Adacavo CRM
Remote-First • Uncapped Upside

Build the Operating System for Outdoor Advertising

We're a small, ambitious team replacing spreadsheets and legacy tools with a modern platform for billboard owners and OOH agencies. Join us early and help shape what we build.

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Commission-OnlySalesRemote (US/Canada)

Sales Director

Commission-Only

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Lead and scale our sales organization. You'll build the sales strategy, hire and mentor a team of sales representatives, and drive revenue growth across all market segments — from independent billboard owners to national networks. This is a commission-only role with uncapped earning potential.

Responsibilities

  • Develop and execute the sales strategy to achieve ARR targets
  • Build, hire, and manage a high-performing sales team (SDRs, AEs, Sales Engineers)
  • Own the full sales cycle for Enterprise deals
  • Design and optimize sales processes, playbooks, and compensation plans
  • Partner with Marketing on demand generation, pipeline creation, and brand positioning
  • Forecast accurately and report to leadership weekly/monthly/quarterly
  • Establish relationships with key accounts, agency holding companies, and strategic partners
  • Represent Adacavo at industry conferences

Requirements

  • 7+ years B2B SaaS sales experience, 3+ in leadership
  • Proven track record selling to media, advertising, or real estate verticals
  • Experience building and leading sales teams
  • Deep understanding of OOH/DOOH, billboard, or adjacent industries a major plus
  • Enterprise sales methodology (MEDDIC, Challenger, or similar)
  • Comfortable with technical products and API/platform sales
  • Data-driven: CRM hygiene, pipeline metrics, and forecasting
  • Willing to travel for conferences, key accounts, and team offsites

Commission Structure

Commission-Only (No Base)

  • 30% recurring commission on all non-enterprise plans for 2 years
  • 20% recurring commission on Enterprise plans for 2 years
  • Recurring for as long as the customer remains active during the 2-year window

Benefits & Perks

Uncapped commission — no ceiling on earningsRecurring revenue that compounds as your book of business growsRemote-first, flexible scheduleSales enablement resources: decks, battlecards, demo environmentsMarketing support for pipeline and demand generationA stake in building a category-defining platform from the ground up
Commission-OnlySalesRemote (US/Canada)

Sales Representative

Commission-Only

Apply Now

Drive new business by selling Adacavo to billboard operators, OOH agencies, and media companies. This is a commission-only role with uncapped earning potential — you eat what you kill. Ideal for hungry hunters who know the OOH space or adjacent media/advertising sales.

Responsibilities

  • Prospect and close new logo accounts (Starter, Growth, Scale tiers)
  • Run full-cycle sales: cold outreach → demo → proposal → close
  • Manage pipeline in CRM with rigorous hygiene and forecasting
  • Conduct personalized product demos tailored to each prospect's inventory
  • Negotiate contracts and coordinate with legal/ops for smooth onboarding
  • Hit monthly/quarterly revenue targets
  • Collaborate with Sales Director on territory strategy and target accounts
  • Provide market feedback to Product and Marketing

Requirements

  • 3+ years B2B sales experience (SaaS, media, advertising, or real estate)
  • Hunter mentality and a self-directed outbound approach
  • Strong discovery skills — uncover pain, quantify impact, build urgency
  • Self-starter who thrives with autonomy and accountability
  • OOH/billboard industry experience strongly preferred
  • Familiar with CRM tools (HubSpot, Salesforce, Pipedrive, or similar)
  • Resilient: handles rejection professionally and learns from every 'no'
  • Available for occasional travel to conferences and key accounts

Commission Structure

Commission-Only (No Base)

  • 30% recurring commission on all non-enterprise plans for 2 years
  • 20% recurring commission on Enterprise plans for 2 years
  • Recurring for as long as the customer remains active during the 2-year window

Benefits & Perks

Uncapped commission — no ceiling on earningsRecurring revenue that compounds as your book of business growsRemote-first, flexible scheduleSales enablement resources: decks, battlecards, demo environmentsMarketing support for pipeline and demand generation

Why Adacavo?

Purpose-Built for OOH

The outdoor advertising industry still runs much of its operations on spreadsheets. We're building a modern platform purpose-built for it.

Remote-First, Global Impact

Work from anywhere in US/Canada. Your customers are billboard owners in every major market.

Founder-Led, Customer-Obsessed

Direct access to leadership. No bureaucracy. Ship product that customers love and tell their peers about.

Don't see your role?

We're always looking for exceptional people — engineers, designers, operators, marketers. Tell us what you'd build.

Start a Conversation

Or email us directly: careers@adacavo.com