Sales & Business Development Representative

Weekday AI (YC W21)

Boston (MA)

On-site

USD 60,000 - 110,000

Full time

14 days+

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Job summary

Weekday AI in Boston is seeking a driven Sales and Business Development professional to help drive revenue growth, expand client relationships, and assist companies in adopting innovative digital solutions.

You will identify opportunities, manage a multi-industry pipeline, conduct discovery sessions, and collaborate with marketing, product, and customer success to ensure smooth onboarding and long-term success. You will also track activities in CRM and contribute to regional growth efforts.

Qualifications

  • Experience in Sales, Business Development, or Account Management (open to early-career professionals).
  • Strong communication and negotiation skills with a consultative sales mindset.
  • Self-motivated, coachable, and eager to work in a fast-paced, goal-oriented environment.
  • Experience in technology, SaaS, or digital services preferred but not required.
  • Comfortable using CRM and sales engagement tools.

Responsibilities

  • Identify, qualify, and engage new business opportunities through outbound prospecting and inbound lead follow-up.
  • Build and manage a sales pipeline across multiple industries and product categories.
  • Conduct client discovery sessions to understand needs, present tailored solutions, and close deals.
  • Collaborate with internal teams (marketing, product, customer success) to ensure smooth onboarding and long-term success.
  • Track all activities in CRM tools and maintain accurate sales forecasting.
  • Support regional growth initiatives and contribute to local business development efforts.

Skills

Sales experience
Strong communication
Negotiation skills
Self-motivated
Coachable
Tech/SaaS familiarity
CRM tools proficiency

Tools

CRM
Sales engagement tools

Job description

This role is for one of our clients - JD

Requirements

We're seeking driven and growth-oriented professionals to join our Sales and Business Development team in Boston. In this role, you'll play a key part in driving revenue growth, expanding client relationships, and helping companies adopt innovative technology and digital solutions. Whether you're engaging prospects, managing existing accounts, or supporting enterprise sales cycles, you'll help shape how businesses modernize and scale.

Key Responsibilities

  • Identify, qualify, and engage new business opportunities through outbound prospecting and inbound lead follow-up.
  • Build and manage a sales pipeline across multiple industries and product categories.
  • Conduct client discovery sessions to understand needs, present tailored solutions, and close deals.
  • Collaborate with internal teams (marketing, product, customer success) to ensure smooth onboarding and long-term success.
  • Track all activities in CRM tools and maintain accurate sales forecasting.
  • Support regional growth initiatives and contribute to local business development efforts.

What We're Looking For

  • Experience in Sales, Business Development, or Account Management (open to early-career professionals).
  • Strong communication and negotiation skills with a consultative sales mindset.
  • Self-motivated, coachable, and eager to work in a fast-paced, goal-oriented environment.
  • Experience in technology, SaaS, or digital services preferred but not required.
  • Comfortable using CRM and sales engagement tools

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