Location: Sacramento, CA (on-site) — with regular travel
Are you a hunter?
Not a farmer. Not an order-taker. Not someone who waits for marketing to hand them a warm lead. A hunter someone who creates opportunity where none existed, who's energized by the chase of a six- and seven-figure deal, and who closes because losing isn't an option. If that's how you'd describe yourself, your next territory is here.
MyOutDesk built its business on small- and mid-market accounts, and it worked nearly 20 years, 8,500+ clients, and one of the fastest-growing companies in our space. That's not the ceiling. We're building something we haven't built before: an enterprise motion. National accounts. Multi-stakeholder deals. C-suite champions. Quotas measured in millions, not thousands.
This is a senior, quota-carrying individual contributor seat not a management role for someone who wants to own a territory, not inherit one. You report directly to the CRO. You're measured on one thing: revenue.
About MyOutDesk:
Founded in 2008 in Sacramento, MyOutDesk connects growth-minded businesses with top-tier global talent. Nearly 20 years in, we've served more than 8,500 clients, built a talent bench spanning the United States, Latin America, and Africa, and earned recognition as a Top 50 Fastest-Growing Company, an Inc. 5000 award winner, and the #1 Virtual Assistant Company according to TechRadar. Now we're writing the next chapter and this role is part of it.
What You'll Own:
- National & Enterprise Pipeline — Your book, your territory. You prospect, qualify, and self-source the majority of your pipeline. No hand-offs, no hiding behind marketing leads.
- Complex, Multi-Stakeholder Deals — Long cycles. Multiple decision-makers. Procurement and RFPs. You drive them through diagnosis, consensus, and close — without losing momentum.
- Executive Relationships — You're in the room with C-suite and senior leadership, positioning MyOutDesk against real business problems. Not features. Not fluff.
- Travel & Field Presence — Conferences. Trade shows. In-person meetings that move deals forward. You show up where the deals get made.
- Forecast & Pipeline Integrity — Your Salesforce pipeline is real. Your forecast is real. Leadership trusts your number because your data doesn't lie.
- Relationship Continuity, Not Ongoing Ownership — You close it, you stay close to it — but day-to-day growth and expansion belong to our account management team. Your job is the next deal, not managing the last one.
What We're Looking For:
- You have 5+ years of quota-carrying, enterprise-level sales experience — either selling BPO, Staffing, or HR/Talent Solutions directly, or selling into Professional Services, Insurance, Financial Advising, Real Estate, or Mortgage organizations — with a consistent record of meeting or exceeding quota.
- You build your own pipeline. Prospecting, referral networks, relationship-building — inbound is a bonus, not a strategy.
- Long, multi-stakeholder sales cycles don't wear you down. Procurement and legal don't scare you off.
- You've got executive presence — polished, credible, confident in front of C-suite.
- You're resilient and gritty. Long cycles, travel, and the occasional lost deal don't knock you off your game.
- You live in Salesforce (or a comparable CRM) and treat pipeline hygiene like a professional discipline, not a chore.
- Bachelor's degree in Business, Marketing, or a related field preferred; equivalent professional experience considered.
Skills & Competencies:
- Consultative, trusted-advisor selling — you diagnose before you pitch, and build trust before you build a proposal.
- Executive communication that lands — clear, confident, and credible in writing, on the phone, on video, and in person.
- Sharp listening and conversational agility across technical, financial, and executive audiences.
- Self-management like a business owner — you run your territory and calendar; no one runs it for you.
- Persistence through a long, non-linear sales cycle. You don't quit on a deal because it got hard.
What We Offer:
- Base salary plus uncapped commission and performance bonuses — Target OTE of $200,000-$280,000. No ceiling.
- Medical, dental, and vision insurance.
- 401(k) with company matching.
- A senior, strategic seat reporting directly to the CRO, with real autonomy over your territory and process.
- A fast-growing, recognized organization — Top 50 Fastest-Growing Company and Inc. 5000 award winner.
Company Description:
MyOutDesk is a global staffing and talent solutions company with nearly 20 years of experience helping businesses scale through high-performing remote teams. With operations across the United States, Latin America, and Africa, we deliver world-class talent while prioritizing collaboration, career growth, and work-life balance.
Recognized as a Top 50 Fastest-Growing Company and an Inc. 5000 award winner, MyOutDesk is committed to long-term success for both our clients and our people. Join us and be part of a global team built for impact.
Requirements
- You have 5+ years of quota-carrying, enterprise-level sales experience — either selling BPO, Staffing, or HR/Talent Solutions directly, or selling into Professional Services, Insurance, Financial Advising, Real Estate, or Mortgage organizations — with a consistent record of meeting or exceeding quota.
- You build your own pipeline. Prospecting, referral networks, relationship-building — inbound is a bonus, not a strategy.
- Long, multi-stakeholder sales cycles don't wear you down. Procurement and legal don't scare you off.
- You've got executive presence — polished, credible, confident in front of C-suite.
- You're resilient and gritty. Long cycles, travel, and the occasional lost deal don't knock you off your game.
- You live in Salesforce (or a comparable CRM) and treat pipeline hygiene like a professional discipline, not a chore.
- Bachelor's degree in Business, Marketing, or a related field preferred; equivalent professional experience considered.
Skills & Competencies:
- Consultative, trusted-advisor selling — you diagnose before you pitch, and build trust before you build a proposal.
- Executive communication that lands — clear, confident, and credible in writing, on the phone, on video, and in person.
- Sharp listening and conversational agility across technical, financial, and executive audiences.
- Self-management like a business owner — you run your territory and calendar; no one runs it for you.
- Persistence through a long, non-linear sales cycle. You don't quit on a deal because it got hard.