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Director of Sales - Hospitality

Remote / Online - Candidates ideally in
South Portland, Cumberland County, Maine, 04106, USA
Listing for: Milestone Inc
Full Time, Remote/Work from Home position
Listed on 2026-06-16
Job specializations:
  • Sales
    Business Development, Account Manager
Salary/Wage Range or Industry Benchmark: 125000 - 150000 USD Yearly USD 125000.00 150000.00 YEAR
Job Description & How to Apply Below

POSITION: Director of Sales - Hospitality

LOCATION: USA - Remote – Fulltime at Milestone Inc. (Direct Hire)

ABOUT MILESTONE

Milestone drives online leads and customer acquisition for over 2000 companies across the hospitality industry by building “Experiences” and “Discovery” natively in our platforms. Milestone solutions for hotels, resorts, casinos, restaurants, and spas include a SEO-first CMS platform, Website Design Services, Site Studio for scaling a large volume of sites (for restaurants, spas, etc), Local Listings Platform, Schema Platform, Events Calendar Software, Analytics Platform, and AI Content  addition, Milestone offers performance marketing services for content development, SEO, paid advertising, and analytics.

Milestone is proud to be a trusted partner to hotel chains, independent upscale hotels, and management companies such as Marriott, Motel6, IHG, Preferred Hotels, Sun Outdoors, PM Hospitality, Crescent Hotels & Resorts, Remington, and Sea World.

Milestone platform is amongst the highest-rated Mar Tech platforms with awards and recognition from Forrester, G2, Adrian Awards, US Search Awards, Search Engine Land, CMS Wire, and many more organizations. Milestone platform was recognized with Adrian Award’s Best Technology Platform in the hospitality industry in 2022.

As a Director of Sales at Milestone, you will:

  • Connect with senior digital executives in hospitality to understand their needs and challenges and present solutions using Milestone product portfolio.
  • Build, lead and grow your own book of business, selling to senior and C-level executives at hotels, management companies, independent hotel groups, and hotel chains the full portfolio of Milestone software and service solutions.
  • Drive significant growth in a designated geographic territory for both new and existing business, achieving, or exceeding individual quota.
  • Pipeline development through a combination of strategic account prospecting, cold calling, email campaigns, conferences, and internal SDR lead generation support from hotel & hospitality-based companies.
  • Build and track all opportunities in the company Salesforce system
  • Manage the end-to-end sales process by partnering with Sales Engineers, Product Team, Executives, Centers of Excellence, Customer Success, etc.
  • Provide ongoing customer feedback to the company Product and Marketing teams designed to improve solutions offerings.
  • Represent the company in a business closing role at appropriate industry conferences and trade shows.
  • With some assistance be able to build customized sales presentations, respond quickly to RFI/RFPs, and write final contract for customer sign-off.

MINIMUM QUALIFICATIONS

  • Consultative sales experience selling to senior executives in hospitality
  • Proven track record of hitting sales targets and quotas and exceeding the numbers
  • Familiar with digital marketing – CMS, Websites, SEO, Paid, Analytics
  • Use of Salesforce or equivalent CRM software
  • Communicate effectively across departments particularly once a deal is closed and transferring details to the Onboarding Team
  • Creative, flexible and a team player
  • Ability to communicate professionally and effectively in person/phone
  • Flexible to travel
  • Minimum 10 years of experience with at least 5 years in hospitality
  • Commitment to high standards and adherence to company policy

PERKS AND BENEFITS

  • Great place to learn with phenomenal growth opportunity
  • Stable and rapidly growing company
  • Opportunity to work with a fun, amazing and talented team
  • Bonus initiatives offered
  • Exciting and innovative remote work environment
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