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Go-to-Market - Chicago, IL, USA

Speechify - Chicago, IL, United States - In-office - posted 2026-07-21

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Salary: USD 105,000 - 140,000 / annual

Speechify is a 200-person, fully distributed company on a mission to make reading accessible through text-to-speech technology. Over 50 million users rely on Speechify's products to convert PDFs, books, Google Docs, news articles, and websites into audio. The company has been recognized by Google as Chrome Extension of the Year and by Apple as a 2025 Design Award winner for Inclusivity. SIMBA Voice Agents by Speechify is a new product line enabling companies to deploy natural, human-sounding AI voice agents in 71+ languages with sub-second latency. Unlike traditional software sales, every SIMBA customer receives a Forward Deployed Engineer who builds their agents, joins their Slack, and iterates weekly. In this Account Executive / Go-to-Market role, you will own the full sales cycle for new mid-market and enterprise customers—from prospecting through close. You'll combine dealmaking skills with technical depth, running discovery calls that dig into customer use cases, tech stacks, and integration requirements. During the sales process, you'll build and demo custom voice agent prototypes to accelerate buy-in and show prospects exactly how SIMBA fits their world. Key responsibilities include: owning the complete sales pipeline; conducting technically sophisticated discovery conversations with both technical buyers (CTOs, engineers) and business stakeholders; building custom demos using APIs and no-code/low-code tools; partnering with Forward Deployed Engineers on seamless handoffs; developing GTM playbooks and outbound strategies to break into new verticals; representing customer needs to influence product roadmap and packaging; and maintaining accurate CRM pipeline and revenue forecasting. You should have 3–8 years in sales, account executive, or GTM roles at technical B2B companies, with a proven track record closing deals with mixed buyer personas. You're comfortable getting hands-on with APIs and building compelling demos. You have a strong understanding of the AI/ML or voice technology landscape and can simplify complex technical concepts without losing depth. You're highly self-directed with strong pipeline discipline and a bias toward action. Nice-to-have qualifications include prior experience selling AI, voice, or conversational technology; familiarity with telephony infrastructure, contact centers, or customer experience platforms; prior solutions engineering or forward deployment experience; and multilingual capabilities or international sales experience. This is a rare role for someone who can command a boardroom and open a terminal. You'll sell a product that genuinely impresses prospects, have high ownership over GTM strategy and positioning, work alongside a team embedded with customers, and operate in a fast-moving startup environment where your wins have outsized impact.

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