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Software Sales Rep (1099) Job

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Employer: Sumay.io
SpiderID: 14102200
Location: Boston, Massachusetts
Posted: 11/20/2025
Wage: 75,000 - 185,000
Priority Review Date: 2/18/2026
Job Code / NOC / SOC:
Category: Sales/Demonstrators
Openings: 50
Job Description:
Job Overview

We are seeking a highly driven Software Sales Representative to help expand our customer base and introduce prospects to our cutting-edge SaaS platform. The ideal candidate is a motivated self-starter with strong communication skills, a proven ability to generate leads, and experience selling technical or software solutions to businesses of any size.

Key Responsibilities

Conduct outbound prospecting via phone, email, social channels, and virtual meetings
Qualify leads based on business needs, budget, and decision-making authority
Deliver compelling product overviews and guide prospects through the sales pipeline
Present platform features, benefits, and ROI to executives and operational teams
Maintain accurate CRM documentation, including contacts, opportunities, and deal stages
Collaborate with the sales and product teams to refine messaging and improve conversions
Manage a consistent pipeline while meeting monthly and quarterly sales targets
Build long-term relationships with clients and support their onboarding process
Provide market insights and customer feedback to support product development

Required Skills & Experience

1–3 years of experience in SaaS sales, software sales, or B2B outbound prospecting
Ability to explain technical products in simple, value-driven language
Strong negotiation, presentation, and consultative selling skills
Comfortable running demos, managing objections, and closing deals
Experience working with CRM tools (HubSpot, Salesforce, or similar)
Self-motivated, organized, and able to work independently in a remote environment

Preferred Qualifications

Experience selling to healthcare, real estate, hospitality, or operations teams
Background in 1099/commission-driven roles
Understanding of SaaS subscription models and B2B sales cycles

What We Offer

Competitive commission structure
Flexible remote work environment
Full sales support: scripts, templates, CRM access, training materials
Opportunity to grow into senior sales or account management roles
Work with a fast-growing technology company with national market potential
Job Requirements:
Must have sales experience, willing to learn and demonstrate.
Job Criteria:
Start Date: 11/24/2025
Position Type: Contractor
Experience: 2
Education: High School
Travel: None
Vacation: No Paid Vacation
Job Benefits:
Stock or Stock Options
Company Profile:
Sumay is an all-in-one real estate and travel platform that lets users rent, book stays, buy homes, explore experiences, and manage properties in one place—powered by AI to simplify search, operations, and booking across every housing and hospitality need.
Contact Information:
Contact Name: Yasir Maigari Type: Employer
Company: Sumay.io
Web Site: https://sumay.io/careers