Sales Enablement GTM Readiness Lead

Sorry, this job was removed at 04:08 a.m. (UTC) on Wednesday, Jun 10, 2026
Hiring Remotely in United States
Remote or Hybrid
Cloud • Insurance • Payments • Software • Business Intelligence • App development • Big Data Analytics
Creating the best products with the best people in insurance technology!
The Role
Job Description
Amazing Career Moments Happen Here
Transforming the insurance industry is ambitious - and that's exactly why 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 - and to each other.
With more than 40 years of insurtech leadership, Applied Systems is redefining what's possible across the insurance ecosystem. We're growing fast, expanding our product portfolio, and evolving how we bring solutions to market. That growth demands a sharper, more scalable approach to product readiness and go-to-market execution - and that's where you come in.

Position Overview
We're searching for a Sales Enablement Go-to-Market / Readiness Lead to own end-to-end product readiness and launch enablement across our Sales and Solution Consulting organizations-leveraging AI and automation to speed up internal readiness and improve release-to-revenue cadence. This role serves as the single-threaded owner for product readiness, partnering closely with Product, Product Marketing, Marketing, Sales, Solution Consulting, Finance, Operations, and Services to ensure sellers and pre-sales teams are fully prepared before launch to position, sell, and operationalize Applied's solutions. Focused on driving confident seller and pre-sales adoption, consistent value messaging, and strong early pipeline performance, this role translates product and GTM strategy into actionable enablement that scales across markets, segments, and portfolios-while continuously modernizing our readiness engine through AI-assisted content creation, just-in-time learning, and data-driven readiness validation. This role is remote with minimal travel, and you can live anywhere in the U.S.
What You'll Do
  • Serve as the primary Sales Enablement owner for product readiness and go-to-market execution across all markets and segments for the Applied ecosystem
  • Lead comprehensive launch readiness planning, including talk tracks, value messaging, sales plays, certifications, and supporting assets
  • Translate product roadmaps, features, and enhancements into clear, sellable narratives tied to buyer personas and use cases
  • Ensure Sales and Solution Consulting teams are fully prepared prior to launch through structured readiness programs and validation
  • Leverage AI tools and automation to accelerate enablement production (talk tracks, FAQs, release briefs) and reduce time-to-readiness across launches
  • Influence the buildout of AI-enabled readiness playbooks and feedback loops (role-based learning paths, knowledge checks, Q&A enablement, adoption signals) to continuously improve effectiveness and cadence
  • Partner cross-functionally with Product, Product Marketing, Marketing, Sales, Solution Consulting, Finance, and Operations to align GTM strategy, pricing, licensing, positioning, and sales motion
  • Establish and operationalize a repeatable, scalable product readiness and GTM enablement framework
  • Evaluate readiness effectiveness and make data-backed recommendations to improve feedback loops, confidence, adoption, and execution

We're Excited to Learn More About You
  • 7+ years of experience in Sales Enablement, Product Marketing, GTM strategy, or related role
  • Experience supporting product launches, portfolio readiness, or GTM strategy and execution in a SaaS or technology environment
  • Insurance industry or complex B2B software experience strongly preferred
  • Formal solution-selling or consultative sales training highly preferred
  • Hands-on experience applying AI tools/workflows to Sales Enablement or GTM readiness (e.g., drafting and maintaining enablement assets, summarizing product updates, building role-based learning, accelerating intake-to-publish cycles)
  • AI-forward mindset: comfortable experimenting with AI tools, defining repeatable workflows, and driving adoption/change management so readiness moves faster without sacrificing quality
  • Familiarity with responsible AI and data-handling concepts (accuracy, confidentiality, privacy/security) and the judgment to apply them when using AI to create and distribute internal enablement
  • Proven ability to translate complex product concepts (including AI capabilities) into clear, compelling, sellable messaging
  • Excellent project management and cross-functional collaboration skills
  • Strong written, verbal, and presentation communication skills
  • Comfortable operating in ambiguity and managing multiple concurrent initiatives
  • Experience with CRM and Sales Enablement platforms (e.g., Salesforce, Seismic, LMS/CMS tools)
  • Bachelor's degree in business, education, or a related field - or equivalent experience

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 and Wellness Days
  • A Bonus Day for Your Birthday

Our targeted starting base salary in the United States for this position ranges from $99,000 - $126,500. 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.
Learn more about the people behind our products at: https://www1.appliedsystems.com/en-us/about-us/jobs/
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.
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

What the Team is Saying

Daragh Borelan

Applied Systems Compensation & Benefits Highlights

  • Healthcare Strength Health coverage is described as starting on Day 1 with medical, dental, vision, mental-health resources, FSAs, and wellness incentives. Inclusive provisions such as transgender healthcare, fertility support, and abortion travel are also called out.
  • Parental & Family Support Parental leave is highlighted at six weeks of paid time for all parents welcoming a child. Additional family supports include childcare resources and onsite mother’s rooms.
  • Leave & Time Off Breadth Multiple paid time-off types are listed—vacation, sick time, holidays, a birthday day, volunteer time, and parental leave. Eligibility for these categories is presented as beginning on Day 1.

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The Company
HQ: Chicago, IL
3,116 Employees
Year Founded: 1983

What We Do

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. At Applied, we have a mission and a vision that guide us, values that anchor us, and a determination to achieve that propels us forward. We push the boundaries of innovation to solve the biggest challenges in insurance – helping us earn the title of indispensable partner from our customers. Our teammates show up as they are, creating an authentic environment that fosters collaboration, curiosity and connections – and one that doesn’t waste time on the unnecessary confines of corporate bureaucracy or hierarchy. No matter the role or title, you have a voice at the table, space to work hard and achieve, and unending opportunities to be a great teammate.

Why Work With Us

Our commitment to you is simple: when you bring your best, we promise you a place where amazing career moments are made possible.

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Hybrid Workspace

Employees engage in a combination of remote and on-site work.

At Applied, we trust that our people will achieve the outcomes and deliver high-impact results to our customers, in whatever way - hybrid, in-person, or remote - that works best for them.

Typical time on-site: Flexible
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