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Sales Development Representative

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Remote from
USA
Salary
USD 48k–87k / yr
Department
Sales
Employment
Full Time
Experience
Director
Published
Apply before
14 Nov 2026
Listing views
12
Application actions
0
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AI Summary

The role, at a glance.

Chili Piper is hiring a Sales Development Representative to generate qualified pipeline for its B2B SaaS demand-conversion platform. The role centers on identifying target accounts, executing and testing outbound campaigns, prospecting by phone, and partnering with Account Executives and cross-functional teams. Success requires at least one year of sales experience, strong analytical judgment, clear English communication, and comfort operating in a fast-changing remote environment. This is a full-time, US-remote sales role with significant ownership over outbound experimentation and activity goals.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

3/5
EasyHard

Pace & Pressure

5/5
RelaxedFast-paced

Autonomy Level

4/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThe role is an early-career sales position, but consistently creating pipeline requires persistence, prospecting discipline, and data-driven experimentation. Its rapid pace, ambiguous priorities, and distributed collaboration increase the operational challenge.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job median (per year)Highly competitive
$67,500
US market range (per year)$50k–$85k
AI insightEmployer-provided compensation is $48,000–$87,000 USD per year, with a midpoint of $67,500. For a US-based SaaS Sales Development Representative, the estimated market range is $50,000–$85,000 USD per year; actual total earnings may vary if variable sales compensation applies, though no commission structure is disclosed.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How would you identify and prioritize high-potential accounts for an outbound campaign?

I would define an ideal customer profile using firmographic, technographic, and buying-signal data, then tier accounts by fit and likely urgency. I would research key stakeholders, create relevant messaging hypotheses, and track engagement and conversion metrics to refine the prioritization model.

Describe how you would test a new outbound channel.

I would begin with a clear hypothesis, target segment, message, and success metric such as reply rate or qualified meetings booked. I would run a controlled pilot, document results by segment and message variant, then scale the channel only after it demonstrates repeatable quality pipeline.

How do you respond when prospects do not engage after several outreach attempts?

I vary the channel, timing, and value proposition while keeping outreach concise and relevant to the prospect's likely priorities. If there is still no engagement after a thoughtful sequence, I document the outcome, place the account into an appropriate nurture motion, and focus effort on higher-intent opportunities.

What metrics would you monitor to assess your SDR performance?

I would monitor activity quality and volume, connection and reply rates, meeting-booked rate, meeting-show rate, qualified opportunities created, and pipeline contribution. I would review these metrics by segment and campaign to identify where adjustments to targeting, messaging, or cadence are needed.

How do you stay organized and accountable while working remotely?

I use a structured daily plan, maintain accurate CRM records, and prioritize work against weekly goals and agreed OKRs. I proactively communicate progress, blockers, and learnings with my manager and teammates so that distributed collaboration remains transparent.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.
Opportunity details

About this role.

About Chili Piper

Chili Piper is a B2B SaaS company that helps GTM teams turn inbound leads into qualified meetings – instantly. Our Demand Conversion Platform makes it easier for buyers and sellers to connect fast, without the usual friction in the funnel.

We’re a fully remote, global team that loves building solutions that truly help our customers, moving fast, and having fun while creating something meaningful. We’re growing quickly and aiming big!

Job Description

As a Sales Development Representative at Chili Piper, you will drive Chili Piper’s future growth engine by working with the Account Executive team to build pipeline. You are excited about prospecting to potential customers, and are capable of identifying high potential Customers for Chili Piper. You are adept at identifying high value opportunities and capable of managing early sales funnel activities. You are used to delivering value in competitive situations and enjoy working on products that drive the future of Sales. Finally, you enjoy building – you like to actively participate in the development of the sales process and have fun building out our Sales team.

We take a data driven, analytical approach to outbound sales, and are looking for someone who is confident in both prospecting to customers and in helping design our strategy. If you’re hungry, smart, persistent, and a great teammate, we want to hear from you!

What You’ll Do

  • Identify high-potential businesses and develop and execute outbound strategies to bring them to Chili Piper

  • Develop and lead outbound campaigns from idea-generation through to qualified meetings

  • Launch and test new outbound lead generation channels and determine how best to scale them

  • Work with cross-functional teams and build the roots of our Sales team

  • Hit the phones confidently with prospects from self-sourced and SDR generated efforts

  • Launch and test new outbound lead generation channels and determine how best to scale them

  • 1:1’s with your manager, meet & shadow current members of the Chili Piper team

  • Set monthly OKRs (Objectives and Key Results) with your manager and develop an action plan to achieve them

  • Become a product expert

  • Consistently achieve your activity goals

Qualifications

What We’re Looking For

  • 1+ years of sales experience, preferably at a technology company, with a track record of top performance

  • Strong analytical and quantitative capabilities

  • Superior verbal and written communication skills

  • Ability to operate in a highly ambiguous and fast-paced environment

  • Self starter who is used to working in a scrappy team

  • Strong interest in technology

  • Active and engaged LinkedIn presence

Additional Skills

  • Passion for Chili Piper values of Help & Compassion, Innovate, Take Ownership, Growth Mindset, Have Fun

  • Thrive in a fast pace environment with ability to prioritize and multi-task on the fly

  • Strong emotional intelligence skills

  • Resourcefulness, creativity and strategic thinking for troubleshooting problems

  • Self motivated and self-directed; Fast learner

  • Strong English communication and documentation skills

  • Ability to work in a dynamic environment in which the requirements are not always well defined and priorities change frequently

  • Strong attention to detail and documentation

  • Comfortable in supporting and working with global customers across many time zones

Additional Information

Why you’ll love being a part of our team:

Our team loves Chili Piper because we’re building the company of the future.

  • Work with an immensely talented global team

  • Work in a business that’s run fairly and transparently

  • Competitive pay based on market rate wherever you live

  • We lead by example–showing industry peers and leaders how to innovate, improve, and grow–while having fun

How we work:

  • Freedom and flexibility. We’re a 100% distributed team working from around the world, and we’ve been fully remote since 2016. Our team members can work from wherever they want in the world, as long as they show up on our weekly all hands meeting on Zoom.

  • Solve interesting problems. The software landscape has exploded. There are dozens of solutions for each problem. We want to be different. We come up with new angles on existing problems or invent better solutions to help companies with their sales and marketing. Then we turn these ideas into beautiful, smart software.

  • Autonomy and ownership. Working on a distributed team means you don’t have someone micromanaging you or looking over your shoulder to make sure you’re getting things done. We’re a team of do-ers who take full ownership for their results.

  • Be helpful. Our first value as a company is help. Help our customers be successful. Help our prospects get the right information and make the right decision whether or not it includes our products. Help our team members reach their full potential.

The perks:

  • Unlimited vacation (and we do mean it, and we do take it!)

  • Generous health, dental, and vision insurance

  • Any equipment/software/tech that you need to do your job

  • Annual professional development stipend of $2,000 USD

  • Equity – all Pipers receive stock options

  • Annual company retreat in epic locations (past trips: Paris, Morocco, Tulum, Iceland, Ibiza, India). Check out the video from last year’s retreat in Tenerife.

Apply now >

This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

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