Inside Sales Representative - Boston, MA

Immersive is the cyber proving ground for the AI enterprise. We help the world’s biggest brands prove their people, AI agents, and leadership decisions are ready for a world where AI is used inside the business and against it.

Trusted by 30%+ of the Fortune 100 and ranked #1 in the Forrester Wave™ 2026, Immersive helps organizations prove AI can be adopted safely, teams can develop and defend at AI speed, leaders can lead through a crisis, and AI agents can be validated before they are trusted in live workflows.

https://www.immersivelabs.com/why-immersive-labs

Since Immersive was founded in 2017 we’ve grown to over 300 employees globally, announced funding of more than $180 million and been voted a Best place to work on multiple occasions!

https://www.immersivelabs.com/company/our-story

Our inside sales team is scaling rapidly, and we need sharp, ambitious Inside Sales Representatives who want to master the entire customer lifecycle - from building pipeline, through to prospect qualification, customer success and expansion. This isn't a single-function role. Over 18 months, you'll develop expertise across Sales Development, Customer Success, and Account Management.

As an Inside Sales Representative at Immersive, you'll own a book of business alongside a team of peers. You'll follow up on inbound leads, generate pipeline for yourself and our enterprise account managers, qualify inbound leads, run discovery conversations that uncover real customer pain, shepherd trials through to close, and then manage renewals and expansion with existing customers. You'll work hand-in-hand with our Solution Consultants and Enterprise Account Managers. You'll learn about our product, our market, our customers, and yourself:

• Learn the Immersive One platform and messaging

• Master the tools and processes that power our sales motion

• Build relationships across the team

• Qualify inbound leads

• Build a pipeline of commercial and enterprise prospects

By month six, you'll be running standard discovery conversations independently, qualifying leads with confidence, and hitting your quota for opportunities created.

• Continue sharpening your core sales skills

• Own a personal renewal business and capture expansion opportunities

• Forecast accurately, understand commercial terms

• Adapt your communication style when speaking to different customer personas—from customer champions all the way up to CISOs and budget holders.

By month 18, have a deep understanding of the entire GTM lifecycle.

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  Rapidly qualifying inbound Marketing Qualified Leads using our Ideal Customer Profile, moving quality prospects through initial discovery and qualification

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  Conducting discovery conversations using structured questioning techniques to uncover customer pain points and map them to Immersive solutions

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  Coordinating with Solution Consultants to spin up trial environments and product demonstrations that show customers the real value of our platform

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  Managing a book of accounts responsibly, maintaining velocity across multiple pipelines without sacrificing quality

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  Handling customer objections confidently, using case studies and outcome data rather than getting lost in product features

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  Managing the customer lifecycle: recognizing when deals are outgrowing our standard motion, execute appropriate handoffs to our Enterprise Account Manager team, and ensure smooth transitions

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  Owning renewals to protect revenue and customer relationships

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  Uncovering and capturing expansion opportunities during renewal cycles

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  Maintaining disciplined commercial hygiene: keep CRM data clean, monitor your book health proactively, and flag early warning signs of at-risk renewals

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  Contributing to the team’s culture and success: embrace coaching, share objection-handling wins with peers, and help us continuously improve how we scale

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  Prosper in our success with share options, and rewards for doing great work and living our values

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  Look after you and your family with health, dental, and disability insurance, fully paid sick leave, and mental health support

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  Save for the future with a 401K match of up to 5% – effective immediately

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  33 holiday days plus two volunteering days, 12 weeks enhanced parental leave & your birthday off.

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  Flexible and remote working, so you can work when and where you work best

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  Career and learning development through the platform and our Learn Anything fund

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  While most of the team are fully remote, when you do visit, our North American HQ is based in the center of Boston, just a 10 minute walk from Back Bay train station

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  Monthly socials and sports clubs for our sociable, tight-knit teams (we’ve done everything from cake making to escape rooms)

Immersive’s commitment to fair and equitable compensation practices means that our compensation & benefits team prices each individual role before it is opened. Each team member is eligible for a compensation plan made up of a base salary + bonus (either annual or variable commission, depending on role) + equity. We expect most candidates for this position to fall within a base salary range of $63,000.00 - $79,000.00, though the specific package will vary based on a candidate’s qualifications, skills, competencies, location and experience.

• You have one to three years of commercial experience across Sales Development, Customer Success Management, Account Management or similar roles.

• You're curious about how cybersecurity teams actually work and why workforce development matters. You don't need to be a cybersecurity expert, but you want to become one.

• You're a disciplined operator. You update your CRM without being asked. You hit your numbers because you track them obsessively. You follow playbooks until you understand why they work, and then you look for ways to improve them.

• You thrive in a structured but fast-moving environment. You want mentorship and clear feedback, and you're genuinely coachable. You take coaching seriously and implement it immediately.

• You're resilient. Sales is a contact sport. You hear "no" frequently, and you bounce back faster every time. You stay positive and action-oriented even when frameworks shift or territory changes midstream.

• You want to own your career development. You see this role not just as a job but as an accelerated path to genuine expertise. You want to walk out of here materially better at your craft and genuinely employable at the next level, wherever that next level is.

Cyber threats wait for no one and neither should you. Apply now!