Sales Director - Managed Services

About the role

You own the full sales cycle for HR Managed Services, guiding prospects from initial discovery to signed retainer agreements without dropping the ball. You diagnose operational inefficiencies in people operations and architect service packages that match client maturity, budget, and growth stage. You build and manage a pipeline of companies under 500 employees seeking ongoing fractional HR leadership and People Operations support. You collaborate closely with delivery teams to ensure scope alignment, clear workflows, and smooth handoffs that keep clients satisfied. You represent livingHR as a thought leader in HR operations, compliance, culture, and People strategy across every interaction. You host and attend prospect and industry events to elevate awareness of livingHR's remote-first Managed Services model. You identify opportunities to cross-sell projects, talent solutions, DEIB work, and change management initiatives. You provide market insights on the evolving needs of small to mid-sized organizations and the HR challenges they face.

Key facts

What you'll do

Map new accounts through intake channels to identify HR gaps and pain points that justify a retainer.

Architect service packages that align with client maturity, budget, and growth stage while protecting margin.

Host discovery calls to diagnose operational inefficiencies in people operations and clarify decision-making processes.

Coordinate with delivery teams to ensure scope, workflows, and handoffs stay precisely aligned through the client lifecycle.

Guide HR tech vendors and benefits brokers to create warm referral pathways that feed a predictable pipeline.

Co-create marketing campaigns with internal teams to generate both inbound and outbound demand for managed services.

Oversee post-sale client health to unlock additional projects, talent solutions, assessments, and strategic HR initiatives.

Represent livingHR as a thought leader in compliance, culture, HR operations, and People strategy across conversations and events.

Build strategic partnerships with HR tech vendors, benefits brokers, and fractional CFO/COO networks that generate trusted referrals.

Educate prospects on how livingHR's fractional and managed HR services work, including onboarding, employee relations, compliance, compensation, payroll support, HRIS implementation, workflows, and culture programs.

Lead consultative discovery calls to surface hidden HR gaps, pain points, and operational risks within target organizations.

Translate client needs into structured retainers, typically ranging from 20 to 160 hours per month, based on size and complexity.

Collaborate with delivery leaders to scope, price, and resource engagements so service models match client expectations and constraints.

Identify and pursue expansion opportunities within existing client accounts through cross-sell and up-sell of complementary services.

Requirements

You must have a proven track record of selling professional services, SaaS, or managed offerings into mid-market or enterprise clients.

You are comfortable operating with structured autonomy, owning outcomes, and managing a complex, consultative sales cycle.

You have experience conducting discovery calls and scoping solutions that address people operations, compliance, and employee relations.

You understand how to build and maintain relationships with founders, CEOs, CFOs, COOs, and HR leaders at growing organizations.

You have strong written and verbal communication skills and can articulate the value of fractional HR leadership and retainer-based models.

You are organized, disciplined, and capable of managing a multi-opportunity pipeline while maintaining accurate records and forecasts.

You are willing to travel within approved U.S. office markets and to work remotely in alignment with livingHR's work-from-where-it-makes-sense policy.

You are legally authorized to work in the United States without sponsorship, as this role is based in one of our U.S. office market/states (FL, CO, IL, MA, NH, RI, ME, CT, GA, SC, NC, TX).

Nice to have

Experience working with HR technology vendors, benefits brokers, or fractional CFO/COO networks.

Background in DEIB, change management, or talent acquisition consulting.

Practical notes

This is a full-time position compensated with a base salary and uncapped commission.

The role is fully remote with the option to work from approved U.S. office locations when needed.

Travel is limited to within approved U.S. office markets; visa sponsorship is not available for this role.

Compensation details are provided as ranges to reflect experience and market conditions.