Senior Program Manager, Leader Enablement & Development

Hyland Software; United States; Remote; USD 105,000 - 121,000; Full time

Job summary

Hyland is seeking a Senior Program Manager for Leader Enablement & Development to own the strategy and execution of frontline sales manager development programs. This remote US role partners with cross-functional teams to translate priorities into integrated, scalable initiatives that drive coaching behavior and measurable team impact.

You will own end-to-end program management across onboarding-to-advanced development, working with Enablement, Rev Ops, and Analytics to tie programs to

Qualifications

• 6+ years of experience in Sales Enablement or related roles in B2B SaaS.
• Proven ability to design and scale frontline manager development programs.
• Strong ability to influence and operate in a matrixed environment.
• Experience partnering with onboarding, field enablement, and content teams.
• Excellent program management and communication skills.
• Strategic mindset with execution and attention to detail.

Responsibilities

• Own the global frontline manager development strategy aligned to GTM priorities.
• Partner with Sales Leadership to align programs to business priorities and KPIs.
• Collaborate with onboarding and content teams to ensure scalable materials.
• Use data and analytics to measure program effectiveness and impact.
• Design blended learning experiences (ILT, virtual, on-demand, reinforcement).
• Define success metrics and maintain a structured feedback loop for ongoing improvement.

Skills

Sales Enablement

Manager Enablement

Sales Coaching

B2B SaaS

Program Management

Communication

Stakeholder Alignment

Leadership

Education

Bachelor's degree

Tools

Modern Learning Technologies

AI-first Content Tools

Job description

Senior Program Manager, Leader Enablement & Development

Location: Remote - US Work Model: Remote

Salary

USD $105,000.00/Yr. To USD $121,000.00/Yr.

About the Role

The Manager Development Program Manager owns the strategy and execution of Hyland's frontline sales manager development programs - coaching, deal inspection, and pipeline management - ensuring managers build the capability to drive consistent team performance well beyond their own onboarding.

This role is highly cross-functional, partnering closely with the New Hire Onboarding Program Manager, Enablement Business Partners, and Enablement Content Managers. Acting as the central orchestrator of frontline manager capability across the manager's lifecycle, this role translates business priorities and performance gaps into integrated programs that drive consistent coaching behavior and measurable team impact.

This is an individual contributor role reporting to the Director, Global Enablement Programs.

Here's What You'll Do

• Own the global frontline manager development strategy, aligned to Hyland's sales methodology, GTM priorities, and sales leadership expectations; define and evolve "what good looks like" for frontline manager effectiveness in partnership with Sales Leadership and EBPs; design progressive manager development programs covering coaching, deal inspection, and pipeline management; build practical tools and frameworks that enable managers to reinforce skills, behaviors, and GTM initiatives within their teams


• Partner closely with Sales Leadership to align manager development programs to business priorities, GTM motions, and performance expectations; act as a trusted advisor on manager capability; gather ongoing qualitative feedback from sales leaders and managers to inform program evolution and prioritization


• Partner with the New Hire Onboarding Program Manager on transition points when a new or newly promoted manager moves from onboarding into ongoing manager development; ensure consistent coaching language and frameworks from onboarding through advanced manager development; equip EBPs with scalable programs, tools, and reinforcement strategies they can activate with their aligned sales leaders


• Collaborate with Enablement Content Managers to ensure manager development programs are supported by high-quality, reusable, scalable content; partner with Rev Ops and Enablement Analytics to align programs to performance data, KPIs, and inspection metrics; use data to inform prioritization, measure program effectiveness, and connect manager development to business outcomes


• Design integrated learning experiences using a mix of ILT, virtual, on-demand, peer learning, and reinforcement; own end-to-end program management for assigned initiatives from intake and design through launch and reinforcement; ensure programs are globally scalable and adaptable across regions and management levels


• Define success metrics for manager development programs including coaching cadence and quality, team proficiency, behavior change, and business impact; build reinforcement strategies that sustain coaching behavior beyond one-time training events; establish a structured feedback loop across Sales Leadership, EBPs, and Rev Ops to continuously evaluate and improve program effectiveness

Technology Tools

• Modern Learning Technologies


• Content Development Tools (AI-first)

Role Essentials

• 6+ years of experience in Sales Enablement, Manager Enablement, or Sales Coaching within B2B SaaS or tech companies; Bachelor's degree or related experience required


• Proven experience designing and scaling frontline manager development programs, specifically coaching and pipeline/deal inspection capability


• Strong ability to lead through influence and operate in a highly matrixed environment; experience partnering with onboarding, field enablement, and content teams


• Excellent program management, communication, and stakeholder alignment skills; strong program and project management capabilities with a track record of delivering complex initiatives


• Strategic mindset paired with strong execution and attention to detail; high judgment, strong initiative, and a clear sense of urgency

What We'd Like to See

• Experience tying manager development directly to sales KPIs such as quota attainment, win rates, deal velocity, pipeline health, and coaching cadence


• Demonstrated success defining manager enablement strategy and overseeing execution at scale; prior experience supporting complex, enterprise-level sales motions


• Ability to analyze GTM and coaching performance data and translate insights into action; experience with modern learning technologies and content development tools with an AI-first mindset


• Experience operating in global, multi-cultural environments; proven ability to lead through ambiguity and organizational change


• Demonstrated success managing multiple, concurrent programs with varying levels of complexity

About Hyland

Hyland is the pioneer of the Content Innovation Cloud, delivering ubiquitous enterprise intelligence to organizations with solutions that unlock actionable insights and drive automation. Hyland. All rights reserved.

Trusted by thousands of organizations worldwide, including many of the Fortune 100, Hyland's solutions create the foundation for a connected, agentic enterprise, where teams harness the power of AI to redefine how they operate and engage with those they serve. For additional information on Hyland's platform and services, please visit Hyland.com.

#HylandLife

Since 1991, it has been Hyland's mission to help our employees, customers and partners exceed their potential with our industry-leading content services platform. Our employees exude a contagious energy and are passionate about what they do - whether it's helping customers succeed, raising up their fellow Hylanders, or engaging in the communities where they live and work.

The #HylandLife hashtag encompasses our employee-centric culture. Our employees live our culture day in and day out by bringing their best self to work. Hyland supports them to do just that through career development resources, wellbeing programs and innovation practices. We thrive on diverse viewpoints and new ideas and believe that a positive, inclusive workplace is imperative to sustainable success.

As we've grown to a company of nearly 4,000 strong, we have the opportunity to make a significant impact on our communities. We strongly support employee initiatives and align our giving campaigns and programs to organizations that are important to them.

Equal Opportunity Statement

Hyland is an equal opportunity employer. We value diversity and are committed to providing an inclusive workplace for all employees and applicants. Employment decisions are made without regard to any characteristic protected by applicable laws and regulations. Information collected during the hiring process is used solely to assess qualifications, verify identity, and comply with legal requirements.