Paid by Origami Risk – Vision insurance, Short & Long-Term Disability Insurance, and Basic Life Insurance
Generous family leave options—including adoption and foster care placements
Pre-Tax Savings Accounts – Flexible Spending Account, Health Savings Account, Commuter Benefits, Dependent Care Savings Account
Retirement Savings – 401(k) with company match up to 4%
Employee Assistance Program (EAP) – Confidential & Free support offered to colleagues facing personal or work-related complications
Education Assistance Program – to help colleagues pursue industry/role-specific certifications
Wellness Benefits – reimbursement program to invest in healthy habits as well as support better colleague productivity and stress management
Additional coverages available – Pet Insurance, Critical Illness Insurance, and Voluntary Life & AD&D coverage
**Flexible PTO not available in California or the UK
Who We Are
Origami Risk delivers single-platform SaaS solutions that help organizations best navigate the complexities of risk, insurance, compliance, and safety management.
Founded by industry veterans who recognized the need for risk management technology that was more configurable, intuitive, and scalable, Origami continues to add to its innovative product offerings for managing both insurable and uninsurable risk; facilitating compliance; improving safety; and helping insurers, MGAs, TPAs, and brokers provide enhanced services that drive results.
A singular focus on client success underlies Origami’s approach to developing, implementing, and supporting our award-winning software solutions.
Origami Risk is proud to be an equal opportunity employer. We thrive and benefit from diversity and are committed to creating an inclusive and equitable environment for all employees. We do not discriminate against any individual based upon race, religion, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, color, sex, national origin, age, marital status, military or veteran status, disability, or any other characteristic protected by applicable law.
Caution : Be alert to recruiting scams. We have received reports of individuals impersonating Origami Risk recruiters to deceive candidates into disclosing personal information. These impostors use fake Origami Risk domain names and email addresses. Please double-check that any email address from an Origami Risk recruiter ends with origamirisk.com or talent.icims.com. And to confirm the legitimacy of any recruiting communication, feel free to email transparencycheck@origamirisk.com.