Founding Account Executive
Cloaked, New York, NY, United States
Cloaked is an AI Data Privacy startup dedicated to rebuilding consumer trust in how personal data is used. Our vision is to create an internet that serves the needs of its users, first and foremost—with individual privacy and opt-in at the core. Our product is a virtual “cloak” that you use as you visit any website — Facebook, Amazon, etc. It lets you choose to share all, some, or none of your private information based on your personal preference.
What We Offer Cloaked is a well-funded startup based out of NYC. Although we are a distributed team, the NYC team operates with a hybrid model. The office is located right off of Irving Street, one of New York’s most lively and iconic downtown corridors. We have a fully built out kitchen packed with drinks and snacks. The Cloaked team has diverse interests and so we frequently embark on team outings and go out for socials!
Compensation And Benefits We offer above market rate pay and equity based off of the market's best commercially available data. Your compensation will be a combination of salary, bonus and equity.
Benefits Cloaked employees have 401K, as well as top of the line Health, Dental, Vision and Life Insurance benefits. We offer flexible work arrangements and the ability to work remotely as needed. Cloaked provides a home office stipend in addition to a new company laptop (and other tech depending on the role).
Perks
Competitive PTO: We encourage employees to take a minimum # of vacation per quarter. We see PTO as a preventative burnout measure and are committed to changing the industry standard.
Monthly health stipend: Used for any kind of physical, mental or emotional care you’d like to take for yourself, be it a gym membership, a meditation app, or time with a personal trainer.
Late Night Meals: We understand that sometimes work can get in the way of meal prep. In response to that, we offer employees a monthly meal stipend to be used when they don't have time to get a home cooked meal going!
Professional Growth: Opportunities for career development and personal growth are provided to all employees who seek to further their knowledge and capabilities through an unlimited professional development fund. Additionally team members are encouraged to regularly attend conferences and industry events.
We are really excited about having you join our mission-driven team and help us build the future of online privacy! We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
About The Role We’re looking for a Founding Account Executive to help build and scale our mid-market sales motion from the ground up. This role is ideal for a seller who thrives in early-stage environments and wants to play a key role in shaping how the company acquires customers.
You’ll own the full sales cycle—from pipeline generation to close—while helping define the go-to-market playbook. This means not only closing deals but also helping establish repeatable processes for prospecting, discovery, demos, and pipeline development.
The ideal candidate is both a closer and a builder: someone comfortable selling to security, engineering, and technical buyers while operating in the ambiguity of an early-stage company. You'll work closely with founders, product, and marketing to refine messaging, develop the ideal customer profile, and bring market feedback directly into the product and GTM strategy.
What you'll do
Manage deals from initial prospecting through close
Lead discovery conversations with security, engineering, and technical stakeholders
Run consultative demos that connect product capabilities to real customer pain
Guide buyers through evaluation and procurement
Build and execute outbound prospecting strategiesIdentify and prioritize target accounts aligned with the Ideal Customer Profile
Develop messaging that resonates with security, IT, and developer‑adjacent buyers
Use multi‑channel outreach (LinkedIn, email, events, partnerships, etc.) to generate pipeline
Help define the early GTM playbook and sales motion
Refine messaging, qualification frameworks, and discovery practices
Share customer insights that influence product direction and positioning
Partner closely with founders and leadership on strategy and market feedback
Lead structured discovery to uncover pain, urgency, and business impact
Translate product capabilities into clear business value for customers
What skills and experiences will help you?
5–8 years of SaaS sales experience, preferably in mid‑market environments
Proven track record hitting $500K–$2M+ annual quota
Experience managing $10K–$100K ACV deals with sales cycles around 30–60 days
Strong ability to self‑generate pipeline through outbound prospecting
Experience selling to security, engineering, or technical buyers
Excellent discovery and consultative selling skills
Ability to translate complex products into clear business value
Comfortable operating in early‑stage startup environments with ambiguity
Strong ownership mindset and ability to take initiative without a defined playbook
Nice to have
Experience selling security, identity, privacy, or developer-focused products
Previous experience at Series A or Series B startups
Existing network or relationships with security, engineering, or IT buyers
Experience helping build sales processes, messaging, or GTM strategy from scratch
A strong “builder” mindset—someone who enjoys creating systems and playbooks, not just executing them
#J-18808-Ljbffr
What We Offer Cloaked is a well-funded startup based out of NYC. Although we are a distributed team, the NYC team operates with a hybrid model. The office is located right off of Irving Street, one of New York’s most lively and iconic downtown corridors. We have a fully built out kitchen packed with drinks and snacks. The Cloaked team has diverse interests and so we frequently embark on team outings and go out for socials!
Compensation And Benefits We offer above market rate pay and equity based off of the market's best commercially available data. Your compensation will be a combination of salary, bonus and equity.
Benefits Cloaked employees have 401K, as well as top of the line Health, Dental, Vision and Life Insurance benefits. We offer flexible work arrangements and the ability to work remotely as needed. Cloaked provides a home office stipend in addition to a new company laptop (and other tech depending on the role).
Perks
Competitive PTO: We encourage employees to take a minimum # of vacation per quarter. We see PTO as a preventative burnout measure and are committed to changing the industry standard.
Monthly health stipend: Used for any kind of physical, mental or emotional care you’d like to take for yourself, be it a gym membership, a meditation app, or time with a personal trainer.
Late Night Meals: We understand that sometimes work can get in the way of meal prep. In response to that, we offer employees a monthly meal stipend to be used when they don't have time to get a home cooked meal going!
Professional Growth: Opportunities for career development and personal growth are provided to all employees who seek to further their knowledge and capabilities through an unlimited professional development fund. Additionally team members are encouraged to regularly attend conferences and industry events.
We are really excited about having you join our mission-driven team and help us build the future of online privacy! We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
About The Role We’re looking for a Founding Account Executive to help build and scale our mid-market sales motion from the ground up. This role is ideal for a seller who thrives in early-stage environments and wants to play a key role in shaping how the company acquires customers.
You’ll own the full sales cycle—from pipeline generation to close—while helping define the go-to-market playbook. This means not only closing deals but also helping establish repeatable processes for prospecting, discovery, demos, and pipeline development.
The ideal candidate is both a closer and a builder: someone comfortable selling to security, engineering, and technical buyers while operating in the ambiguity of an early-stage company. You'll work closely with founders, product, and marketing to refine messaging, develop the ideal customer profile, and bring market feedback directly into the product and GTM strategy.
What you'll do
Manage deals from initial prospecting through close
Lead discovery conversations with security, engineering, and technical stakeholders
Run consultative demos that connect product capabilities to real customer pain
Guide buyers through evaluation and procurement
Build and execute outbound prospecting strategiesIdentify and prioritize target accounts aligned with the Ideal Customer Profile
Develop messaging that resonates with security, IT, and developer‑adjacent buyers
Use multi‑channel outreach (LinkedIn, email, events, partnerships, etc.) to generate pipeline
Help define the early GTM playbook and sales motion
Refine messaging, qualification frameworks, and discovery practices
Share customer insights that influence product direction and positioning
Partner closely with founders and leadership on strategy and market feedback
Lead structured discovery to uncover pain, urgency, and business impact
Translate product capabilities into clear business value for customers
What skills and experiences will help you?
5–8 years of SaaS sales experience, preferably in mid‑market environments
Proven track record hitting $500K–$2M+ annual quota
Experience managing $10K–$100K ACV deals with sales cycles around 30–60 days
Strong ability to self‑generate pipeline through outbound prospecting
Experience selling to security, engineering, or technical buyers
Excellent discovery and consultative selling skills
Ability to translate complex products into clear business value
Comfortable operating in early‑stage startup environments with ambiguity
Strong ownership mindset and ability to take initiative without a defined playbook
Nice to have
Experience selling security, identity, privacy, or developer-focused products
Previous experience at Series A or Series B startups
Existing network or relationships with security, engineering, or IT buyers
Experience helping build sales processes, messaging, or GTM strategy from scratch
A strong “builder” mindset—someone who enjoys creating systems and playbooks, not just executing them
#J-18808-Ljbffr