Remote
SaaS
jobscollider
About this role
We’re hiring an Account Executive for Pearl, which finds exceptional talent from around the world, trains them to be AI-native, and places them into operational roles at startups as managed contractors: from client-facing roles to software engineers to executive assistants.
We’re 3x founders who’ve bootstrapped our company to a couple million in ARR and are adding six to seven figures in net new annualized revenue each month. Our clients span venture-backed tech and healthcare, including fast-growing startups and phenomenal US-based businesses that have raised over $3B in funding from Sequoia, a16z, Founders Fund, Y Combinator, and other top VC firms.
Today we’re roughly 60 people managing a few hundred talents, growing fast and into new verticals. We started Pearl because we believe that even though opportunity isn’t created equal in the world, ambitious talent is. And our goal is to scale Pearl to $100M in ARR bootstrapped by placing 2777 operators into top startups in the next 3 years.
Hear why we exist,
what we believe in, and who we’re building for: Watch here
Location: United States, Remote
Purpose of Your Role
You’ll be the person who turns Pearl’s relationships in healthcare into signed clients.
Healthcare tech companies are some of our best clients. They grow with us, refer other founders to us, and come back to us as they scale. A large share of those relationships start at our events and through Health Command + Operating Room, our communities for healthcare founders and leaders.
Right now our founders are closing most of these deals themselves, and we need someone who can own that process end to end and do it better than we can.
You’ll run the full sales cycle, from the first conversation with a founder or operator through to a signed contract and a clean handoff to our recruitment team. You’ll be in the room at our dinners and events in New York and San Francisco, building trust with the people who will b
Selling Motion
Buyer Persona
C-Suite
Selling to executive decision-makers
Territory
Greenfield
Build territory from scratch — net-new logos
Requirements at a Glance
Typical Day — Account Executive
Estimates based on role type and selling motion — actual may vary by company.
Role Signals
Green Flags
Location flexibility
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
Walk me through your discovery process.
Template questionHow do you handle a prospect who goes silent mid-deal?
Template questionTell me about your largest closed deal and the sales cycle.
Template questionHow do you build business cases for stakeholders?
Template questionDescribe a deal you lost and what you learned.
Template questionAs an Account Executive with Pearl Talent, you'll own the entire revenue pipeline and be measured on quota attainment.
Expect to work with recurring revenue models where customer retention is as important as acquisition.
Remote positions in sales offer flexibility but require strong self-discipline and proactive communication with distributed teams.
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