Mid-Market Senior Account Executive (Chicago)

As a Senior Account Executive on our Mid-Market team, you won't just be selling, you'll be driving growth.

You'll be responsible for developing and executing strategy, managing the sales pipeline, ensuring forecast accuracy, and closing high-impact deals. Your focus will include net-new customer acquisition, land-and-expand motions, and making data-driven decisions that keep our go-to-market engine running at full speed.

This is a high-impact, opportunity-rich role, perfect for someone who thrives in the fast-paced environment of a scaling company.

This role is remote based in Chicago.

We're looking for a sales professional who is:

• Relentlessly driven- You have a strong internal drive to achieve results and go beyond targets, treating sales goals as your baseline, not your ceiling.
• Strategic and data-focused- You think critically about your pipeline, leverage insights, and adjust your approach based on performance data.
• A problem solver by nature- You identify obstacles early, adjust your strategy, and focus on solutions that keep deals moving forward.
• Comfortable with change- You thrive in a fast-paced, high-growth environment where agility and adaptability are essential.
• An expert at stakeholder engagement- You understand how to navigate multiple decision-makers, tailor messaging, and create alignment across personas.
• Always learning and improving- You proactively seek knowledge, refine your sales techniques, and continuously optimise your approach.

Your mission, should you choose to accept it:

At Mews, sales success is built on execution, discipline and adaptability. Here's what a truly productive week might look like:

• Owning your pipeline - expect 50%+ of your closed deals from outbound efforts.
• Hosting multiple prospect meetings, demos and product deep-dives, positioning Mews as the best solution for hoteliers.
• Prospecting: 120+ targeted activities per week into Salesforce-segmented ICP (hotel groups, 3-25 properties).
• Active opportunities: 8-10 quality and progressed opportunities in flight at any time.
• Sales cycle: Roughly 4-6 months average from first touch to signature.
• Managing a pipeline to consistently close 3-4 deals per month, with the deals averaging 5k + MRR in value.

Day-to-day, that translates to:

• Defining and executing account-based plays that penetrate net-new hotel groups and expand existing footprints.
• Building airtight forecasts, demand generation, pipeline health, win/loss analyses, deal reviews and segmentation
• Running multi-threaded pursuits, aligning GMs, IT, Finance, Ops and C-suite on the Mews value story.
• Partnering with Customer Success to surface expansion triggers that lift NRR and turn pilots into multi-property rollouts.
• Representing Mews at key industry events to amplify pipeline and thought leadership.
• Iterating relentlessly: analysing data, spotting bottlenecks, refining plays and sharing insights with GTM peers.
• Delivering impact under pressure, Mews moves fast, and so should you.

️ You'll be a great fit if you bring a few of the below with you:

• Proven success in closing multiple 5k+ MRR contracts per quarter (or equivalent ARR) in a scale-up SaaS environment, maintaining a high win rate.
• Bring 5+ years of B2B SaaS sales, owning land-and-expand motions.
• Have proven skill navigating 4-8 stakeholders per deal and closing complex multi-property contracts.
• Are fluent in pipeline analytics: forecasting, conversion funnels, segmentation and data-driven storytelling.
• Thrive on 70% outbound hunting, designing cadences that create pipe rather than waiting for it.
• Know hospitality, travel-tech or a parallel vertical, or you're hungry enough to learn it at speed.
• Wear ambiguity like a badge of honour, seeing process gaps as a chance to build, not complain.
• Open to travel within regionalized territory 25%
• Fluent English.

The expected On-Target Earnings (OTE) for this role is up to $235,000, which is uncapped and includes separate equity compensation. Achievement above quota includes accelerators that will increase OTE. The starting wage will vary based on several factors, including the candidate's skills and experience. This OTE amount includes both the base salary and potential commissions, which are dependent on performance and not guaranteed.