Enterprise Sales Director – Remote Talent & AI-Augmented Staffing
We’re seeking a top-tier Enterprise Sales Director with a proven track record in staffing, outsourcing, or workforce solutions
This role is only for US-based professionals.
We’re seeking a top-tier Enterprise Sales Director with a proven track record in staffing, outsourcing, or workforce solutions; someone who can hit the ground running and bring an existing book of business. This isn’t a cold-calling SDR role; it’s for a seasoned closer who knows how to navigate complex, high-value deals, understands the ins and outs of talent augmentation, and already speaks the language of decision-makers. You’ll lead our efforts in forging long-term partnerships with companies seeking exceptional outsourced teams across engineering, ad operations, project management, design, and AI-enabled support roles.
What You’ll Do:
Own and close new business deals with mid-market and enterprise clients.
Leverage your existing network to generate warm leads and quick wins
Pitch, demo, and close deals across SiiRA’s platform, services, and pricing structures
Partner with our CEO and delivery team to craft scalable solutions
Represent SiiRA at industry events and help establish category leadership
Share insights with product and marketing teams to continually refine our go-to-market strategy
What We’re Looking For
5 -10+ years of experience in enterprise sales, ideally within:
-Staffing / outsourcing / offshore team models
-EOR (Employer of Record) / talent marketplaces
-HR tech / workforce platforms
A consistent track record of achieving $1M+ in annual quota.
Strong consultative selling skills with the ability to tailor solutions to client needs
Existing relationships with HR, procurement, and business unit decision-makers
Deep understanding of sales cycles involving complex, multi-stakeholder deals
Excellent communication, negotiation, and presentation skills
Self-starter mindset with the ability to work independently and drive results
Comfortable with CRM tools and sales reporting; highly organized and data-driven
Ability to thrive in a fast-paced, startup environment and adapt to changing priorities
- Locations
- United States, New York, NY, USA, New York, USA, San Francisco, USA, Miami, USA, Los Angeles, California
- Remote status
- Fully Remote

About theHRchapter
Your Strategic Partner for HR, Payroll & Headhunting Solutions