Once you raise your Series A, it’s usually time to hire salespeople for two main reasons. The first reason is scale. The founders can’t handle a pipeline of tens or hundreds of deals alone. The second reason is expertise. Strong sales leadership brings expertise in closing deals, building the sales process, and growing a team.

So you decided that you want to bring sales expertise to your startup. Who should you hire? These are the most critical factors that you should consider:

1. Individual contributor vs. sales leader: hiring an Account Executive vs. a VP of Sales are two different paths. On the one hand, it may feel too to bring on a VP at this early stage, but on the other hand, if you hire an individual, the CEO will have to manage her directly. Therefore, unless the founder has prior sales experience, we recommend bringing a sales leader who can build the processes and the team.
2. Deal size: if your deal size is consistently over $100K, you need an enterprise sales team. Mid-market is considered less than $100K on average, and below is SMB. Don’t bring someone not a good fit for your deal size.
3. Domain expertise: having experience selling a similar product or solution will significantly reduce the ramp-up time and drive results quickly. If you can, try to bring someone from the same industry.

Thinking about these in advance will help you grow your startup faster and reach your first millions in sales!

One of the most hated questions from seed stage investors is: “What is your Go to Market?” (GTM). So what does that mean, and how can you answer it correctly?

One way to think about it is the following: given money, how would you spend it to get customers? There are multiple options, such as:

1. Zero-touch: online self-service using a credit card.
2. Inbound or product-led: sign up for a trial or request a demo, then salespeople follow up.
3. Enterprise sales: meet face-to-face with the customer, engage in a long proof-of-concept, and sign an enormous deal.

It all starts with the persona - who is your buyer? Be specific, e.g., “Cloud Architect in a 200-person company that runs on AWS”, called the Ideal Customer Profile (ICP). The ICP is the person you will target in your outbound efforts or advertising, and once you nail the messaging to that ICP, you will start to see your pipeline growing.

Demand generation is the other part of your GTM: how will you get in touch with your buyers? Some approaches may be:

1. Write blog posts to get organic traffic
2. Set up a booth at an industry event and engage with the audience
3. Reach out directly to prospects via email, LinkedIn, and phone

It’s almost impossible to invest heavily in all of these. If unsure, we recommend starting with the outbound approach. It gives you the most control over who you target and what you say.

Check out Leslie’s Compass: A Framework for Go-to-Market Strategy for content for a thorough overview of GTM Strategy.