Sales Development Representative

Outmarket AI

Sales Development Representative building Outmarket AI’s outbound engine for Outmarket AI, an AI platform for commercial insurance agencies. Generating qualified pipeline through personalized, multi-channel prospecting.

Posted 8/22/2026full-timeRemote • 🇺🇸 United StatesJuniorMid-LevelWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in outbound sales development, leveraging multi-channel prospecting techniques and AI tooling to effectively engage with commercial insurance agencies. Proven ability to meet pipeline generation targets while collaborating with sales and marketing leadership to refine outreach strategies.

Highest-signal resume keywords

Outbound Sales Development Representative (SDR) ExperienceMulti-Channel ProspectingCommercial Insurance Sales ExperienceCRM ProficiencyAI Tooling Experience

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Outbound Sequences ExecutionPersonalized Outreach CraftingPipeline Generation Target AchievementResearch and Writing SkillsCold CallingEmail Template CreationDiscovery Call BookingMarket Feedback SharingAccount ResearchSales Engagement Tooling

Soft Skills

Problem-SolvingPrioritizationAttention to DetailCollaborationAdaptability

Tools & Technologies

CRM SoftwareAI ToolingSales Engagement Tools

Industry Keywords

Commercial InsuranceP&C Commercial LinesBuyer Persona TargetingStartup EnvironmentGTM Experience

About the role

Key responsibilities & impact

Build and execute outbound sequences across phone, email, and LinkedIn
Target commercial insurance agencies matching the ideal customer profile
Research target accounts, including book of business, growth priorities, and pain points
Craft relevant, personalized outreach
Use AI tooling to research, personalize, and prospect at scale
Qualify prospects and book discovery calls for the Account Executive team
Meet and exceed monthly pipeline generation targets
Create and test outbound email templates and talk tracks
Track activity in the CRM
Share real-time market feedback with sales and marketing leadership
Partner with marketing and sales leadership to improve targeting, messaging, and outbound strategy
Share best practices and learn in a collaborative, fast-moving team

Requirements

What you’ll need

2+ years of outbound SDR or BDR experience
Technology or software product sales experience into a defined buyer persona ideally
Background in commercial insurance or experience selling into insurance agencies strongly preferred
Comfortable and effective with phone-first cold calling
Proven multi-channel prospecting across phone, email, and LinkedIn
Track record of hitting and exceeding pipeline and meeting generation targets
Strong research and writing skills
Comfort operating in a fast-paced, resource-constrained startup environment
Strong problem-solving, prioritization, and attention to detail
Fluency with CRM and modern sales engagement tooling
Appetite for adopting AI to work smarter
Familiarity with the P&C commercial lines landscape is a bonus
Hands-on AI tooling experience is a bonus
Early-stage or founding GTM experience is a bonus

Benefits

Comp & perks

Opportunity to join early and help define the outbound motion with no legacy constraints
Meaningful influence on how Outmarket builds pipeline, positions its product, and scales GTM
Fast-learning environment to develop modern outbound fundamentals and AI-native prospecting skills
Clear path to grow as the company and team scale