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Weekday AI (YC W21)

Posted 16 Oct 2026

Inside Sales Specialist

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Employment
Full time
Workplace
Remote
Team
Weekday's Client via platform
Posted
16 Oct 2026

About the role

𝗧𝗵𝗶𝘀 𝗿𝗼𝗹𝗲 𝗶𝘀 𝗳𝗼𝗿 𝗼𝗻𝗲 𝗼𝗳 𝘁𝗵𝗲 𝗪𝗲𝗲𝗸𝗱𝗮𝘆'𝘀 𝗰𝗹𝗶𝗲𝗻𝘁𝘀

𝗦𝗮𝗹𝗮𝗿𝘆 𝗿𝗮𝗻𝗴𝗲: 𝗥𝘀 𝟱𝟬𝟬𝟬𝟬𝟬 - 𝗥𝘀 𝟲𝟬𝟬𝟬𝟬𝟬 (𝗶𝗲 𝗜𝗡𝗥 𝟱-𝟲 𝗟𝗣𝗔)

Experience: 2+ yrs

Location: Remote

Job Type: Full-time

We're seeking an Inside Sales Specialist to drive new client acquisition through cold outreach and CRM-driven lead generation. You'll be responsible for executing outbound campaigns, maintaining lead quality, and hitting your own TOFU targets, a great opportunity to build a strong foundation in B2B sales for a fast-growing company.

Requirements

What you'll be doing

  • Email Performance Management: Execute cold email strategies to maintain strong inbox deliverability, healthy open rates, and low bounce rates
  • Smart Leads Management: Maintain and update records, ensuring data accuracy and smooth integration with the broader sales process
  • Lead Quality Assurance: Ensure the leads you generate meet quality standards and maintain data integrity in the CRM
  • Reporting: Share regular reports on your own lead quality, open rates, bounce rates, and other KPIs with your manager
  • Setting TOFU Targets: Track your own top-of-funnel targets and work to optimize your KPIs over time
  • Identifying Sales Opportunities: Flag sales opportunities as they arise and loop in the operations team where relevant

Your Skills & Experience

  • Experience: 2-3 years of experience with Smart Leads, Clay or a similar outreach platform. Proven experience in building sales funnels and impacting TOFU.
  • Industry Interest: Interest in B2B lead generation; exposure to creative & design services is a plus
  • Analytical Mindset: Comfort working with data to spot patterns and draw basic conclusions
  • Communication Skills: Excellent spoken and written English, with the ability to communicate clearly and persuasively

Why Join Us?

  • Work with the best: Collaborate with some of the best global brands and top leadership in the industry.
  • Hypergrowth Opportunity: Be part of a company experiencing explosive annual growth with the potential to scale.
  • Continuous Development: Refine your skills through continuous training and the support of a collaborative team.
  • Own Your Impact: Enjoy a high-trust environment where your contributions are valued, your voice is heard, and your ownership mindset is celebrated.
  • Flexibility & Autonomy: Embrace a remote-first culture that empowers you to design your ideal workday, focusing on results and maximizing your productivity.
  • Vibrant & Collaborative Community: Connect with a passionate team of creative thinkers and innovators who share your dedication to excellence and making a difference.

Days 1–30: Onboarding and Foundation

  • Get to know: Understand the company's culture, values, target clients, and sales goals
  • Learn the ICP: Study the ideal customer profile and get familiar with the lead qualification framework
  • Shadow and Learn: Sit in on calls/outreach with your manager or senior team members to understand tone, messaging, and objection handling
  • Set Up Your Workflow: Get your CRM, email sequences, and reporting cadence set up and running

Days 31–60: Execution and Ramp-Up

  • Start Outreach: Begin running cold email campaigns independently, applying what you've learned about messaging and targeting
  • Track Performance: Monitor your own open rates, bounce rates, and reply rates; start iterating on subject lines and messaging based on results
  • Build Lead Quality Habits: Establish a consistent process for qualifying leads and maintaining clean, accurate CRM data
  • Hit Early Targets: Work toward your first TOFU targets (leads sourced and qualified) with regular check-ins with your manager

Days 61–90: Consistency and Optimization

  • Own Your Numbers: Consistently hit your TOFU targets and maintain healthy email performance metrics (deliverability, open rates, bounce rates)
  • Refine Your Approach: Use your own data to identify what's working and adjust your outreach and qualification approach accordingly
  • Report Independently: Deliver clean, regular performance reports to your manager without prompting
  • Flag Opportunities: Start proactively identifying promising leads or patterns and looping in your manager or the operations team where relevant

Must-have skills

Email Marketing, Performance Marketing, Lead Generation

Good-to-have skills

lead reporting, identifying sales opportunities, creative & design industry

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