Entrylevel Inbound Sales Development Representative Jobs in Kentucky

Sales Development Representative (SDR) REMOTE FROM ANYWHERE IN THE USA

5,000 – 5,833 $

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“Ask Your Target Market” is looking to hire a Sales Development Representative (SDR) to help build the next generation of AI - powered outbound at a category- defining insights company.

About US

delivers state-of-the-art insights automation technology and expert guidance that’s focused on providing answers for the customers of today, while evolving a platform that supports those curious about tomorrow. Advancing research with transparency and flexibility, helps you connect to a community of people, optimize your products, positioning, and concepts, and get from idea to market faster. We have a world-class platform, top-tier customers, and a creative and energetic team.

We're entering our next phase of growth and investing in a modern, AI-powered outbound motion — and we're looking for a Sales Development Representative to help build it from the ground up. This isn't a script-and-dial role. It's an opportunity to be hands-on every day in shaping how AI and human effort work together to generate enterprise pipeline in the AI era.

You will report to our AVP, Growth Operations, and join the Growth Marketing team, working closely with Growth Operations leadership as we scale enterprise pipeline generation through next-gen, AI-powered outbound.

What You'll Own

AI-assisted outbound & prospecting Execute high-volume outbound prospecting — calls, email, and social — using AI-assisted tools to draft, personalize, and enrich outreach at scale, while keeping every touch genuinely human.

Intent-driven lead qualification Qualify inbound and outbound leads using intent and buying signals with our ICPs/personas, so you're prioritizing the right accounts at the right moment rather than just working volume.

Multi-channel sequencing and automation Run and continuously refine multi-channel cadences across email, phone, and LinkedIn using our sales engagement stack (Gong Engage and similar tools), testing where automation should do the work and where a human touch matters more.

Pipeline handoff, done right Book demos and pitch meetings with target prospects, and manage a clean handoff to Account Executives — with the context they need for a strong first call.

A feedback loop on what's working Keep Salesforce and other CRM/sales tools accurate and up to date, own your activity and quota goals, and feed learnings on messaging, sequences, and AI workflows back to the team as we build a better outbound motion together.

Who You Are

• Excited about the intersection of AI and sales — you see AI-assisted tools as a lever to work smarter and reach more of the right people, faster, not as a shortcut around genuine engagement.


• Comfortable in the trenches: you want to be hands-on with daily outbound execution — calls, emails, and social touches — not just strategy.


• Curious about, or already familiar with, AI-assisted outbound, intent-driven qualification, and multi-channel sequencing and automation.


• Self-motivated, coachable, and resilient, with the discipline to consistently hit activity and quota targets even when it's tough.


• A strong communicator who can blend automation with authentic human engagement — your outreach never feels robotic.


• Organized and detail-oriented, comfortable managing a high volume of leads and CRM data.


• 2-3 years of experience in sales development, business development, or a related customer-facing role — or clear, demonstrated initiative applying AI tools to solve problems, even without formal sales experience.


• Bonus if you've used tools like Salesforce, HubSpot, Gong Engage, LinkedIn Sales Navigator, or UserGems — but we can teach the tools if you bring the mindset.

Why This Role

Ground-floor builder: Join at a pivotal moment as reshapes its SDR function around AI-powered workflows, and help define what "next-gen outbound" looks like in practice.

AI-forward environment: Work daily with AI-assisted prospecting, intent data, and automation tools, with real exposure to how a modern GTM team blends automation and human connection.

Line of sight to leadership: Sit close to Growth Operations leadership, with visibility into how outbound strategy gets built and scaled.

Real impact: Every meeting you book fuels the pipeline for a profitable, scaling hybrid SaaS company recognized as a 2024 Inc 5000 Fastest-Growing Private Company and 2025 Inc Best Places to Work.

What We Offer

A work environment built around empathy, creativity, curiosity, organic growth and an abundance mindset. We're a fun and vibrant group of people, dedicated to putting in the hard work to make a platform we are proud of, serving the needs of our clients with empathy, and making an incredible place to work. We were awarded 2024 Inc 5000 Fastest-Growing Private Company and 2025 Inc Best Places to Work. We're also fully virtual, which means you'll be working remotely from the location of your choosing (home, coffee house, library). While being a zero-commute company and providing you with an amazing level of freedom, convenience, and flexibility, it requires a certain inner discipline and capacity to be effective at a distance. Remote work experience is preferred, but not required.

Benefits would include:

• Unlimited, responsible PTO - With a recommended minimum number of days taken each year


• Affordable Insurance -$0 deductible Health plans plus dental, vision, and more!


• 401k retirement - Account with automatic company contributions


• Dependent Care - a pre-tax benefit account that you can fund to pay for eligible dependent care services


• Professional Development - Bring your professional Development needs to the table and get your career nourished


• In-Home Snack allowance - Who doesn’t love some yummies to get you through the day?


• Cellphone/Internet credits - Get tax-free credits to use toward your cell phone and internet utilities.


• Equipment and Structured Onboarding - We will provide you with the equipment and tools you need, along with great onboarding courses to set you up for success.


• Paid Volunteer Time - We support you helping others


• Great colleagues and an opportunity to sail into uncharted waters with a profitable company that is changing its industry!

** is an Equal Opportunity Employer and committed to a diverse, equitable and inclusive culture and workplace. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy), gender, national origin, ancestry, age, physical or mental disability, military status, status as a veteran or disabled veteran, sexual orientation, gender identity or expression, marital or family status, genetic information, medical condition, or any other basis protected by applicable federal, state, or local law, ordinance, or regulation. This employer does not sponsor applicants for work Visas.

Salary: $60,000 - $70,000 + Bonus