Own the full B2B SaaS sales cycle from outbound prospecting through closing strategic deals. Conduct consultative, value-based sales conversations, build pipeline, forecast accurately, exceed quotas, and collaborate with product, marketing, and SDR teams. The role focuses on helping B2B brands improve social media measurement, ROI, and employee advocacy in a high-growth environment.
**We are only considering applicants located in the Chicago area.**
Join Oktopost: Drive the B2B Social Media Revolution.
Join Oktopost: Drive the B2B Social Media Revolution.
Social media has become mission-critical for B2B marketers, but the tools haven’t caught up. While most platforms are built for B2C, Oktopost is changing the social game for B2B: proving ROI, scaling employee advocacy, and making social media truly measurable.
The market is shifting. Digital-first buyer journeys are now the norm. The opportunity is massive, and we’re just getting started.
We’re looking for a Senior Account Executive who knows how to own a sales cycle, close strategic deals, and thrive in a high-growth SaaS environment. If you're competitive, consultative, and ready to help top B2B brands solve real pain - this is the role.
What’s In It For You?
- Uncapped earnings: Base + commission = no limits
- Elite sales training: Sandler training + ongoing development
- Work-life balance: Flexible hybrid model + Quarterly Recharge Days
- Premium perks: Private healthcare, 401k with employer match, monthly expense budget
- Growth & recognition: Work with global brands, influence product, and scale fast
Your Mission
- Own the full sales cycle: From outbound to close
- Uncover real pain: Drive high-value, consultative conversations
- Sell with strategy: Tailor value-based solutions that deliver measurable impact
- Collaborate cross-functionally: Align with product, marketing, and SDRs
- Drive pipeline, forecast with precision, and hit targets
What You'll Bring
- 6+ years of full sales cycle experience in B2B SaaS
- Proven track record in sales — consistently above quota
- Mastery of value-based selling; Sandler or similar methodology preferred
- Strong commercial acumen and closing ability
- High drive, resourcefulness, and ownership mentality
- Excellent communication, presence, and relationship-building skills
- Passion for social, marketing, and helping B2B teams win
We don’t hire to fill seats. We hire to raise the bar.
If you’re an A-player ready for a bigger stage, this is your shot.
Life as an Oktoposter
At Oktopost, we’re a curious, collaborative, and driven bunch who believe in doing great work, and having fun while we’re at it. We value ambition, creativity, and a healthy dose of team spirit, all wrapped up in a culture that encourages growth, innovation, and delivering real impact.
No matter what department or region you join us from, you’ll be part of a team that supports, celebrates, and challenges one another. From day one, we want every Oktoposter to feel empowered, inspired, and truly at home.
We're a team that’s genuinely passionate about B2B social. We believe social media can shape brands, spark meaningful conversations, and drive real business results, and we'd love for you to be part of our journey.
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