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Sales Director - Trial to Permanent with Equity

Sales Director - Trial to Permanent with Equity

Neighborhood Value PlusPortland, OR, US
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Job Description

Job Description

Important : This position begins with a 3-month trial period. Successful completion leads to a permanent position with equity, increased compensation, and potential base salary for exceptional performers.

Neighborhood Value Plus seeks an experienced Sales Director to establish and lead sales operations for our innovative neighborhood service platform. As the first and only company offering our proprietary service model, we provide the unique opportunity to sell without competition while building toward a leadership role with significant equity participation.

This position starts as an independent contractor (1099) during the trial period, with clear progression to permanent status including potential W2 employment with base salary plus commission for proven performers.

Company Background

Neighborhood Value Plus is a Portland-based technology company that has developed a proprietary approach to delivering neighborhood services. Our innovative model creates significant cost savings for residential communities through a unique methodology that no other company currently offers. We are a team of 6 seeking our 7th member to own and scale sales operations.

Position Structure & Progression

Phase 1 : Trial Period (Months 1-3)

Structure : 1099 Independent Contractor

  • 20% commission on all closed accounts
  • 100% commission-based (no base salary)
  • Flexible schedule (20-30 hours / week)
  • Specific monthly milestones to achieve

Required Milestones :

  • Month 1 : Complete training, conduct 20+ prospect meetings, test all sales channels
  • Month 2 : Build $50,000+ qualified pipeline, schedule 5+ HOA presentations
  • Month 3 : Close 1-2 accounts or $10,000+ monthly recurring revenue

    • Phase 2 : Permanent Position (Months 4-12)

    For Successful Trial Completion :

  • Increased commission to 25% on all accounts
  • 2-4% equity stake with 4-year vesting
  • Employee #7 and founding team recognition
  • Monthly draw against commission consideration ($2-3K)
  • Expense reimbursement for sales activities
  • Continued 1099 or W2 conversion based on performance

    • Phase 3 : Leadership Role (Year 2+)

    For Top Performers :

  • Conversion to W2 employment
  • Base salary ($40-60K) plus commission (15-20%)
  • Full benefits package (health, dental, vision, PTO)
  • VP Sales or Chief Revenue Officer title
  • Increased equity participation
  • Build and lead sales team

    • Why This Opportunity is Unique

  • No Competition : We are the only company with this model - you educate rather than compete
  • Complete Autonomy : Self-manage without micromanagement
  • Equity Upside : 2-4% stake could be worth millions
  • Clear Growth Path : From individual contributor to sales leadership
  • Recurring Revenue : Build a book of business that pays for years
  • Market Creation : Establish standards for an entire industry

    • Compensation Details

    Trial Period (Months 1-3) :

  • 20% commission on closed accounts
  • Performance-based earnings only
  • Typical range : $0-30,000 based on performance

    • Permanent Position (Post-Trial) :

  • 25% commission Year 1 (your accounts)
  • 15% commission Year 2 (your accounts)
  • 10% residual commission Year 3+ (your accounts)
  • Potential base salary or draw for proven performers
  • Performance bonuses and expense reimbursements
  • Annual earnings potential : $50,000-125,000+

    • Equity Package (Post-Trial) :

  • 2-4% ownership stake
  • 4-year vesting with 1-year cliff
  • Founding team member recognition
  • Increased participation possible based on performance

    • Position Responsibilities

    Primary Duties :

  • Develop and execute sales strategies across multiple channels
  • Educate target markets on our proprietary service model
  • Conduct direct sales to homeowners and businesses
  • Present to HOA boards and property management companies
  • Build strategic partnerships with local businesses
  • Create scalable sales processes and documentation
  • Generate consistent pipeline and close new accounts
  • Provide market feedback to inform product development

    • Sales Channels :

  • Direct-to-consumer (door-to-door and digital)
  • B2B partnerships with local businesses
  • Institutional sales to HOAs and property managers
  • Commercial and enterprise accounts

    • Required Qualifications

  • Minimum 3 years B2B or direct sales experience
  • Proven track record closing deals independently
  • Self-starter mentality with minimal supervision needs
  • Comfortable with 100% commission during trial period
  • Valid driver's license and reliable transportation
  • Ability to work as 1099 contractor initially
  • Financial stability for commission-only period
  • Available 20-30 hours per week minimum
  • Portland area residence or relocation

    • Preferred Qualifications

  • Experience selling without competition
  • Success with market education and category creation
  • Door-to-door or field sales background
  • HOA, property management, or real estate knowledge
  • Previous startup or early-stage experience
  • Track record building sales processes from scratch
  • Established Portland business network
  • History as independent contractor or business owner

    • Working Environment

    This position offers complete autonomy and flexibility. You will self-manage your schedule, priorities, and sales approach while meeting agreed-upon milestones. The role requires someone who thrives independently without daily oversight.

    Ideal for :

  • Self-directed professionals who manage their time effectively
  • Those seeking equity over immediate salary
  • Builders who want to create something from scratch
  • Sales professionals ready for leadership opportunities

    • Application Process

    To Apply : Submit resume and cover letter

    Please address in your cover letter :

  • Why you're interested in building a sales organization from scratch
  • Your comfort with commission-only trial period
  • Examples of working successfully without supervision
  • Understanding of contractor-to-permanent progression
  • Timeline for when you can start

    • Equal Opportunity Statement

    Neighborhood Value Plus is an equal opportunity employer and considers all qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability status, protected veteran status, or any other characteristic protected by law.

    Company Description

    Portland-based technology company pioneering neighborhood service delivery. First and only company offering our proprietary model with no competition. Team of 6 building toward national expansion

    Company Description

    Portland-based technology company pioneering neighborhood service delivery. First and only company offering our proprietary model with no competition. Team of 6 building toward national expansion

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