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Careers
Career paths and the craft

Which career path do you want to explore today?

What you do every day, what it really takes, where you can get and what you can earn. For the property-sales world and for the holiday-home world.

01 Dolomitissime Property sales

Real Estate Agent

You list and sell homes in the Dolomites. A market built on relationships, where your reputation grows over time.

Roles in this path
  • Agency Manager
  • Commercial and Technical Manager
  • Real Estate Agent

Looking for the other path? Go to 02 · Holiday Homes

The growth path

Where you get, step by step

The growth path, a real day, the market, the skills that matter and the numbers stated plainly.

The path
Residential sales · Dolomites
1
Months 1–2 · Onboarding
Training on the method: valuation, CRM, client management, property presentation. Senior support, no pressure in the first weeks.
2
Months 3–6 · Going solo
Your first negotiations and client portfolio. Access to the photographer, marketing and full CRM.
3
Year 1–2 · Local reference
You become the local reference. In a relationship market your value grows over time.
A real day

What Monday morning feels like

A real day after the first month. Nothing heroic: just what actually happens.

09:00

Roleplay — 30 minutes

It always starts here: how to answer “I’ll think about it”, how to handle a price objection, how to open a call. Practised until it comes naturally.

09:30

Prospecting — calls

Two hours of calls: just sold, just listed, centres of influence, acquaintances. Off season, prospecting is almost entirely by phone.

11:30

Follow-up

Half an hour to work what came up: book appointments, send materials, update the CRM. Nothing is left hanging.

12:30

Lunch — at home

Most of the team goes home. Two real hours, in your own kitchen, in your own village. That doesn’t happen in a city agency.

14:30

Email and messages

Half an hour for replies and confirmations. You don’t work reactively all day: email has its slots.

15:00

Prospecting — second block

Another block of calls: those who didn’t answer, new contacts, specific lists. Prospecting is the fuel.

16:30

Appointments

Property viewings, owner meetings, negotiations. Non-resident clients often come on Saturday, so some appointments fall at the weekend.

The market

A market of relationships, not volume

In big cities an agent’s work is a numbers game. In the mountains it’s reversed: the most important transactions come from relationships built over time. Whoever sells the family home doesn’t call an agency found on Google: they call someone they trust.

75%

of Italian tourist flows concentrate in 4% of the territory. Top destinations are saturated; adjacent areas like the Dolomites still have accessible entry costs and fast-growing demand.

485 mln
Tourist stays in Italy 2026
714.000
Registered short-let properties
230.100
Second-home sales 2026
+37%
International arrivals in Belluno vs 2019

“Isn’t the mountain market seasonal?” No.

Residential sales and asset management run all year. Low tourist season is often when the biggest deals close, precisely because there are fewer distractions.

The skills

What you actually need

The licence is necessary, not sufficient. What moves deals isn’t the certificate, it’s the person holding it.

1

Listen before you speak

The average agent immediately pitches property, price, features. The good one listens first. Every negotiation hides a story — a separation, an inheritance, a life change. Whoever understands that story proposes the right solution.

2

The territory as a skill

Knowing why a property in Rocca Pietore is valued differently from one in Colle Santa Lucia, how the light changes in the valley in winter, how the local community works: no portal can give this. Only you can.

3

Structured patience

Big negotiations don’t close in a week. Patience here isn’t passive: it’s an active skill. Keeping a relationship alive, coming back at the right time, asking the right question at the right moment.

4

Reputation as your main asset

In a relationship market, trust is the main currency. In a small territory reputation takes years to build and weeks to lose: it is your hardest-to-copy advantage.

Do you recognise yourself in these qualities? The rest can be learned: we provide the training, from day one.
To avoid

The mistakes almost every new agent makes

✕

Rushing to close. Haste is felt. In a relationship market, whoever senses pressure closes up — and then calls someone else.

✕

Underrating small contacts. The lady who calls out of curiosity is often the one who sends you your biggest client six months later.

✕

Not keeping up with the local market. Prices change, areas change, demand changes. Whoever stops updating loses credibility.

✕

Working in isolation. The best results come from sharing information with colleagues, not hoarding opportunities.

Before you sign

The 5 questions to ask any agency

Ask us, and ask the others. The answers will tell you everything you need to know.

1

How is my first month structured? Who supports me, and how often?

A serious agency has a defined onboarding path. If the answer is vague — “you’ll learn as you go” — there is no real training system. The first month determines the next six.

2

How many transactions did you close last year, and in what average time?

Numbers don’t lie. An agency that can’t answer is hiding something: productivity data is the best indicator of how effective the method is.

3

What tools do I get on day one? Who handles property marketing?

If you have to handle photos, listings and portals yourself, you’re a freelancer under contract. An organised agency has dedicated resources that multiply your time.

4

Where can my career be here in three years? Do you have real examples?

A generic answer — “there are growth opportunities” — says nothing. An answer with a name and a real path says everything. No concrete cases means the path doesn’t exist.

5

What is your vision for the next three years?

Are you growing, consolidating or managing stability? A growing company creates structural opportunities a stable one cannot. If you want to grow, join a company that is growing.

The real numbers

What you earn, stated plainly

Figures for someone coming from outside the sector and learning from scratch. With experience, you start higher.

First 3 months · Training No sales pressure
Monthly base€ 1.000
Commission20%
FocusMethod, CRM, territory, mentoring
↓
Months 4–12 · First operating year 1–1.5 transactions a month
Realistic revenue€ 60.000 – 100.000
Annual base€ 12.000
Estimated take-home€ 24.000 – 32.000
↓
Year 3+ · Established agent For those who built their area
Realistic revenue€ 150.000 – 200.000
Commission35% up to 70,000, then 40%
Bonus at € 150,000€ 3.000
Estimated take-home€ 59.000 – 82.000
On top · For those also developing short lets

If you develop a new area and also manage its short lets, you receive a share of the net commissions generated there*.

*Applies until the area has a dedicated office: as an example, at our smallest office — which bills about €500,000 a year in short lets — this share corresponds to about €50,000 a year. Terms are set at interview.

Company welfare · TreCuori

Part of your package that never touches the payslip.

  • Gross equals net: welfare credit is free of tax and contributions.
  • The amount varies by category and family situation: those with dependent children get a higher threshold.
  • Spend it with local suppliers: the shop, the gym, the dentist or the ski lift in your village.
Ski and sport Health Education Travel Family Local shops Meal vouchers

You work in the Dolomites: no relocation, no mandatory open space. If you live in Arabba, you work in Arabba.

02 Dolomiti Rentals Short lets

Holiday Homes

You host guests and manage the apartments. A growing project, from front desk to running an entire portfolio.

Roles in this path
  • Housekeeping Supervisor — Quality and hospitality
  • Property Manager — Short lets

Looking for the other path? Go to 01 · Real Estate Agent

The growth path

Where you get, step by step

From front-office assistant to managing an entire portfolio: the short-let path, within a plan to go from 300 to 5,000 managed apartments.

The path
Short lets · Holiday homes · Dolomites
1
Holiday-home assistant
Front office, bookings, relationships with owners and guests — and the first eye on opportunities across the area.
2
Property Manager
Runs the holiday-home team of one office: the people, the quality of service, the suppliers. And closes the deals the assistant spotted on the ground. Today it is the role of people like Isabel and Tatiana.
3
Area manager
Coordinates the holiday-home teams of several offices in the same area — the Agordino or Trentino, for instance — as the expansion plan opens new offices.
4
Head of Holiday Homes
Leads the entire Dolomiti Rentals division. Not a theoretical role: it already exists today.

The path is open both to new joiners and to people already at Dolomitissime who want to grow from holiday-home assistant.

What we offer

Tools from day one

A dedicated management system: bookings, calendars and guest communication across all channels in one place, not scattered spreadsheets

Real training and support in the first months, alongside people who already do the job every day

A team, not an isolated role: you work with the housekeepers and with whoever runs the office — you do not solve problems alone

Incentives tied to the office results, for the whole holiday-home team

TreCuori company welfare: gross equals net, to spend on sport, health, travel, family and local suppliers

You work where others come on holiday: in your own valley, not in an anonymous call centre

On top · For those developing a new area

If you develop a new short-let area, you receive a share of the net commissions generated there, until that area has a dedicated office*.

*As an example, at our smallest office — which bills about €500,000 a year in short lets — this share corresponds to about €50,000 a year. Terms are set at interview.

You work in the Dolomites: no relocation required.

The skills

What you actually need

No licence required. What it takes is harder to list in an advert: holding together dozens of small things that a guest notices immediately if they slip for even a day.

01

Listen to the owner before speaking

Someone handing over their home does not want to feel like a number: they want to know that if something goes wrong, somebody will handle it as they would. Understanding what worries them — damage, lost bookings, a home left uncared for — is the basis of a lasting relationship.

02

Holding bookings together across channels

Booking, Airbnb, direct enquiries: requests arrive from different places and must be held together without losing any. This is not side admin work — it is the core of the role.

03

The details a guest never sees

A check-in that works, heating switched on in time, linen ready: when it all works nobody notices. They only notice when something is missing.

04

Staying clear-headed when it all happens at once

In high season you can have several check-ins in the same hour, a double booking to fix and an angry guest on the phone. Whoever does this job well sets priorities without passing the pressure on to the person in front of them.

05

Reputation is built one review at a time

Guests also choose based on those who came before them: every stay handled well is an investment that shows up in the months that follow.

06

A trained eye on the area

Spotting a home with potential — an owner mentioning it, an empty flat in the right area — and flagging it. The next step handles the negotiation, but if you do not notice it first, that opportunity reaches no one.

A real day

What a day here feels like

This is the shape of it. What changes, every day, are the surprises to sort out.

8:30

Opening and checking requests

Bookings and requests that came in overnight or the day before, across every channel: Booking, Airbnb, direct.

10:00

Communication and coordination

Guests arriving or already staying; coordination with housekeepers and maintenance for changeovers and surprises.

12:30

Lunch

Two real hours off, until 2:30 pm.

14:30

Second round on requests and bookings

Picking up whatever arrived in the meantime: nothing is left hanging at the end of the day.

16:00

Check-in and check-out, or scouting

This is what makes the job different from any front desk: you move around the area and spot homes with potential. The next step handles the negotiation, but you see the opportunity first.

18:00

End of day, home

In your own valley, not an hour down a ring road.

The real numbers

What you earn, stated plainly

Holiday-home assistant · starting salary
20.000 – 25.000 €
Gross annual salary, with room to grow.

For the steps above we do not publish figures, because they depend on the office, the portfolio and the results. What we can say is that there is real room to grow — personally, professionally and financially — for those who build with us, wherever along these four steps you choose to stop.

Why this job matters

Helping someone earn from their home in the Dolomites, and helping visitors find the right holiday: this job has a direct impact on the income of hundreds of local families, not only on yours.

Does this world sound like you? Organisation, empathy and attention to the guest: we teach the rest.
Year 3+ · For the ambitious

Area Manager

You coordinate agents and property managers across an area, manage partnerships with local operators and take a front-line role in the 5,000-apartment project. Those who build with us from the start — on either side — come first for these roles.

Sound right? Let’s talk.

We’re not looking for the perfect CV. We’re looking for the right person.

Fancy giving it a go?
Positions Apply