Founding Account Executive — AI Consulting

Andes Path; Chicago (IL); Hybrid; USD 95,000 - 115,000; Full time

Job summary

Andes Path is hiring its first Account Executive to develop the Chicago market for AI-enabled solutions. You’ll prospect, lead conversations with owners and senior leaders, and own opportunities through proposal, negotiation, and signing, with an initial focus on Chicago law firms.

You’ll work closely with our co-founder and delivery teams from a hybrid setup, building a scalable sales approach and a growing client pipeline in a fast-evolving space.

Qualifications

• Experience selling B2B services to owners and senior decision makers.
• Ability to lead discovery, propose solutions, and negotiate deals.
• Proven capability to build and manage a sales pipeline in Chicago.
• Strong relationship-building and communication with executives.

Responsibilities

• Build pipeline: develop opportunities through outbound calls, emails, referrals, partners, and events.
• Lead discovery: understand firm operations, what they tried, decision makers, and value.
• Close business: own opportunities through proposal, pricing, negotiation, and signing.
• Build relationships across Chicago: meet prospects, engage business communities, host events.
• Improve how we sell: learn from wins/losses to sharpen our offering and approach.
• Manage your pipeline: maintain clear next steps, follow-up, and accurate forecasting.

Job description

Department: Sales

Location: Chicago (Hybrid)

Description

Chicago (Hybrid) · Full-time

$180,000–$200,000 on-target earnings · $95,000–$115,000 base plus uncapped commission

Burnham helps midsize organizations put AI to work in their everyday business. We work with leadership to decide where it’s useful, teach staff how to use it well, and provide ongoing hands‑on support as their needs and the tools change.

We’re hiring our first Account Executive to build the Chicago business alongside our co-founder. You’ll find prospective clients, lead conversations with owners and senior leaders, and own opportunities through proposal, negotiation, and signing. You’ll also help us learn which customers and offerings are the best fit, and build a sales approach we can repeat.

Our initial focus is Chicago law firms, with room to expand into other professional services and midsize businesses.

What you’ll be selling

• Strategy: Understand how the business works, identify worthwhile applications of AI, and help leadership decide what to pursue.
• Training and adoption: Work alongside staff on their actual tasks, helping them develop useful skills and better ways of working.
• Ongoing support: Give teams access to people who can answer questions, help them get unstuck, and adapt as the technology changes.
• Implementation: Bring in engineering expertise when an integration or custom solution is justified.

The work requires trust. You’ll need to understand a client’s priorities, make a clear business case, and be honest about what AI can and cannot do.

Why join now

Burnham is a new practice within Andes Path, an established US–Chilean engineering and design firm of approximately 30 people. We already run AI programs for two organizations in Chile and are developing the US business.

You’ll work directly with our co-founder, with strategists and engineers available for discovery, scoping, and delivery. Our team in Chile supports research and CRM administration.

There’s early experience to build on, and plenty still to figure out. You’ll have a meaningful role in shaping our target customers, messaging, proposals, and sales process.

What you’ll own

• Build pipeline. Develop opportunities through outbound calls and emails, introductions, referrals, partners, and local events.
• Lead discovery. Understand how a firm operates, what it has already tried, who makes decisions, and whether there’s a worthwhile engagement.
• Close business. Own qualified opportunities through proposal, pricing discussions, negotiation, and signing. Bring in founders and specialists where their expertise helps.
• Build relationships across Chicago. Meet prospective clients, participate in relevant business communities, and help organize small dinners and conversations for firm leaders.
• Improve how we sell. Use what you learn from wins, losses, and customer conversations to sharpen our offering and approach.
• Manage your pipeline. Keep clear next steps, reliable follow-up, and an accurate view of likely business.

Success means signed clients and a growing, qualified pipeline, alongside a clearer understanding of where Burnham can win.

What we’re looking for

You’ve sold B2B services or solutions and can point to business you personally sourced and closed. You’re comfortable selling to owners, managing partners, COOs, CFOs, or other senior decision-makers.

Relevant backgrounds could include consulting, professional services, IT services, or an early sales role at a growing company. Experience selling to law firms or other professional firms is useful, but not required.

You should be able to:

• Generate opportunities yourself and carry them through a consultative sales process.
• Ask good questions, understand business priorities, and write clear proposals.
• Work independently while collaborating closely with founders and delivery teams.
• Adjust your approach as you learn, rather than depend on an established playbook.
• Discuss practical uses of AI, its limitations, and the judgment needed to use it responsibly.

You don’t need to be an engineer. You do need curiosity, commercial judgment, and the ability to learn enough to have a useful conversation.

Existing Chicago relationships are helpful. The ability to build new ones matters just as much.

Your first 90 days

You’ll learn our offering and current client work, build an initial target list, and begin outreach and discovery with founder support.

As opportunities develop, you’ll take ownership of proposals and next steps, establish a consistent pipeline rhythm, and help us refine our messaging and qualification criteria.

Together, we’ll use those early conversations to focus our efforts and set realistic expectations for growth.

Location and compensation

You must live in or near Chicago and be available for regular in‑person client meetings, events, and networking. Day‑to‑day work is from home; we don’t have a Chicago office.

The base salary is $95,000–$115,000, with uncapped commission and target total earnings of $180,000–$200,000. OTE includes base salary and commission earned at target performance. We’ll discuss the commission structure and ramp expectations during the interview process.