Vice President, Mid-Market Sales at TripActions

| San Francisco
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TripActions is looking for an exceptional Vice President of Mid-Market Sales to lead this core sales segment. This hybrid role will be based in our Bay Area HQ and report directly to the Executive Vice President of Sales. This person will be responsible for aggressively growing their critical Mid-Market sales org and go-to-market strategy globally. Tasked with building a high- performance sales organization from the ground up, you will have accountability for the core GTM KPIs in the Mid-Market Segment and the overall performance of our North America market.

If you are an entrepreneurial go-to- market leader who thrives in a fast- paced, high-growth environment where you are developing and executing deal strategies, leading, mentoring and inspiring a broad cross-functional team, and driving collaboration across every area of the organization, then this is the ideal opportunity for you!


  • Own the Mid-Market Sales KPIs and broader North America business delivery. Consistently achieve revenue targets and goals, overseeing a quota that accounts for a significant share of TripActions’ business.
  • Develop and implement a go-to-market strategy for scaling and optimizing the Mid-Market Segment.
  • Hire a team of exceptional Directors, Managers and AEs to drive the growth.
  • Implement scale operations and enablement to ensure field organization consistently outperforms against quotas and expectations.
  • Develop and report sales revenue forecasts based on visibility into direct and partner pipeline on a monthly and quarterly basis.
  • Develop and execute an account management plan aimed at ensuring 100% customer launch, adoption, satisfaction, and renewals.
  • Work with cross-functional teams, including Marketing, Customer Success/ Support, Finance, Product/Engineering, to accelerate the segment.
  • Set vision, values, mission, and culture for the Mid-Market segment.
  • Develop a bench of world-class leaders to enable fast scale-up of TripActions.


  • 15+ years of experience, both as a sales leader and an individual salesperson within the technology industry, with at least 5 years in a leadership capacity.
  • Track record in building high-performing organizations and hiring and training top talent, particularly in a hyper- growth start-up environment.
  • Demonstrated track record of building and executing an advanced go-to-market strategy across offices and across functions.
  • Proven 1st and 2nd line leadership, with a passion for rolling up sleeves at the front line with customers and partners.
  • Ability to understand, articulate, and lead complex sales processes.
  • Proven record of driving and closing complex deals through field and hybrid cycles.
  • Strong career trajectory with a history of top performance in successful roles.
  • Compelling leader who can effectively coach individually and drive team motivation across large, disparate organizations.
  • Analytical thinker with a demonstrated command of building and or scaling metrics-driven GTM models.
  • Effective at building senior and executive relationships with key customer stakeholders.
  • MEDDPIC Sales Training is a plus
  • An undeniable passion for travel.
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Technology we use

  • Sales & Marketing
    • SalesforceCRM


Right in the heart of Chinatown, SF - lots of hustle and bustle. We have great restaurants nearby and we're easily accessible by public transportation

An Insider's view of TripActions

How does your team reward individual success?

SHOUT-OUTS, SPIFFS, TEAM EVENTS. If you have top bookings - you get to wear the money jacket for the whole month!

Xander Garovi

Commercial Account Executive

How do you collaborate with other teams in the company?

There is a lot of collaboration, especially with Account Executives. We partner with them to find out the best strategies for outreach and how to best position the sell in order to optimize success in the deal.

Melissa Lord

Sales Development Representative

What are some things you learned at the company?

Being at TripActions has been the biggest learning experience in my career. One of the biggest things I’ve learned is adaptability. The company/team/role has changed so much from the time I’ve started and it’s been amazing to see it grow into what it is today.

Leighann Yamami

Senior Talent Acquisition Partner

What is your vision for the company?

Too often we blame technology for making our lives hectic and friction-filled - however, we fail to recognize, we are the ones creating the technology. TripActions is flipping the script, using technology to build real human connection.

Ryan Patrick O'Neill (RPO)

Senior Alliances Manager

What are TripActions Perks + Benefits

TripActions Benefits Overview

Competitive salary
Health: Medical, dental and vision
Food: Catered meals and drinks
Stock: Be invested in our future
Savings: Take advantage of our 401K matching
Travel: $2000 personal travel stipend to use on the app every year
Commuter benefits: Pre-tax benefit plus a $1000 yearly transportation stipend
People: Friendly, nice, and smart coworkers
Work/life balance: Take time off when you need it with an open vacation policy.
Location: WeWork located in the heart of SF

Volunteer in Local Community
Friends Outside of Work
Eat Lunch Together
Intracompany Committees
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Pet Insurance
Wellness Programs
Retirement & Stock Options Benefits
401(K) Matching
Company Equity
Child Care & Parental Leave Benefits
Generous Parental Leave
Vacation & Time Off Benefits
Unlimited Vacation Policy
Perks & Discounts
Commuter Benefits
Company Outings
Stocked Kitchen
Some Meals Provided
We provide free breakfast on Thursday. Employees get free lunch on Monday, Wednesday, Friday.
Professional Development Benefits
Diversity Program
Mentorship Program
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