[Hiring] Sales Development Representative @Coverflex

Role Description

Coverflex is growing through a product-led model, and our next growth opportunity is increasingly coming from the customers we already have. While most of our acquisition funnel is becoming self-serve, cross-sell and up-sell still require a human touch — particularly when it comes to insurance. This role exists to turn that demand into closed deals while helping the team maintain coverage across acquisition when needed.

• You’ll be a flexible commercial resource across acquisition and cross-sell, shifting focus depending on where the business needs the most capacity.
• You’ll know you’re successful when you:
  • Consistently close cross-sell and up-sell opportunities
  • Keep the inbound pipeline moving, with fast follow-up and low ageing
  • Contribute to assisted acquisition where human intervention is still needed
  • Help identify opportunities to improve and automate the sales process

How we’ll measure success:

• Main KPI 1: Cross-sell / up-sell deals won per month — insurance migrations + Starter → Plus
• Main KPI 2: Inbound queue speed — cycle time and % of open requests ageing past 14 days
• Main KPI 3: Assisted-acquisition deals won
• Guardrail: Average deal value and company-size mix

Let’s be real: this is a fast-moving, high-volume sales role where the process is still evolving. Your focus will shift between acquisition and cross-sell depending on business priorities, sometimes with little notice. Most inbound leads have limited initial intent, so you’ll need to qualify quickly, disqualify when necessary, and keep opportunities moving.

• You’ll also be selling while improving the process around you — spotting broken handoffs, tooling gaps and repetitive work that should eventually be automated.
• Insurance conversations can be technical, so you’ll need enough product understanding to build credibility while knowing when to bring in the right expert.
• And because many of these are small-ticket deals, speed matters more than a long consultative sales cycle.

Qualifications

• Proven experience closing warm/inbound B2B opportunities, ideally in a high-volume, small-ticket environment
• Track record of closing deals and managing a large pipeline without losing opportunities
• Strong commercial drive and genuine motivation to close and earn variable compensation
• Strong pipeline discipline and ability to move opportunities forward with urgency
• Comfortable working in an environment where priorities and processes change quickly
• Experience working in a role where the playbook was not always finished — and you still found a way to sell

Requirements

• Insurance, broker/insurer, benefits, HR-tech or payroll experience
• Experience working with a product-led / self-serve funnel
• Experience building or improving sales sequences, workflows or automations
• Experience selling a technical product

Benefits

• Base Salary: €20,000 to €26,000 gross annual package + variable
• Equity: Yes, Stock Options under our Equity Incentive Plan
• Additional benefits can be checked below at the end of the page

Manager & Team

Meet Your Manager:

• Hiring Manager: Mário Tarouca - PLG Team Lead
• Location: Portugal
• LinkedIn Profile: Mário Tarouca
• Profile Snapshot:
  • Energy: Strategic and high-output. Moves fast, expects the same from the team.
  • Communication: Direct and async-first — mostly Slack, straight to the point, no fluff.
  • Feedback Style: Honest and direct, always tied to business outcomes. You'll always know where you stand.

How to work with me - in the Manager's own words:

• I care about outcomes, not activity. I give full autonomy to people on my team — but autonomy comes with ownership, and ownership means you drive your numbers and flag blockers proactively, not after the fact.
• My default question is: what’s the fastest way to validate this?
• I'm automation-first and expect the same mindset from everyone I work with — if something can be done by a tool or a workflow, we shouldn't be doing it manually.
• I'm hands-on: I'll be in your experiments, your copy iterations, your dashboards. Not to micromanage, but because I think the best results come from a manager who's close to the work.
• I'm direct — with feedback, with priorities, with bad news. I expect the same back.

Your Team:

• Mário Tarouca: PLG Team Lead (Hiring Manager)
• João Campos Ferreira: SDR acquisition PT, LinkedIn
• Sabrina: SDR, insurance cross-sell + placement/back-office. Retains insurance quoting, specs and placement. LinkedIn
• Other stakeholders:
  • Giada Purini: SDR, acquisition IT, LinkedIn
  • Sergio Bruno: SDR, acquisition ES, LinkedIn
  • Joana Morgado: Performance Marketing, LinkedIn
  • Sara Vasconcelos: CRM Lifecycle Specialist, LinkedIn
  • Heitor Leme: AI Growth Engineer, LinkedIn
  • Rosário Marrazzo: Product Manager, LinkedIn