For a service business with more demand than capacity, flip the sales model. Instead of you doing the work to secure funding or partners to onboard a new client, make it a requirement for the client to secure those resources for you. This leverages their desperation and turns your prospects into your sales team.

At the $1-10M ARR stage, avoid junior reps or VPs from large companies. The ideal first hire can "cosplay a founder"—they sell the vision, craft creative deals, and build trust without a playbook. Consider former founders or deep product experts, even with no formal sales experience.

A startup's initial salesperson should prioritize mirroring the founder's successful sales approach. Their job is to deconstruct the founder's "hook" through observation and trial-and-error, not to immediately implement formal sales processes, metrics, or a CRM. Success comes from successful knowledge transfer, not premature system building.

For cold outreach, hyper-personalizing every prospect is inefficient. Instead, identify patterns across similar roles or industries and develop 'targeted messaging' that speaks to these common challenges. This allows for scalable and relevant outreach without time-consuming individual research.

The primary goal of hiring should be to reclaim the founder's time from low-value tasks. This frees up the business's most valuable asset—the founder—to focus on high-leverage activities that truly drive growth, rather than simply adding capacity.

To achieve freedom, hire in this specific order: 1) Executive Assistant for admin leverage, 2) Fulfillment/Support to reduce post-sale workload, 3) Marketing for consistent lead flow, and finally, 4) Sales. This "Replacement Ladder" systematically buys back your time and creates a self-sustaining operation.

Small companies often overload their first salesperson with both new logo acquisition and existing account management. This is a trap. Prospecting will always lose out to servicing known customers. Plan for account continuity early to protect your growth engine, even before you can afford a second hire.

The trigger to hire your first team member shouldn't be a revenue milestone, but the point where you consistently perform repetitive, low-value tasks. A time audit can reveal these activities (like inbox management) that a virtual assistant can handle, freeing you to focus on growth.

This emerging role applies engineering and AI to GTM functions, building agents to automate tasks like lead qualification and personalized outreach. This dramatically increases efficiency, allowing one person, with an AI agent, to do the work of ten.