Outsite

Business Development Representative

Remote, United States remote Entry $45,000 - $50,000
remote Technology & IT Salary listed Curated
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About the role

## About Outsite

 

Outsite is a global coliving company for remote workers — hotel-quality service, extended-stay flexibility, and a built-in community, at the intersection of hospitality and lifestyle. We operate 40+ properties across 21+ cities on 5 continents, with 6,000+ verified members and an NPS of 65.

 

## About Outsite for Teams

 

Outsite for Teams is Outsite's B2B expansion — giving companies, teams, and communities access to our global network of coliving and coworking spaces for their employees. Rather than a bulk discount, we position it as a meaningful perk: founders and leaders purchase memberships on behalf of their team, and a dedicated account manager keeps them active and engaged. This is a genuine growth priority for the business, and you'll be one of the first dedicated sales hires driving it.

 

## Role Overview

 

We're hiring a Business Development Representative to build and run outbound sales for Outsite for Teams. You'll identify and prospect the right companies, run discovery calls, and close new business — turning remote-first startups, distributed teams, and growth-stage companies into long-term Outsite for Teams accounts.

 

This is a highly autonomous, build-it-yourself role. You'll help shape the outbound playbook, not just execute someone else's.

 

## Key Responsibilities

 

### 1. Prospecting & Outbound

- Build and work target lists of remote-first and hybrid companies, using signals like team size (50–500), remote/hybrid language in company descriptions, and titles such as Head of People, Chief of Staff, VP of Operations, or Founder

- Source leads via LinkedIn Sales Navigator, Wellfound/AngelList, Crunchbase, remote job boards (We Work Remotely, Remote.co), and Outsite's own member base

- Run cold outbound via email, LinkedIn, and calls, and continuously test and refine messaging

- Reach out to local companies near Outsite locations to sell business travel and corporate stay packages

- Build partnerships with travel agencies and tour operators to generate referral and bundled-stay opportunities

 

### 2. Sales & Pipeline Management

- Run discovery calls to understand a prospect's team, travel patterns, and remote work culture

- Own the full sales cycle from first touch to close

- Keep the CRM clean and current — every deal staged, every next step logged

- Forecast pipeline accurately and hit monthly/quarterly new business targets

 

### 3. Collaboration & Handoff

- Partner with the Head of Marketing on positioning, collateral, and campaigns that support outbound

- Hand off closed accounts cleanly to the account management side, with full context on the client's goals

- Share market feedback — what's resonating, what isn't — to sharpen Outsite for Teams' pitch and ICP over time

 

### 4. Reporting

- Report weekly on pipeline: volume, stage, conversion, and blockers

- Track and share what's working in outbound so it can be systematized

 

## Required Skills & Experience

 

- 1+ years of B2B sales or business development experience (SDR/BDR background a plus)

- Confident, consultative communicator — comfortable running discovery calls with founders and People leaders

- Self-starter who's built pipeline from scratch, not just worked warm leads

- Able to work autonomously and independently 

- Comfortable with taking initiative and being proactive 

- Comfortable working European timezone hours

- Strong written communication — outbound copy is part of the job

- Organized; keeps a CRM honest without being told to

- Comfortable using AI in workflow

 

## Nice to Have

 

- Experience selling to remote-first or distributed teams

- Familiarity with Pipedrive or HubSpot

- Existing network in the startup, remote work, or travel/hospitality space

- Experience selling a membership, subscription, or perk-style product

 

## What Success Looks Like (First 90 Days)

 

- A working, documented outbound playbook (lists, messaging, cadence)

- A full and accurately-staged pipeline in the CRM

- First qualified meetings booked and first deals in late-stage or closed

- Clear, weekly reporting rhythm established with Marketing

- Sharpened point of view on which ICPs convert fastest

 

## Benefits

 

- Remote, travel encouraged

- Credits for Outsite locations 

- Salary - $45,000 - $50,000 USD + commission

 

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Role
Technology & IT Business Development CRM Data Analysis Digital Marketing Operations remote

Likely questions

  1. Tell us about work you have done that is close to the Business Development Representative role.
  2. How would you approach your first 30 days at Outsite?
  3. Which of Business Development, CRM and Data Analysis have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you stay organised and communicate clearly when working remotely?

Prepare before the call

  • A recent example that proves your experience with Business Development, CRM and Data Analysis.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Business Development Representative role because I can bring practical experience in Business Development, CRM and Data Analysis, learn the team quickly, and contribute to the outcomes Outsite needs from this hire.

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