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HomeCompaniesCareers Appliedsystems Icims ComDirector, Customer Enablement & Learning

Director, Customer Enablement & Learning

Careers Appliedsystems Icims Com · Chicago, IL, US; Dallas, TX, US; Atlanta, GA, US · Remote · Active · $140,000–$175,000 / day · iCIMS

Job facts

FieldValue
CompanyCareers Appliedsystems Icims Com
TitleDirector, Customer Enablement & Learning
Normalized title-
Department / team-
LocationChicago, IL, United States
Work modelRemote / Remote
Employment typeOTHER
Salary$140,000–$175,000 / day
Statusactive
ATS provideriCIMS
Posted / first seen2026-03-31 / 2026-05-31
Changed / last seen2026-06-02 / 2026-06-06

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PageWhat it containsOpen
Company jobsActive postings from Careers Appliedsystems Icims Com.Open
Company breakdownsRole, location, ATS, and work model facets for this company.Open
ATS provider jobsActive postings observed through iCIMS.Open
Provider filtered searchThe same provider as a filtered job collection.Open
City jobsActive postings in Chicago.Open
Work model jobsActive Remote postings.Open
Lifecycle eventsOpen, update, close, and reopen events for this posting.Open
Original postingCanonical source or apply URL captured from the ATS.Open

Linked records

CompanyCareers Appliedsystems Icims Com
Source603f41e8-5bb2-4a9e-b5bb-99c2f60317e2
ATS provideriCIMS

Description

Job Description Amazing Career Moments Happen Here Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the Insurtech game, we’re not just redefining what’s achievable; we’re creating a place where amazing career moments are made possible. Position Overview We’re searching for a Director, Customer Enablement & Learning to join our Activation Services team in remote location. The Director, Customer Enablement & Learning will lead our customer-facing learning organization. This role owns how customers learn, adopt, and become proficient in Applied’s software through innovative, customer‑centric learning experiences that evolve as new technologies emerge and customer needs, maturity, and product capabilities change. This is a senior leadership role responsible for designing and scaling customer learning experiences that accelerate time to value, reinforce best practices, and drive sustained adoption. We are looking for a leader who understands how adults learn complex software, and who can translate that understanding into learning journeys that meet customers where they are – across roles, maturity levels, and moments in their lifecycle To keep us headed in the right direction, we’re looking for people who understand winning is a team sport, who value and seek to learn from our team’s diverse experiences and backgrounds, who welcome a challenge and take risks in the pursuit of creating better outcomes for our customers, and who can, at any given time, step back to laugh and have some fun. What You’ll Do Own the strategy and execution for customer enablement and learning across Applied’s software portfolio. Lead, develop, and evolve a team currently responsible for private, customer-specific training and scalable virtual group learning programs. Design customer learning journeys that support onboarding, proficiency, advanced usage, and ongoing optimization. Ensure learning experiences are role-based, workflow-oriented, and outcome-driven, not feature-centric. Balance tailored private training with repeatable, scalable virtual learning models that meet customers at different stages of maturity. Partner closely with Onboarding & Success Services leaders, Support, Product, and Sales to align learning experiences to implementation milestones and customer goals. Establish quality standards and expectations for learning design, delivery, and customer experience. Use adoption data, customer feedback, and health indicators to continuously refine learning approaches. Forecast demand and manage capacity to deliver high-quality learning experiences at scale. Serve as a senior leader within Onboarding & Success Services, shaping how customer learning supports broader adoption and success outcomes. We’re Excited to Learn More About You Your experience may include: 10+ years’ experience in customer enablement, customer education, software training, or professional services within a SaaS or technology environment. 5+ years’ experience leading and developing teams, including senior individual contributors and managers. Deep understanding of adult learning principles and how people learn complex software in real-world environments. Proven ability to design learning experiences that drive adoption, proficiency, and behavioral change, not just knowledge transfer. Curiosity and comfort experimenting with AI and emerging technologies as tools to enhance how customers learn, without losing focus on human-centered design and outcomes. Strong customer-centric mindset, with a focus on outcomes such as time to value, product usage, and long-term success. Operational rigor – able to define processes, manage capacity, and scale learning programs without sacrificing quality. Ability to analyze and demonstrate impact of programs delivered, with a goal of maximizing impact. Comfort partnering cross-functionally and influencing without direct authority. You may have other skills or credentials, including: Familiarity with insurance agency workflows and Applied products. We know that talent comes from all backgrounds and experience levels. We encourage military members and their spouses as well as candidates without a degree or a background in tech to apply! When You Join Team Applied, You Can Expect: A culture that values who you are and recognizes that you aren’t just an employee; you are a teammate, and you matter. We thrive on the benefits of our different experiences and celebrate the uniqueness our teammates bring to work with them every day. We flex our time together , collaborating remotely and in-person to empower our teams to work in the ways that work best for them. A comprehensive benefits and compensation package that centers our teammates and helps them to bring their best to work every day: Medical, Dental, and Vision Coverage Holiday and Vacation Time Health & Wellness Days A Bonus Day for Your Birthday Learn more about the people behind our products at https://www1.appliedsystems.com/en-us/about-us/jobs/ Our targeted starting base salary in the United States for this position ranges from $140,000 - $175,000 USD. To determine a new team member’s starting pay, we consider a variety of factors, including someone’s depth, breadth, and variety of experience, skills, and responsibilities. Depending on the role, team members may also be eligible to participate in additional compensation plans such as bonus and commission. Your Security Matters:   Our candidates’ personal information and online safety are top of mind for us. At Applied, we proactively protect your personal information and only communicate with candidates via a secure @appliedsystems.com email or through our official careers portal. Recruiters will never request payments, ask for financial account information or sensitive information like social security numbers. AI Utilization We leverage AI tools to streamline parts of our recruitment workflow (such as resume parsing and interview scheduling). However, candidate screening, interviews, and final decisions are conducted by real humans. EEO Statement Applied Systems is proud to be an Equal Employment Opportunity Employer. Diversity and Inclusion is a business imperative and is a part of building our brand and reputation. At Applied, we don’t discriminate, and we are committed to recruit, develop, retain, and promote regardless of race, religion, color, national origin, sexual orientation, gender identity, disability, age, veteran status, and other protected status as required by applicable law. #LI-Remote #LI-US

Full job record

Job ID5b94efbc3e1b2d459fca847e1303c94a0a4edc53
Org IDbeda4314-5f40-4d87-8434-b2915b6e0854
Source ID603f41e8-5bb2-4a9e-b5bb-99c2f60317e2
Board ID603f41e8-5bb2-4a9e-b5bb-99c2f60317e2
Providericims
Provider Job Key7304
TitleDirector, Customer Enablement & Learning
Normalized Title
Statusactive
Activeyes
Location TextChicago, IL, US; Dallas, TX, US; Atlanta, GA, US
Department
Team
Employment TypeOTHER
Workplace Typeremote
Remote Policyremote
CountryUnited States
RegionIL
CityChicago
Salary RawJob Description Amazing Career Moments Happen Here Transforming the insurance industry is ambitious, we know. That’s why at Applied, we’re building a team that shows up every day ready to learn, willing to try new things, and driven to deliver innovative software and services that make us indispensable to our customers – all within a culture built on values that make us indispensable to each other too. With 40+ years of experience in the Insurtech game, we’re not just redefining what’s achievable; we’re creating a place where amazing career moments are made possible. Position Overview We’re searching for a Director, Customer Enablement & Learning to join our Activation Services team in remote location. The Director, Customer Enablement & Learning will lead our customer-facing learning organization. This role owns how customers learn, adopt, and become proficient in Applied’s software through innovative, customer‑centric learning experiences that evolve as new technologies emerge and customer needs, maturity, and product capabilities change. This is a senior leadership role responsible for designing and scaling customer learning experiences that accelerate time to value, reinforce best practices, and drive sustained adoption. We are looking for a leader who understands how adults learn complex software, and who can translate that understanding into learning journeys that meet customers where they are – across roles, maturity levels, and moments in their lifecycle To keep us headed in the right direction, we’re looking for people who understand winning is a team sport, who value and seek to learn from our team’s diverse experiences and backgrounds, who welcome a challenge and take risks in the pursuit of creating better outcomes for our customers, and who can, at any given time, step back to laugh and have some fun. What You’ll Do Own the strategy and execution for customer enablement and learning across Applied’s software portfolio. Lead, develop, and evolve a team currently responsible for private, customer-specific training and scalable virtual group learning programs. Design customer learning journeys that support onboarding, proficiency, advanced usage, and ongoing optimization. Ensure learning experiences are role-based, workflow-oriented, and outcome-driven, not feature-centric. Balance tailored private training with repeatable, scalable virtual learning models that meet customers at different stages of maturity. Partner closely with Onboarding & Success Services leaders, Support, Product, and Sales to align learning experiences to implementation milestones and customer goals. Establish quality standards and expectations for learning design, delivery, and customer experience. Use adoption data, customer feedback, and health indicators to continuously refine learning approaches. Forecast demand and manage capacity to deliver high-quality learning experiences at scale. Serve as a senior leader within Onboarding & Success Services, shaping how customer learning supports broader adoption and success outcomes. We’re Excited to Learn More About You Your experience may include: 10+ years’ experience in customer enablement, customer education, software training, or professional services within a SaaS or technology environment. 5+ years’ experience leading and developing teams, including senior individual contributors and managers. Deep understanding of adult learning principles and how people learn complex software in real-world environments. Proven ability to design learning experiences that drive adoption, proficiency, and behavioral change, not just knowledge transfer. Curiosity and comfort experimenting with AI and emerging technologies as tools to enhance how customers learn, without losing focus on human-centered design and outcomes. Strong customer-centric mindset, with a focus on outcomes such as time to value, product usage, and long-term success. Operational rigor – able to define processes, manage capacity, and scale learning programs without sacrificing quality. Ability to analyze and demonstrate impact of programs delivered, with a goal of maximizing impact. Comfort partnering cross-functionally and influencing without direct authority. You may have other skills or credentials, including: Familiarity with insurance agency workflows and Applied products. We know that talent comes from all backgrounds and experience levels. We encourage military members and their spouses as well as candidates without a degree or a background in tech to apply! When You Join Team Applied, You Can Expect: A culture that values who you are and recognizes that you aren’t just an employee; you are a teammate, and you matter. We thrive on the benefits of our different experiences and celebrate the uniqueness our teammates bring to work with them every day. We flex our time together , collaborating remotely and in-person to empower our teams to work in the ways that work best for them. A comprehensive benefits and compensation package that centers our teammates and helps them to bring their best to work every day: Medical, Dental, and Vision Coverage Holiday and Vacation Time Health & Wellness Days A Bonus Day for Your Birthday Learn more about the people behind our products at https://www1.appliedsystems.com/en-us/about-us/jobs/ Our targeted starting base salary in the United States for this position ranges from $140,000 - $175,000 USD. To determine a new team member’s starting pay, we consider a variety of factors, including someone’s depth, breadth, and variety of experience, skills, and responsibilities. Depending on the role, team members may also be eligible to participate in additional compensation plans such as bonus and commission. Your Security Matters:   Our candidates’ personal information and online safety are top of mind for us. At Applied, we proactively protect your personal information and only communicate with candidates via a secure @appliedsystems.com email or through our official careers portal. Recruiters will never request payments, ask for financial account information or sensitive information like social security numbers. AI Utilization We leverage AI tools to streamline parts of our recruitment workflow (such as resume parsing and interview scheduling). However, candidate screening, interviews, and final decisions are conducted by real humans. EEO Statement Applied Systems is proud to be an Equal Employment Opportunity Employer. Diversity and Inclusion is a business imperative and is a part of building our brand and reputation. At Applied, we don’t discriminate, and we are committed to recruit, develop, retain, and promote regardless of race, religion, color, national origin, sexual orientation, gender identity, disability, age, veteran status, and other protected status as required by applicable law. #LI-Remote #LI-US
Salary Min140,000
Salary Max175,000
Salary CurrencyUSD
Salary Periodday
Source URLhttps://careers-appliedsystems.icims.com/jobs/7304/director%2c-customer-enablement-%26-learning/job
Apply URLhttps://careers-appliedsystems.icims.com/jobs/7304/director%2c-customer-enablement-%26-learning/job
First Seen At2026-05-31 18:38:26Z
Last Seen At2026-06-06 20:30:38Z
Last Checked At2026-06-06 20:30:38Z
Last Changed At2026-06-02 13:34:02Z
Inactive At
Source Posted At2026-03-31 04:00:00Z
Source Updated At2026-06-01 20:43:57Z
Raw Payload Uris3://job-postings-prod-raw-590183727216/raw/provider=icims/board=careers-appliedsystems.icims.com/date=2026-06-06/2026-06-06T20-30-36-322Z-25c89553403d4ed745824a49cf6e7d8246a60a0411fc7c0c1e5d0d9429e8ab76.json
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