VP of Sales & Revenue

About AUTOMAISE

Automaise is an enterprise AI platform that automates complex customer service interactions across voice, email, chat, WhatsApp, and SMS. We help large enterprises reduce customer service cost improve operational efficiency, and deliver better customer experiences - through AI Agents that integrate with existing CRM, CCaaS, and ERP systems.

About AUTOMAISE

Automaise is an enterprise AI platform that automates complex customer service interactions across voice, email, chat, WhatsApp, and SMS. We help large enterprises reduce customer service cost improve operational efficiency, and deliver better customer experiences - through AI Agents that integrate with existing CRM, CCaaS, and ERP systems. Our clients include Via Verde, EDP, Generali, Altice, and Continente. With a Net Revenue Retention of 116%, customers who deploy Automaise consistently expand. Under new CEO leadership and full Board commitment, we are rebuilding our go-to-market across Portugal, Spain, and the UK. We compete at the enterprise level, where global players like Cognigy (NICE) and PolyAI start at $150K–$300K per year. Our segment is largely open at the local level in PT, ES, and the UK.

The Role

Automaise has a clear ICP, a defined GTM, and a restructured revenue organization. What we need now is the leader who makes it execute - consistently, at the right pace, in three markets simultaneously.

This is a player-coach role.

You will close your own strategic deals while developing a high-performing team. You are in the market, in the room, and on the calls - not managing from a distance. You have carried a quota in enterprise SaaS before and can prove what you closed. Deal sizes range from €75K ARR at entry to €250K+ for strategic accounts, with a clear expansion path. The model is land and expand - the entry deal opens the account, the relationship grows it.

What You'll Lead

Own the revenue number

• Accountable for total ARR closed across PT, ES, and UK - new logos and expansion.
• Run weekly pipeline reviews with clear decisions. Maintain minimum 4x pipeline coverage across all markets.
• Protect and grow our 116% NRR - Expansion is part of every AE's target.

Lead and develop the revenue team

• Manage Regional Sales Managers in PT, ES, and UK — all player-coaches with their own quotas. Lead the Head of Solutions (pre-sales), Head of Partnerships, and Customer Success Manager.
• Define clear ownership across roles and accounts - remove ambiguity Validate all proposals and commercial structures.
• Approve all discounts jointly with the CEO.

Build pipeline - directly and through the team

• Enterprise sales is relationship-driven: networking, events, referrals, and targeted outreach.
• Ensure partner-sourced pipeline grows to 30%+ of within 12 months.
• Work with the VP of Marketing on a joint planning cadence aligned with market priorities.

Enforce process and CRM discipline

• HubSpot is the single source of truth - no offline tracking.
• Ensure every deal follows the defined eight-stage sales cycle with clear exit criteria.
• Review stalled deals for disqualification, not inflation.
• Assign a commercial owner in Hubspot (Regional Sales Manager or Enterprise Account Executive) to every account from day one.

Sell Professional Services with conviction

• Professional Services (PS) is essential to delivering results in 30-60 days after go-live.
• Train and coach the team to defend PS pricing and hadle objections confidently.
• Ensure proposals follow the two-document structure: executive proposal and statement of work annex.

Minimum Requirements

A commercially-driven sales leader who has personally closed enterprise SaaS deals and can build a team that does the same. Someone who knows how to navigate CS Directors, a COOs, and a CEOs, and move deals forward in complex environments.

What we’re looking for

A commercially-driven sales leader who has personally closed enterprise SaaS deals and can build a team that does the same. Someone who knows how to navigate CS Directors, a COOs, and a CEOs, and move deals forward in complex environments.

Experience

• 8-15 years of B2B sales experience, with 4+ years leading an enterprise SaaS sales organisation .
• Proven individual contributor track record closing enterprise deals.
• Multi-market leadership across PT/ES/UK or similar European markets.
• Enterprise consultative sales: 6-12 months cyles, multi-stakeholder, relationship-based.
• Experience with partner channels and co-selling motions.
• Strong CRM discipline (HubSpot or equivalent).
• Sector experience in CX, CCaaS, AI automation, Utilities, Banking/Insurance, Telco, Retail, or BPO is a plus.
• Player-coach mindset: strategic leader who still closes deals.

What Good Looks Like In The First 90 Days

• 30 days — Every account has a named owner in HubSpot. Pipeline cleaned against ICP. Stalled deals disqualified.
• 60 days — Weekly pipeline rhythm established. Proposal committee running. PS pricing defended.
• 90 days — A qualified, predictable enterprise pipeline established, with clear deal progression, partner-sourced pipeline activated, and a team executing at a consistent sales rhythm.

What We Offer

• Direct report to the CEO with full authority over the revenue organisation - Sales, Solutions, Partnerships, and Customer Success.
• A structured revenue team already in place.
• A clear ICP, a defined GTM, and a Board committed to rebuilding the commercial engine Enterprise references that open doors: Via Verde, EDP, Generali, Altice, Continente.
• A largely open enterprise AI market in PT, ES, and UK.
• Net Revenue Retention of 116% - the installed base grows when deployed correctly.
• Lisbon-based with flexibility. Regular travel to Madrid and London required.

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