Head of Sales & Go-To-Market Strategy

Solving.AI; United States; Remote; USD 130,000 - 700,000; Full time

Job summary

An innovative firm is seeking a dynamic Head of Sales & GTM to lead their go-to-market strategy for a cutting-edge digital adoption platform. This role offers the chance to shape the sales process from the ground up, working closely with the founding team to drive early traction with B2B customers. If you thrive in fast-paced environments and have a strong background in B2B SaaS or AI products, this is your opportunity to make a significant impact and earn equity in a promising startup. Join a founding team that values your insights and expertise!

Qualifications

• 8+ years of experience in B2B SaaS or AI product sales.
• Experience in Digital Adoption Platforms or similar fields.

Responsibilities

• Build and execute the go-to-market plan.
• Identify customer profiles and land initial deals.
• Shape pricing, messaging, and sales processes.

Skills

B2B SaaS Sales

Digital Adoption Platforms

Sales Strategy Development

Customer Outreach

Negotiation Skills

Job description

We help companies reduce training time, boost productivity, and make software easier for everyone to use. We’re building ShowMe — a voice-enabled, real-time digital adoption platform that acts like a live expert inside any software. Instead of reading help docs or filing support tickets, users and employees just ask, and ShowMe guides them step by step.

The role:

We’re looking for a senior, hands-on sales leader to join as our Head of Sales & GTM. You’ll define and drive our go-to-market approach from the ground up — everything from sales playbooks to pricing strategy to building early traction with B2B customers. This is a founding team role with significant equity. You’ll work directly with the founding team and shape how we grow.

Location: Remote (USA or Canada)

What you’ll do:

• Build and execute our go-to-market plan
• Identify ideal customer profiles and land first deals
• Own outreach, demos, pipeline, and closing in the early stages
• Shape our pricing, messaging, and sales process
• Work with product to align roadmap with customer pain
• Eventually build and lead a sales org

You might be a fit if:

• You’ve sold B2B SaaS or AI products for 8+ years
• You have experience in the Digital Adoption Platform (DAP) space or similar (e.g., onboarding, enablement, product tours, support tech)
• You’ve owned a quota and closed 5- or 6-figure deals
• You love early-stage chaos and figuring things out
• You think commercially, act fast, and want a seat at the table

Please, check our demo on https://www.solving.ai, if you think it's the future, share your interest with us!

Note: This is the US targeted job post

Seniority level

• Seniority level

  Executive

Employment type

• Employment type

  Full-time

Job function

• Job function

  Sales and Business Development

• Industries

  Technology, Information and Internet

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