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Win Jobs in Kentucky (NOW HIRING)

$176 - $282/hr

Develop win arguments for Tier 0/1 pursuits using the PerWINS six-element framework: customer objective, challenge, solution, benefit, proof point, and follow-through * Translate competitive ...

Sales Professional

Elizabethtown, KY · On-site

$70K - $85K/yr

Join the Alpine Legacy Group Win Big. Lead Boldly. Leave a Legacy. At Alpine Legacy Group, we do more than provide supplemental insurance -- we develop people. We help protect families, grow leaders ...

Sales Professional

Corbin, KY · On-site

$70K - $85K/yr

Join the Alpine Legacy Group Win Big. Lead Boldly. Leave a Legacy. At Alpine Legacy Group, we do more than provide supplemental insurance -- we develop people. We help protect families, grow leaders ...

$130 - $180/hr

PotomacWave is seeking a Bid & Capture Manager to identify, shape, pursue, and win new business opportunities while expanding our firm's footprint across the Federal marketplace. The qualified ...

Sales Professional

Georgetown, KY · On-site

$70K - $85K/yr

Join the Alpine Legacy Group Win Big. Lead Boldly. Leave a Legacy. At Alpine Legacy Group, we do more than provide supplemental insurance -- we develop people. We help protect families, grow leaders ...

New

Sales Professional

Paducah, KY · On-site

$70K - $85K/yr

Join the Alpine Legacy Group Win Big. Lead Boldly. Leave a Legacy. At Alpine Legacy Group, we do more than provide supplemental insurance -- we develop people. We help protect families, grow leaders ...

Sales Professional

Elizabethtown, KY · On-site

$70K - $85K/yr

Join the Alpine Legacy Group Win Big. Lead Boldly. Leave a Legacy. At Alpine Legacy Group, we do more than provide supplemental insurance -- we develop people. We help protect families, grow leaders ...

Sales Professional

Corbin, KY · On-site

$70K - $85K/yr

Join the Alpine Legacy Group Win Big. Lead Boldly. Leave a Legacy. At Alpine Legacy Group, we do more than provide supplemental insurance -- we develop people. We help protect families, grow leaders ...

Sales Professional

Georgetown, KY · On-site

$70K - $85K/yr

Join the Alpine Legacy Group Win Big. Lead Boldly. Leave a Legacy. At Alpine Legacy Group, we do more than provide supplemental insurance -- we develop people. We help protect families, grow leaders ...

New

Sales Professional

Erlanger, KY · On-site

$70K - $85K/yr

Join the Alpine Legacy Group Win Big. Lead Boldly. Leave a Legacy. At Alpine Legacy Group, we do more than provide supplemental insurance -- we develop people. We help protect families, grow leaders ...

Sales Professional

Paducah, KY · On-site

$70K - $85K/yr

Join the Alpine Legacy Group Win Big. Lead Boldly. Leave a Legacy. At Alpine Legacy Group, we do more than provide supplemental insurance -- we develop people. We help protect families, grow leaders ...

Sales Professional

Erlanger, KY · On-site

$70K - $85K/yr

Join the Alpine Legacy Group Win Big. Lead Boldly. Leave a Legacy. At Alpine Legacy Group, we do more than provide supplemental insurance -- we develop people. We help protect families, grow leaders ...

Here at 1-800-Plumber +Air, we have a Win/Win/Win model. First and foremost, it is important for our customers to win. Meaning, they get the quality of service that they deserve with the Honesty and ...

$150 - $180/hr

Establish win strategies, discriminators, proof points, value propositions, and customer-focused messaging that differentiate DDC in competitive procurements. Align DDC, subsidiary, and partner ...

$130 - $160/hr

This individual develops and implements win strategies, manages customer and partner engagement, coordinates internal resources, and ensures the company is positioned to successfully pursue and win ...

New

$120 - $180/hr

Run and synthesize win/loss and churn interviews into messaging refinements and roadmap input What You Bring * 8+ years in product marketing, including at least 3 years in B2B cybersecurity or ...

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Showing results 1-20

Win information

See Kentucky salary details

$12

$19

$28

How much do win jobs pay per hour?

As of Aug 25, 2026, the average hourly pay for win in Kentucky is $19.95, according to ZipRecruiter salary data. Most workers in this role earn between $16.92 and $21.49 per hour, depending on experience, location, and employer.

What is a win?

A 'Win' job typically refers to positions related to the Microsoft Windows (Win) operating system, often in IT, technical support, or systems administration. These jobs involve installing, configuring, maintaining, and troubleshooting Windows-based systems in a business or organizational environment. Responsibilities may include managing user accounts, ensuring system security, applying updates, and supporting end-users. Professionals in Win jobs often need strong knowledge of Windows OS, networking, and sometimes scripting or automation skills. Certifications like Microsoft Certified: Windows Server Fundamentals can also be beneficial.

What skills and qualifications are needed to thrive as a win administrator?

To thrive as a Windows (Win) Administrator, you need expertise in Windows Server management, Active Directory, networking fundamentals, and typically a degree in information technology or related field. Familiarity with tools like PowerShell, Hyper-V, Group Policy, and certifications such as Microsoft Certified: Windows Server Fundamentals or MCSA are commonly required. Strong problem-solving skills, attention to detail, and effective communication help administrators proactively manage systems and collaborate across teams. These competencies ensure reliable system performance, security, and efficient IT operations in organizational environments.

What are common challenges faced by professionals in the Windows system administrator role, and how can they be addressed?

As a Windows System Administrator, common challenges include managing system updates and patches without disrupting user productivity, maintaining network security against evolving threats, and troubleshooting unexpected technical issues under tight deadlines. Balancing routine maintenance with urgent support requests can also be demanding. Staying current with the latest Windows technologies and collaborating closely with IT support, security teams, and end-users helps address these challenges and ensures smooth IT operations.

What are popular job titles related to Win jobs in Kentucky?

For Win jobs in Kentucky, the most frequently searched job titles are:

What job categories do people searching Win jobs in Kentucky look for?

The top searched job categories for Win jobs in Kentucky are:

What cities in Kentucky are hiring for Win jobs?

Cities in Kentucky with the most Win job openings:

Infographic showing various Win job openings in Kentucky as of August 2026, with employment types broken down into 78% Full Time, 14% Part Time, 7% Temporary, and 1% Contract. Highlights an 89% Physical, 3% Hybrid, and 8% Remote job distribution, with an average salary of $41,486 per year, or $19.9 per hour.

External Job Posting Title Director, Pursuit Strategy

Peraton

On-site

$176 - $282/hr

Other

Posted 4 days ago


Peraton rating

8.3

Company rating: 8.3 out of 10

Based on 56 frontline employees who took The Breakroom Quiz

52nd of 225 rated it services


Job description

Responsibilities

The Director, Pursuit Strategy is a senior individual contributor on Peraton's Growth Strategy & Intelligence team. This role sits at the intersection of competitive intelligence and bid execution - consuming finished intelligence products, translating them into win arguments and competitive positioning, and delivering pursuit strategy support to Peraton's highest-priority opportunities.

This is not a capture management role. It is a strategy role. The Director, Pursuit Strategy does not run bids or act as a deputy capture resource - they make bids winnable by providing a clear assessment of capture competitiveness and coaching teams to proactively mitigate ongoing pipeline risk management through capture excellence activities and practices.

The role operates as the primary strategy partner to capture teams on Business Priority 0 and 1 (BP 2 as bandwidth allows) pursuits. It reports directly to the Senior Director, Growth Strategy & Intelligence and works in close coordination with support teams like Corporate Intelligence, Pricing & Estimation, Talent Acquisition, Procurement, and others.

Key Responsibilities

Pursuit Strategy & Win Argument Development

  • Develop win arguments for Tier 0/1 pursuits using the PerWINS six-element framework: customer objective, challenge, solution, benefit, proof point, and follow-through
  • Translate competitive intelligence products into actionable win themes, competitive positioning, and section-level strategy guidance
  • Deliver gate intelligence packages to capture teams no later than 5 business days before each gate review
  • Assess probability of win (pWin) at key pursuit milestones; document rationale and update as conditions change
  • Develop and maintain competitive positioning narratives for priority pursuits across assigned mission cluster

Capture Strategy and Capture Excellence Facilitation

  • Facilitate a variety of growth intelligence and capture engagements (strategy workshops, solutioning sessions, Black Hat and White Hat reviews, etc.) for Tier 0/1 pursuits
  • Support independent quality assessment for recompete programs (e.g. mid-course reviews and growth-driven program reviews) providing a strategic bridge between Sector delivery resources and Growth teams

Growth Intelligence Integration

  • Operate as the primary consumer and translator of growth intelligence and capture engagement outputs into pursuit strategy artifacts
  • Co-own growth intelligence requirements development with the CI/CA team for assigned pursuits
  • Provide structured feedback to the CI/CA team on intelligence gaps and collection priorities based on active pursuit needs, and maintain focus on consistent application and continuous improvement of customer/competitive understanding

Capture Methodology Execution

  • Develop deep understanding of and apply Peraton’s agile capture methodology to pursuit strategy work; ensure strategy artifacts reflect correct quality level expectations at each gate
  • Support capture teams with independent assessment of capture health and readiness to bid relevant to strategy and competitive positioning
  • Participate in agile capture management calibration cycles; flag methodology gaps or field-level friction to the VP, Growth Strategy & Intelligence
  • Serve as a senior advisory resource for capture teams on Peraton capture practices

Win/Loss & Debrief Participation

  • Participate in post-award debriefs for Tier 0/1 pursuits within assigned cluster
  • Synthesize debrief findings into actionable strategy lessons; contribute to win/loss pattern analysis
  • Maintain a running competitive landscape view for assigned mission cluster based on debrief data, market signals, and CI products
Qualifications
  • 16+ years of experience in federal government contracting, with direct experience in capture strategy, competitive analysis, or pursuit strategy roles
  • Senior practitioner level understanding of capture methodologies (Shipley, Lohfeld, or comparable system) and a demonstrated track record supporting and winning large-scale federal pursuits (>$100M TCV)
  • Experience facilitating or participating in Black Hat reviews, competitive assessments, or structured win strategy sessions to diverse technical and non-technical audiences
  • Strong written and verbal communication skills - ability to produce executive-quality strategy artifacts under tight pursuit timelines and present confidently to C-level executives
  • Must hold and maintain a TS security clearance (clearance level dependent on portfolio requirements)
Desired Qualifications
  • Familiarity with pWin and/or PTW modelling, proposal management, staffing, and other associated capture support functions as a practitioner or manager
  • Experience working or supporting large, complex GovCon prime opportunities ($1B+ TCV)
  • Expertise in the use of AI/automation tools in a capture or strategy context
Peraton Overview

Peraton is a next-generation national security company that drives missions of consequence spanning the globe and extending to the farthest reaches of the galaxy. As the world’s leading mission capability integrator and transformative enterprise IT provider, we deliver trusted, highly differentiated solutions and technologies to protect our nation and allies. Peraton operates at the critical nexus between traditional and nontraditional threats across all domains: land, sea, space, air, and cyberspace. The company serves as a valued partner to essential government agencies and supports every branch of the U.S. armed forces. Each day, our employees do the can’t be done by solving the most daunting challenges facing our customers. Visit peraton.com to learn how we’re keeping people around the world safe and secure.

Target Salary Range

$176,000 - $282,000. This represents the typical salary range for this position. Salary is determined by various factors, including but not limited to, the scope and responsibilities of the position, the individual’s experience, education, knowledge, skills, and competencies, as well as geographic location and business and contract considerations. Depending on the position, employees may be eligible for overtime, shift differential, and a discretionary bonus in addition to base pay.

EEO

EEO: Equal opportunity employer, including disability and protected veterans, or other characteristics protected by law.

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What Peraton employees say

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Benefits

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About Peraton

Sourced by ZipRecruiter

At Peraton, we re at the forefront of delivering the next big thing every day. We re the partner of choice to help solve some of the world s most daunting challenges, delivering bold, new solutions to keep people around the world safer and more secure.

Industry

It services

Company size

10,000+ Employees

Headquarters location

Herndon, VA, US

Year founded

2017