About Smartness

At Smartness, we're building the future of hospitality tech.

Our SaaS solution helps lodging providers increase revenues by 30%+ and drive more direct bookings.

We're the fastest-growing B2B SaaS company in the hospitality industry, trusted by 4,000+ clients in 40+ countries, and processing billions of euros in bookings. Backed by leading international investors and recognized among Italy's Top 10 LinkedIn Startups, we're now on a mission to scale globally.

Want to grow with us? Let's go.

What Will You Do?

You will join one of Europe's most dynamic SaaS sales teams, driven by the ambition to empower businesses to grow smarter and faster through technology and data. You will focus on expanding Smartness's global presence by generating high-value opportunities for Smartness Ultra, our premium suite for advanced revenue optimization and hospitality performance.

Outbound Prospecting – Identify and engage high-quality leads by reaching out to accommodation providers. Your main goal will be to create qualified appointments through both company-provided contact lists and direct prospecting of new opportunities.
Deliver Exceptional Experiences – You'll be the first point of contact for potential clients, shaping their first impression of Smartness and contributing directly to our growth story.
Achieve Your Monthly Target – Your performance will be measured by the ARR generated through the opportunities you create, emphasizing quality and conversion rather than volume.
Data Analysis & Continuous Improvement – You'll sharpen your analytical mindset by monitoring and improving your pipeline performance, using some of the most advanced sales tools in the market.
Trade Shows & Events – Smartness is present at major industry events across Europe. You'll have the chance to attend 1–2 trade shows per year, meet clients in person, and learn directly from the field.
Demonstrate Our Value Proposition – Clearly communicate how Smartness helps hospitality businesses grow, sparking enthusiasm and trust among prospects.

What Are We Looking For?

Strategic Sales Mindset: You understand how to approach complex organizations, identify key decision-makers, and tailor your outreach to different stakeholder levels.
Business Acumen: You can quickly grasp our clients' business models and challenges, positioning Smartness as a strategic partner rather than just a software solution.
Collaborative Approach: You work closely with Account Executives and Product Owners to build and qualify high-value pipelines, ensuring alignment from first contact to closing.
Data-Driven & Insight-Oriented: You leverage CRM insights, market data, and sales intelligence tools to prioritize accounts and refine your strategy.
Resilience & Persistence: Enterprise sales cycles are long and complex — you stay motivated, disciplined, and consistent in your outreach and follow-up.
Communication Excellence: You can clearly and confidently articulate Smartness's value proposition to C-level and senior decision-makers.
Experience in B2B SaaS Prospecting: You have at least 1–2 years of experience in outbound prospecting or lead generation, ideally within a SaaS or technology environment.
Curiosity & Growth Mentality: You're constantly learning — from data, colleagues, and customers — to sharpen your skills and evolve as a sales professional.
Italian: C2

What do we offer?

Work in a small and top-performing team that moves extremely fast where you are extremely important.
Work without having to deal with jerks and ego-maniacs.
The opportunity to join one of the best travel-tech sales teams in Europe.
A place where your talent can blossom.
An environment where mistakes are allowed – we make bold choices to achieve ambitious goals, learn from mistakes, and move forward.
A place where your voice matters – meetings provide space for new ideas and projects, regardless of your role or seniority.
Continuous growth – we challenge the status quo, renewing our sales processes and approaches to meet challenging goals.
We have fun while working! We are easygoing people.
Work with the best software out there to automate repetitive tasks and let you focus on customers and targets.
Remote working with frequent opportunities to meet up.
Fun and enriching experiences – unforgettable team-building events that go beyond the usual outings.
Competitive salaries and bonuses – as a meritocratic team, we recognize talent and hard work, rewarding them appropriately.

Before you apply

If you're reading this, it means you're genuinely interested, and that excites us! Here's what you need to know:

We're highly driven and set our goals higher than most, pushing boundaries others may deem impossible.
We work much harder than most companies out there.
Every day, we step out of our comfort zones, fueling rapid growth and learning, even though it might come with its stress.
We hold ourselves and our team to the highest standards of excellence and culture.
Should we feel that this role isn't the right match for you, for the benefit of both parties, we may need to part ways.

We hope this sheds light on whether this could be your next adventure. If you believe it is, we warmly invite you to apply. Discover your full potential with us!

About Us

We are the Smarties and our goal is to fully automate online operations for every lodging across the globe and become the number one SaaS in our category worldwide.

We develop a SaaS that, by leveraging machine learning algorithms, increases our clients' revenues by over 30% on average and helps owners get more direct bookings.

Don't you believe it? Have a look here: https://www.smartness.com/it/case-studies/

Here's some information about us:

We have been the fastest-growing B2B SaaS in the lodging industry ever (compared to today's leading global players with valuations exceeding €500M.).
Last year, we were awarded as one of the top 10 LinkedIn startups in Italy.
We have already managed several billion euros in bookings for clients from more than 17 countries in just a few years of operation.
We have raised funds from top international investors like Partech.

Sales Development Representative

Job Type