Founding Mid-Market Account Executive
Role summary
Nowadays, an AI-powered platform for planning corporate events, is seeking a Founding Mid-Market Account Executive to own the full sales cycle for deals ranging from $50K to $200K+ ACV. This role involves building relationships with enterprise buyers, running strategic discovery, multi-stakeholder demos, and complex negotiations. The AE will partner with founders and product teams to shape the mid-market go-to-market strategy, build the enterprise sales playbook, and refine pipeline and deal processes. The ideal candidate has proven success in mid-market or enterprise B2B SaaS deals, comfort navigating complex organizations, strong executive presence, and excellence in consultative selling. Experience selling to event, marketing, HR, or operations teams, and zero-to-one startup experience are bonuses.
We’re building the future of in-person connection—from intimate exec offsites to conference-scale company retreats.
Nowadays is the first AI-powered platform for planning corporate events. Our software handles everything from venue sourcing to vendor negotiations, making it dramatically faster and easier for teams to meet IRL.
We’ve planned events around the world for companies like Google, Amazon, and Quantstamp—and we’re just getting started.
Our mission is simple: make it easier for teams to create meaningful moments together.
---
👥 **Who We Are**
We’re a sister-founded team based in San Francisco. We move fast, care deeply, and genuinely love bringing people together—whether it’s a strategic offsite or a Friendsgiving in our Nowadays home.
We believe the best teams:
* Take ownership
* Stay scrappy
* Celebrate wins (big and small)
* Actually enjoy working _and_ hanging out together
Some of our favorite team moments so far:
* Flying trapeze
* Steak-offs at home
* Hauling a Christmas tree up to the office
* Post-launch spa days
* Racing an Ironman Relay
---
💼 **What You’ll Do (Founding Mid-Market AE)**
* Own the **full sales cycle** for larger deals ($50K–$200K+ ACV)
* Build relationships with **enterprise buyers and senior decision-makers**
* Run **strategic discovery**, multi-stakeholder demos, and complex pricing negotiations
* Partner closely with **founders and product** to shape our mid-market go-to-market strategy
* Build and refine our **enterprise sales playbook**, pipeline management, and deal processes
* Navigate **longer sales cycles** involving multiple stakeholders and procurement teams
* Help define what **world-class mid-market sales** looks like at Nowadays
---
🥇 **What We’re Looking For**
* Proven success closing **mid-market or enterprise B2B SaaS deals**
* Comfort navigating **complex organizations** and multi-threaded sales processes
* Strong **executive presence** with the ability to sell at multiple levels
* Excellence in **consultative selling** and tying solutions to business outcomes
* Strategic yet scrappy—you thrive amid **early-stage ambiguity**
* Excitement about being early and **building the mid-market motion from the ground up**
---
✨ **Bonus Points**
* Experience selling to **event, marketing, HR, or operations** teams
* Track record with **$100K+ deal sizes**
* **Zero-to-one startup** mid-market sales experience
* Strong understanding of **procurement and contract negotiations**
* Experience working closely with **product and engineering** on custom solutions
---
📝 **The Details**
**Comp:** $80K – $120K base ($160K – $240K OTE) + 0.1% – 0.5% equity (flexible based on experience)\
**Location:** In-person, San Francisco
**Perks:**
* Free lunch + dinner
* Quarterly team offsites (yes, we went to the White Lotus S3 hotel in Thailand)
* Monthly fitness stipend
* Health insurance
* 12 weeks paid parental leave
* Generous PTO + required time off to recharge
* High ownership, autonomy, and direct access to founders
* Access to top venues, events, and travel experiences