AI-Powered Sales Representative - SMB/Mid market

Context & Impact:
Lansweeper is launching a Free Product, and you own the moment free users become paying customers - at scale, not one deal at a time.
This role blends a GTM engineer with an SDR. You'll manage close to a thousand accounts. Your job: build the AI agents, intent signals, and automated flows that convert and onboard the majority of that book with no manual touch - then spend your actual time on the ~10% of accounts with real conversion or expansion potential.
To be clear, this is a true 50/50 role. Half your time goes into building the systems; the other half goes into actually working and closing your highest-potential accounts - you carry a number and you're expected to hit it.
This isn't traditional inside sales, and it's not a stepping stone to a smaller book of bigger accounts. It's for people who want high volume and want to build the machine that makes it manageable. First hire in the US, one peer in EMEA.
Challenge:
The main challenges you'll face are:

• Scale and prioritisation - You'll manage roughly 600-700 active leads at any time, with ~30 new ones daily. Balancing live conversion work with building systems that make it more scalable is the core tension. Revenue comes first, but automation is what makes it sustainable.

• Greenfield environment - The processes, automations, and AI-driven workflows don't fully exist yet. You'll be building without a complete playbook, in close collaboration with RevOps, Marketing, Engineering, and the Free Product Core Group.

• New role in a new team - You need to be self-sufficient and able to manage ambiguity without losing focus.

Key Responsibilities:

• Own free-to-paid conversion - Use product usage, behavioral signals, and AI-generated intent data to identify and engage high-potential free users at the right moment, guiding them toward a self-serve purchase flow.

• Build and refine the digital sales engine - Design automated workflows, define triggers for when automation acts vs. when a human intervenes, and continuously experiment with conversion paths, messaging, and offers.

• Collaborate cross-functionally - Work with RevOps/BizApps, Marketing, Engineering, and the Free Product Core Group to bring automated nurture sequences, self-serve buying flows, and AI-driven guidance systems to life.

• Onboard and activate new customers - Co-create a scalable, automated onboarding experience that gets new paid users to value fast, with minimal manual intervention.

• Be the human safety net - Step in for high-value conversions, complex expansion moments, or friction automation can't resolve. Never the default touchpoint - always the strategic accelerator.

Key Requirements:
Hard skills:

• 2-3 years in SDR, BDR, inside sales, or digital sales - ideally in SaaS

• Experience with sales automation, email sequencing, cadence tools, and CRM platforms (Salesforce a plus)

• Familiarity with product-led growth (PLG), self-serve, or low-touch SaaS sales motions

• Comfort with high-volume, data-driven funnels - not traditional outbound or enterprise selling

• Ability to read and act on product usage data, behavioral signals, and intent indicators

Soft skills:

• Unflappable under ambiguity - the environment shifts fast; you keep moving regardless

• Curiosity-driven and self-directed - you ask "how can I do this better?" before "can someone help me?"

• Scalability mindset - you think in systems and automation-first; you never build something you could only do once

AI Specific Skills:
Lansweeper is an AI-native company, and AI fluency is a hard requirement for this role - not a nice-to-have.
This role is built around AI-first execution. You'll work with AI-generated intent signals and behavioral data to prioritise conversion opportunities, design automated nurture workflows, and work alongside Salesforce AI agents and BizApps tooling. The constant question is: "What can I automate, and is this the most efficient way to do it?"
We're not asking you to build full-stack applications - RevOps handles that. We need someone who defaults to AI as their first tool: to analyse data, draft messaging, build lightweight automations, and orchestrate workflows at scale.
In your assessment, you'll receive a large, complex dataset and a task that simply cannot be completed manually in the time given. That's intentional. We want to see how you work - not what you've memorised.
The ideal candidate doesn't work longer when faced with 600+ leads - they build smarter.
Team Info:
You'll join the Digital Sales team, working closely with RevOps/BizApps, Marketing, Engineering, and the Free Product Core Group.
Team size: currently 1 in the US (this hire), with one peer in EMEA.
Based in Austin, TX with an on-site expectation of 2-3 days per week.
Our Offer:
Salary: Discuss with the recruiter.

• Time off - 20 vacation days + 3 sick days + 6 personal days + 12 public holidays.

• Health & protection - Medical, dental, vision, life, and disability insurance, plus EAP mental health support.

• Pension - 401(k) with 4% employer match.

• Work setup - Hybrid working with full telework equipment and a monthly internet allowance.

About Lansweeper:
Lansweeper is the AI Cyber Asset Intelligence platform helping IT and Security teams gain full visibility, reduce cyber risk, and scale automation with confidence.
In today's complex IT, OT, cloud, and IoT environments, fragmented asset data slows decisions and increases risk. We transform raw asset data into a continuously validated, trusted source of truth - so teams can move faster and act with certainty.
With Lansweeper, organizations can:
See - Truly complete visibility across hybrid environments
Know - Enriched asset intelligence with lifecycle and risk context
Act - Automate workflows, coordinate remediation, and enforce policy at scale
From universal asset discovery to AI-powered intelligence, we provide the shared foundation modern IT Operations, Cybersecurity, and Digital Transformation teams rely on.
Our culture:
We're built on four core values:
One Team - United across boundaries
We Care - Customers and people at the center
We Grow - Learning, sharing, improving
We Deliver - Focusing on what truly matters
Pay Transparency:
At Lansweeper, every role is assigned to a level defined by three things: the expertise it requires, the complexity it involves, and the scope of impact it carries.
Each level maps to a salary band based on salary benchmarks from the Software/SaaS industry of your country, so your pay reflects what the market pays for comparable roles.
The gross salary range for this role depends on the country where the candidate will be hired - discuss salary expectations with the recruiter.
Where you land within that range depends on the expertise you bring, the complexity you have navigated, the scope of impact you have owned, and your track record of delivering results in comparable roles - the same criteria applied consistently to every candidate.
We welcome applicants of all backgrounds, regardless of gender, religion, ethnic origin, age, sexual orientation, or disability.
AI Usage during Hiring Process:
We use AI to support and not replace during the hiring process. HR decisions are made by our talent acquisition team. You can request more info at any time via [email protected]
Diversity Statement:
It is Lansweeper's policy to provide equal employment opportunity to all applicants and employees.
Lansweeper disapproves of, and will not tolerate, unlawful discrimination against any applicant or employee because of race, color, national origin or ancestry, gender (including pregnancy, childbirth, or related medical conditions), gender identity, age, religion, disability, family care status, veteran status, marital status, sexual orientation, or any other basis protected by local, state, or federal laws.
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