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Startup Sales Hiring: From First Rep to Full Team

How to hire salespeople who can sell ambiguity and grow with your company from seed to scale.

R

Roles Team

Talent Advisors · January 9, 2025

# Startup Sales Hiring: From First Rep to Full Team

Hiring salespeople for a startup is fundamentally different from hiring for an established company. You need people who can sell without a playbook, handle rejection from unknown prospects, and help build the sales motion from scratch.

When to Make Your First Sales Hire

### Signs You're Ready - Founders have closed initial deals and understand the sales motion - You have repeatable product-market fit signals - Deal cycle and buyer persona are reasonably clear - You have enough leads to keep a salesperson busy

### Signs You're Not Ready - Founders haven't sold the product themselves - Product is still finding fit - No clarity on ideal customer profile - Expecting sales to create demand that doesn't exist

What to Look For

### In Your First Sales Hire - Startup experience (ideally early-stage) - Comfortable with ambiguity and iteration - Strong discovery and qualification skills - Coachable with growth mindset - Not dependent on brand or inbound

### In Subsequent Hires - Track record of quota attainment - Relevant industry or deal size experience - Ability to follow established process - Team player mentality

The Interview Process

### Screen for Startup Fit Ask about: - Deals they've closed without brand recognition - How they've handled product gaps or pivots - Times they've built something from scratch - Their tolerance for uncertainty

### Evaluate Selling Skills - Role-play a discovery call - Have them pitch your product after research - Test objection handling - Check references specifically on sales ability

Compensation Structure

### Base vs. Variable Early-stage typically: 50/50 split As you scale: Can move toward 60/40 or 70/30

### OTE Guidelines - SDR: $70-90K OTE - AE (SMB): $120-180K OTE - AE (Mid-Market): $180-280K OTE - AE (Enterprise): $280-400K+ OTE

The Bottom Line

Your first sales hires will define your go-to-market culture. Hire people who can sell through ambiguity, iterate on the playbook, and help you figure out what works.