Founding Account Executive

PressWAustin, TX
Hybrid

About The Position

PressW is redefining how businesses harness AI by building real systems for real clients. We are a team of three exited AI founders and a group of Applied AI Engineers based in Austin. We have shipped over 70 production AI solutions for more than 40 clients across seven industries, delivering over $50M in measurable profit gains. We operate at the forefront of AI capabilities, guiding clients to optimal solutions and deploying the necessary infrastructure. Our sales efforts are structured across three divisions: Managed AI (an MSP for institutional investors like private equity firms, venture capital funds, asset managers, and capital markets clients, deploying custom agents into workflows), AI Engineering (embedding teams to build and harden production AI systems), and AI Transformation (handling roadmap and readiness work). As the founding Account Executive, you will report directly to the CEO and be responsible for closing new logos across all three divisions. You will also establish the sales motion for future hires. While inbound leads exist, a significant portion of pipeline generation will be your responsibility, prospecting into private equity firms, VC funds, asset managers, and mid-market/enterprise buyers in capital markets, technology, services, and industrial sectors. You will act as the deal quarterback, with solutions architects and engineers supporting your efforts, but you will own the relationship and drive the sales cycle to close. The role involves selling bespoke solutions where buyers make significant organizational decisions, leading to larger deals and more in-depth conversations.

Requirements

  • 5 to 8 years of enterprise sales experience at a top SaaS or services firm.
  • Carried a $1M+ quota and beaten it.
  • Closed seven-figure deals as the deal lead.
  • Comfortable selling something that isn't fully off-the-shelf, navigating scoping conversations without losing the buyer.
  • Ability to self-source pipeline.
  • Communicate with executive presence.
  • Experience as an early sales hire at a startup, or a strong desire to become one.
  • Willingness to travel to client sites as needed (typically a few times a month).
  • Based in Central Time (Austin preferred).

Nice To Haves

  • Direct experience selling to institutional investors: private equity, venture capital, asset managers, family offices.
  • Experience selling AI, AI infrastructure, or AI consulting services.
  • Top-performer track record at an AI-native company or AI consulting firm.
  • Previous experience in a similar role.
  • Existing relationships within our target buyer set.

Responsibilities

  • Close new logos across PressW's three divisions: Managed AI, AI Engineering, and AI Transformation.
  • Self-source roughly 30% of your pipeline.
  • Prospect into private equity firms, VC funds, asset managers, and mid-market and enterprise buyers across our verticals.
  • Lead every sales cycle end-to-end: discovery, demo, scoping, and close.
  • Act as the deal quarterback, with solutions architects and engineers as part of your deal team.
  • Co-author proposals and statements of work with our delivery teams.
  • Handle executive negotiation, engaging with managing partners, chief investment officers, chief operating officers, and heads of technology.
  • Document what's working and what isn't to build the sales playbook for future hires.
  • Hand off accounts cleanly to our delivery teams after close to ensure long-term client relationships.

Benefits

  • Competitive compensation that matches the work.
  • Opportunity to build the sales motion at a fast-growing AI consulting firm.
  • Potential to lead the sales function in year two, scaling to multiple AEs and a dedicated BD team.
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