Sales Development Representative

Work changed.
Pay didn't.
Coverflex exists to make compensation work for everyone.
Pay is still rigid, fragmented, and hard to feel.
We turn compensation into choice: one platform, one card, one app, for benefits, meal allowance, insurance and more.
Our platform is simple for HR and meaningful for employees.
We provide choice, smarter compensation tools and empowerment.
TL;
DR (The Essentials)
Role: Sales Development Representative
Seniority Level: Junior
Type: Individual Contributor
Languages: Portuguese and English (fluent)
Main Tools: HubSpot, Notion, Slack, Aircall, Claude
Location: Portugal
Contract Type: Fixed Term - 6 months
Compensation
Base Salary: €20,000 to €26,000 gross annual package + variable
Equity: Yes, Stock Options under our Equity Incentive Plan
Benefits: you can check them below at the end of the page
Your Impact
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
Reality Check - What Makes This Role Hard
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.
You
Must-haves (evidence, not years)
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
Nice-to-have
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
Don't check every box?
That's fine.
If you're commercially driven, move fast, enjoy closing, and are comfortable figuring things out as you go, we'd still love to hear from you.
Your DNA
Closer-first: You don't let good opportunities sit in the queue.
Fast and decisive: You qualify quickly, make trade-offs and know when to move on.
Commercially driven: You're motivated by results, targets and variable compensation.
Adaptable: Changing priorities don't throw you off.
Automation-minded: Your first instinct is often: "Can this be automated?"
Proactive: You flag blockers early rather than quietly absorbing them.
You'll probably find this frustrating if...
You need a finished playbook before you can perform.
You prefer long relationship-building conversations over closing.
You're uncomfortable with changing priorities or evolving processes.
You're indifferent to targets or variable compensation.
You want to own a stable book of business rather than constantly improve how the motion works.
You're prima