Midmarket Sales Director
About Us
HSP Group is the premier provider of global expansion services, helping companies simplify the complex challenges of operating internationally. We deliver a seamless experience across legal entity setup, global HR, payroll, compliance, tax, and advisory, enabling our clients to scale faster, stay compliant, and reduce risk in every market they enter.Job Description
This is a remote role.
As we expand our reach in the small and mid-sized business market, we’re hiring a strategic Midmarket Sales Director to drive new client acquisition in the high-growth sector of venture capital backedtechnology companies.
The Midmarket Sales Director is a new business hunter responsible for driving growth in the SMB and lower mid-market segments (50–1,500 employees). You will lead outbound and inbound sales efforts, manage full-cycle deals, and help prospective customers navigate the complexities of international growth—from hiring abroad, to establishing legal entities, to ensuring that in-country operations are operating in compliance with local requirements.
This is a quota-carrying role focused on new logo acquisition and expansion, with support from marketing, solutions, and partnerships.
Responsibilities:
- Identify and close new business opportunities with SMB and midmarket technology companies exploring or executing international expansion.
- Sell HSP’s global services—including HR, payroll, Employer of Record (EoR), compliance, direct and indirect taxes, and entity setup—into key stakeholders (HR, Finance, Payroll, Tax, Ops, Legal).
- Conduct discovery to uncover needs, pain points, and business goals, and align HSP’s services to address them.
- Own the full sales cycle: from prospecting and discovery through proposal, negotiation, and close.
- Build and manage a healthy pipeline using Salesforce, LinkedIn, referrals, and outbound tactics.
- Partner with marketing and SDRs to run targeted campaigns and follow up on inbound interest.
- Collaborate cross-functionally with Solution Architects and Delivery teams to ensure strong handoffs and client satisfaction.
- Provide accurate sales forecasts, maintain CRM hygiene, and contribute to quarterly planning.
Qualifications and Requirements:
- 5–8 years of B2B sales experience, including at least 2+ years selling into technology companies in the VC-backed midmarket or SMB segments
- Proven track record of meeting or exceeding quota in a new business (hunter) sales role.
- Experience selling complex services or SaaS platforms to HR, Finance, or Operations buyers.
- Familiarity with global operations, such as EOR, payroll, entity setup, or international compliance (a strong plus).
- Proficiency with CRM tools (Salesforce preferred) and modern prospecting techniques (LinkedIn, Outreach, etc.).
- Excellent communication, discovery, and solution selling skills.
You’ll be part of a purpose-driven company that empowers global businesses to grow responsibly and compliantly. You’ll gain the tools, support, and flexibility to succeed while making a direct impact on our growth in the underserved SMB market.If you would like to be part of a fast-paced, client first environment; where we focus on solutions rather than challenges, come and join our #HSPGlobalSolutionTeam!
Originally posted on Himalayas
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