Sales Team Lead - US
TravelPerk, Boston, MA, United States
Location
Boston; Chicago
Address Boston, Massachusetts
Employment Type Full time
Location Type Hybrid
Department Sales
Compensation
OTE $166 – $184
About the Role We are looking for an experienced Sales Team Leader to join the NAM Sales team based in our Chicago or Boston office. Reporting to the NAM SMB Senior Sales Manager, you will lead a team of approximately 8 Sales Executives focusing on transactions in the North American market. This role requires someone who excels at creating scalable processes and driving consistent execution in a fast‑paced environment. You’ll contribute to the company’s ongoing success while developing the next generation of sales talent in our organization.
Responsibilities
Establish and optimise scalable sales processes for a team of Sales Executives (first or second role in closing deals).
Conduct structured weekly 1:1s and pipeline reviews to drive consistent deal closure.
Develop and implement monthly performance metrics and development objectives tailored to early‑career sales professionals.
Create comprehensive onboarding programs to rapidly train new salespeople for success in high‑volume environments.
Provide accurate forecasts and analytical insights to support strategic decision‑making.
Design and deliver targeted training sessions using gamification, role‑playing, and pitch simulations specifically for high‑volume sales scenarios.
Identify systemic efficiency opportunities to help the team close more deals with less effort.
Work cross‑functionally with other managers to develop standardised sales enablement materials and processes.
What We’re Looking For
3-5+ years of proven quarter‑over‑quarter sales success.
Experience managing sales teams preferred.
Proven track record creating scalable sales processes that can be effectively taught to early‑career professionals.
Data‑driven approach to performance management with ability to identify patterns across large volumes of deals.
Strong training and development skills with experience designing effective programs for junior talent.
Excellent communication skills with ability to simplify complex concepts for newer sales professionals.
Experience hiring and developing top talent for high‑volume sales teams.
Hands‑on experience creating standardised training materials and sales enablement content.
What we offer
Receive competitive compensation and equity ownership in Perk
Rest and recharge with our generous allocation of 20 vacation days and 12 public holidays
Enjoy the flexibility of three medical plans to choose from, with company contributions and an HSA when enrolling in an HDHP medical plan
Take control of your physical health with additional comprehensive benefit plans, covering dental, vision and Wellhub’s gym subscription from your start date
Rest assured that you’re covered by life and disability policies from your start date, with options to add extra protection through voluntary buy‑up plans
Plan for your future with our 401(k) plan with company matching contributions
Care for your furry friends through partner discounts on pet insurance
Join our unforgettable Perk events, including our spectacular annual summer party
Always feel supported with Spring Health, our market‑leading wellbeing partner, providing fast, comprehensive access to 12x therapy and 12x coaching sessions for you and your loved ones
Focus on your family with 12–16 weeks’ paid parental leave
Contribute to your community with 16 paid hours per year to spend volunteering for your dearest charitable causes
Broaden your horizons with up to 20 “Work from Anywhere” days per year
Follow your passions and take a four‑week, fully paid sabbatical once you reach 5 years
Let us help you move to one of our hubs with relocation support
Compensation Compensation for this role is a combination of salary, commissions, and stock options. The base and the on‑target variable earnings is $166,000 – $184,000 OTE. The commission structure will be tied to achieving revenue & retention targets.
How We Work At Perk, we take an IRL‑first approach to work, where our team works together in‑person 3 days a week. As such, this role requires you to be based within commuting distance of our hubs. We fundamentally believe in the value of meeting in real life to improve connectivity, productivity, creativity and ultimately making us a great place to work.
For certain roles, we can help with relocation from anywhere in the world. English is the official language at the office. Please submit your resume in English if you choose to apply.
Equal Opportunity Employer Perk is a global company with a diverse customer base, and we want to make sure the people behind our product reflect that. We’re an equal opportunity employer, which means you’re welcome at Perk regardless of how you look, where you’re from, or anything else that makes you, well, you.
#J-18808-Ljbffr
Address Boston, Massachusetts
Employment Type Full time
Location Type Hybrid
Department Sales
Compensation
OTE $166 – $184
About the Role We are looking for an experienced Sales Team Leader to join the NAM Sales team based in our Chicago or Boston office. Reporting to the NAM SMB Senior Sales Manager, you will lead a team of approximately 8 Sales Executives focusing on transactions in the North American market. This role requires someone who excels at creating scalable processes and driving consistent execution in a fast‑paced environment. You’ll contribute to the company’s ongoing success while developing the next generation of sales talent in our organization.
Responsibilities
Establish and optimise scalable sales processes for a team of Sales Executives (first or second role in closing deals).
Conduct structured weekly 1:1s and pipeline reviews to drive consistent deal closure.
Develop and implement monthly performance metrics and development objectives tailored to early‑career sales professionals.
Create comprehensive onboarding programs to rapidly train new salespeople for success in high‑volume environments.
Provide accurate forecasts and analytical insights to support strategic decision‑making.
Design and deliver targeted training sessions using gamification, role‑playing, and pitch simulations specifically for high‑volume sales scenarios.
Identify systemic efficiency opportunities to help the team close more deals with less effort.
Work cross‑functionally with other managers to develop standardised sales enablement materials and processes.
What We’re Looking For
3-5+ years of proven quarter‑over‑quarter sales success.
Experience managing sales teams preferred.
Proven track record creating scalable sales processes that can be effectively taught to early‑career professionals.
Data‑driven approach to performance management with ability to identify patterns across large volumes of deals.
Strong training and development skills with experience designing effective programs for junior talent.
Excellent communication skills with ability to simplify complex concepts for newer sales professionals.
Experience hiring and developing top talent for high‑volume sales teams.
Hands‑on experience creating standardised training materials and sales enablement content.
What we offer
Receive competitive compensation and equity ownership in Perk
Rest and recharge with our generous allocation of 20 vacation days and 12 public holidays
Enjoy the flexibility of three medical plans to choose from, with company contributions and an HSA when enrolling in an HDHP medical plan
Take control of your physical health with additional comprehensive benefit plans, covering dental, vision and Wellhub’s gym subscription from your start date
Rest assured that you’re covered by life and disability policies from your start date, with options to add extra protection through voluntary buy‑up plans
Plan for your future with our 401(k) plan with company matching contributions
Care for your furry friends through partner discounts on pet insurance
Join our unforgettable Perk events, including our spectacular annual summer party
Always feel supported with Spring Health, our market‑leading wellbeing partner, providing fast, comprehensive access to 12x therapy and 12x coaching sessions for you and your loved ones
Focus on your family with 12–16 weeks’ paid parental leave
Contribute to your community with 16 paid hours per year to spend volunteering for your dearest charitable causes
Broaden your horizons with up to 20 “Work from Anywhere” days per year
Follow your passions and take a four‑week, fully paid sabbatical once you reach 5 years
Let us help you move to one of our hubs with relocation support
Compensation Compensation for this role is a combination of salary, commissions, and stock options. The base and the on‑target variable earnings is $166,000 – $184,000 OTE. The commission structure will be tied to achieving revenue & retention targets.
How We Work At Perk, we take an IRL‑first approach to work, where our team works together in‑person 3 days a week. As such, this role requires you to be based within commuting distance of our hubs. We fundamentally believe in the value of meeting in real life to improve connectivity, productivity, creativity and ultimately making us a great place to work.
For certain roles, we can help with relocation from anywhere in the world. English is the official language at the office. Please submit your resume in English if you choose to apply.
Equal Opportunity Employer Perk is a global company with a diverse customer base, and we want to make sure the people behind our product reflect that. We’re an equal opportunity employer, which means you’re welcome at Perk regardless of how you look, where you’re from, or anything else that makes you, well, you.
#J-18808-Ljbffr