Remote Head of Enterprise Sales Jobs
Remote Head of Enterprise Sales jobs are open across the U.S. in sectors like enterprise software, cloud infrastructure, cybersecurity, and professional services, at remote-first firms and distributed B2B companies ranging from growth-stage startups to publicly traded technology organizations. Employers hiring remotely right now include Aptos, Vetcove, and BairesDev. Find a role that fits below and apply directly.
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See related jobsAbout Branch
Branch is on a mission to make insurance more accessible, so more people can be covered. We innovate using data, tech, and automation to simplify insurance from start to finish—we eliminated inaccurate quotes in favor of real prices, created a better way to bundle, and cut unnecessary costs in the traditional insurance process. Then we pass those savings along to our members. Basically, we’re doing insurance the way it was meant to be.
But we didn’t just create the insurance we’ve always wanted, we also created the company we’ve always wanted to work for. As we redefine insurance, we also want to redefine what it means to work in insurance. Find out for yourself.
Branch has a preference for candidates in Ohio, but is open to candidates located in AZ, FL, GA, IL, IN, IA, KS, KY, MD, MI, MO, NV, NC, OH, PA, SC, SD, TN, TX, and WI. Applicants must be currently authorized to work in the United States on a full-time basis. We are unable to sponsor or take over sponsorship of an employment visa at this time.
Branch is remote first, with most Branchers choosing to work from home. Our headquarters are located in Columbus, Ohio, where we come together from time to time to build relationships and connect with each other in real life. We also have office space in Columbia and Concordia, Missouri as well as Forreston, Illinois. Once a year, the entire company gathers for “BranchFest”, a highlight of the year for many Branchers.
About the role
Branch is seeking a Foundational Head of National Accounts to lead our most strategically important partnerships segment: large corporate insurance agencies, and major non-insurance institutions where Branch's technology becomes core to how these enterprises operate and grow.
This is a platform sales role. Rather than managing a book of independent agents, you'll sell Branch's proprietary technology and capabilities as the infrastructure a large enterprise builds its growth on. You'll own the relationship end to end, build the business case and the consensus needed across technical, operational, and executive stakeholders, close complex deals that shape Branch's trajectory, and manage those partnerships to scale. Beyond your own accounts, you'll be a go-to voice on enterprise sales strategy and a resource other salespeople turn to.
This is a senior, high-visibility individual contributor role for someone who has built a career selling technology platforms into large, sophisticated enterprises, and who wants ownership of the accounts that define the next stage of Branch's growth.
Key Responsibilities
Own the full enterprise sales cycle for Branch's most strategically significant accounts — large corporate insurance agencies and major non-insurance institutions — from first conversation through technical evaluation to a signed, live partnership.
Build a targeted pipeline of enterprise-scale insurance agencies and institutions, positioning Branch's technology as the platform these organizations build their insurance growth on.
Navigate complex, multi-stakeholder enterprise buying processes — technology, operations, product, and executive sponsors — building the business case and consensus needed to close.
Partner with Branch's Product and Engineering teams to scope integrations, address technical requirements, and translate partner needs into product input.
Manage and grow live partnerships post-launch: drive adoption, expand usage of Branch's platform, and grow production over time through a land-and-expand approach.
Structure and negotiate commercial and technical deal terms, and drive agreements through legal and compliance to signature.
Act as a subject-matter expert on enterprise/platform sales, owning the enterprise methodology that guides other salespeople and contributing to how Branch approaches sales strategy more broadly.
Work closely with account management, implementation, and customer success teams to ensure smooth technical onboarding and go-live for signed partners.
Keep pipeline and forecasts accurate and current in Hubspot so leadership has a clear read on the business.
Skills, Knowledge, and Expertise
8+ years in enterprise or complex B2B sales, including at least 3 years selling into organizations with multi-layered, technical buying committees.
Track record closing technology/platform partnerships with large, corporate enterprises, not small or independently owned operators, that scaled materially after close.
Experience selling in a startup or early-stage environment, where the offering was still taking shape and you helped shape it. Founder, consultative, or solution-design experience is a strong signal here.
Comfortable running technical, product-oriented sales cycles: articulating platform capabilities, coordinating technical evaluations and integrations, and building ROI-driven business cases for enterprise stakeholders.
Ability to develop a deep understanding of Branch's product suite or value proposition: our proprietary technology and how it functions as a platform partners build on — able to position Branch as critical infrastructure, not just an insurance product.
Recognized internally and in the market as an expert others turn to for guidance on enterprise deal strategy and execution.
Excellent communicator across technical and executive audiences.
Proven track record hitting quota and production targets on complex, long-cycle enterprise deals.
Manages several large, multi-stage enterprise deals concurrently without anything slipping.
Skilled negotiator on both commercial and technical contract terms.
Comfortable traveling regularly, in the range of 30 to 50%, flexing to what the deals need. Operates with full autonomy and proactive communication about account strategy and prioritization
Bachelor's degree or equivalent experience; fluent with CRMs and standard productivity tools.
Familiarity with insurance is welcome and not required. What matters is that you can learn a complicated business quickly.
Why join us at Branch?
We’re all about getting back to getting each other’s back - that means Branchers, too. So we provide benefits that let you work and live to your fullest.
Above-market salary - Branch is a data-driven company, so we do the math on salaries, too. If you get an offer from Branch, you can expect compensation that hits above the mark.
Pay equity and transparency - Our pay isn’t just market-driven, it’s equitable. We let experience and performance drive your success, never your gender, race, orientation, or beliefs.
Remote-first (with perks) - Work from where you’re most comfortable. We’ll take care of your work from home set-up and monthly internet. We also have a Columbus headquarters if you’d like to join us in an office.
Flexible YouTime - We don’t just let you control your own time off. We actually encourage you to use it. After your first year at Branch, we’ll give you $1000 toward your next vacation.
Employee stock options - You’re not just an employee. If you’re full-time, you’re also a part-owner. You’ll have stock options so you can invest in the company you’re helping to grow.
Medical, vision, dental - Get all the coverage you need for a healthy, happy life.
401k and contribution matching - Invest in your future. Branch helps you get to retirement on time with a portion of your contributions matched each month.
What to expect
In light of recent hiring scams across the United States, here’s what the process will look like with Branch (so you know it’s us):
Please apply to open positions directly through our site. If you don’t see it here, then it shouldn’t exist on another job board. If you’re ever unsure about the legitimacy of a Branch job posting found on another site, please check the listings here to verify.
If you're selected to move onto the next phase of the hiring process, a member of our Branch talent team will reach out to you directly from the email domain @ourbranch.com to guide you through our process.
The process will include a number of interviews, which will all happen either over the phone or on video calls.
We will never ask for personal payment or require you to purchase equipment during our interview process. Always be sure to protect your personal information.
Equal Employment Opportunity Employer
At Branch, we are deeply committed to community. Branch is an Equal Employment Opportunity employer. All qualified applicants and/or employees will receive consideration for employment without regard to the individual’s age, race, color, religion or creed, national origin or ancestry, sex (including pregnancy), sexual orientation, gender, gender identity, physical or mental disability, veteran status, genetic information, ethnicity, citizenship, or any other characteristic protected by law.
Compensation Range: $122.5K - $175K
About Branch
Branch is on a mission to make insurance more accessible, so more people can be covered. We innovate using data, tech, and automation to simplify insurance from start to finish—we eliminated inaccurate quotes in favor of real prices, created a better way to bundle, and cut unnecessary costs in the traditional insurance process. Then we pass those savings along to our members. Basically, we’re doing insurance the way it was meant to be.
But we didn’t just create the insurance we’ve always wanted, we also created the company we’ve always wanted to work for. As we redefine insurance, we also want to redefine what it means to work in insurance. Find out for yourself.
Branch has a preference for candidates in Ohio, but is open to candidates located in AZ, FL, GA, IL, IN, IA, KS, KY, MD, MI, MO, NV, NC, OH, PA, SC, SD, TN, TX, and WI. Applicants must be currently authorized to work in the United States on a full-time basis. We are unable to sponsor or take over sponsorship of an employment visa at this time.
Branch is remote first, with most Branchers choosing to work from home. Our headquarters are located in Columbus, Ohio, where we come together from time to time to build relationships and connect with each other in real life. We also have office space in Columbia and Concordia, Missouri as well as Forreston, Illinois. Once a year, the entire company gathers for “BranchFest”, a highlight of the year for many Branchers.
About the role
Branch is seeking a Foundational Head of National Accounts to lead our most strategically important partnerships segment: large corporate insurance agencies, and major non-insurance institutions where Branch's technology becomes core to how these enterprises operate and grow.
This is a platform sales role. Rather than managing a book of independent agents, you'll sell Branch's proprietary technology and capabilities as the infrastructure a large enterprise builds its growth on. You'll own the relationship end to end, build the business case and the consensus needed across technical, operational, and executive stakeholders, close complex deals that shape Branch's trajectory, and manage those partnerships to scale. Beyond your own accounts, you'll be a go-to voice on enterprise sales strategy and a resource other salespeople turn to.
This is a senior, high-visibility individual contributor role for someone who has built a career selling technology platforms into large, sophisticated enterprises, and who wants ownership of the accounts that define the next stage of Branch's growth.
Key Responsibilities
Own the full enterprise sales cycle for Branch's most strategically significant accounts — large corporate insurance agencies and major non-insurance institutions — from first conversation through technical evaluation to a signed, live partnership.
Build a targeted pipeline of enterprise-scale insurance agencies and institutions, positioning Branch's technology as the platform these organizations build their insurance growth on.
Navigate complex, multi-stakeholder enterprise buying processes — technology, operations, product, and executive sponsors — building the business case and consensus needed to close.
Partner with Branch's Product and Engineering teams to scope integrations, address technical requirements, and translate partner needs into product input.
Manage and grow live partnerships post-launch: drive adoption, expand usage of Branch's platform, and grow production over time through a land-and-expand approach.
Structure and negotiate commercial and technical deal terms, and drive agreements through legal and compliance to signature.
Act as a subject-matter expert on enterprise/platform sales, owning the enterprise methodology that guides other salespeople and contributing to how Branch approaches sales strategy more broadly.
Work closely with account management, implementation, and customer success teams to ensure smooth technical onboarding and go-live for signed partners.
Keep pipeline and forecasts accurate and current in Hubspot so leadership has a clear read on the business.
Skills, Knowledge, and Expertise
8+ years in enterprise or complex B2B sales, including at least 3 years selling into organizations with multi-layered, technical buying committees.
Track record closing technology/platform partnerships with large, corporate enterprises, not small or independently owned operators, that scaled materially after close.
Experience selling in a startup or early-stage environment, where the offering was still taking shape and you helped shape it. Founder, consultative, or solution-design experience is a strong signal here.
Comfortable running technical, product-oriented sales cycles: articulating platform capabilities, coordinating technical evaluations and integrations, and building ROI-driven business cases for enterprise stakeholders.
Ability to develop a deep understanding of Branch's product suite or value proposition: our proprietary technology and how it functions as a platform partners build on — able to position Branch as critical infrastructure, not just an insurance product.
Recognized internally and in the market as an expert others turn to for guidance on enterprise deal strategy and execution.
Excellent communicator across technical and executive audiences.
Proven track record hitting quota and production targets on complex, long-cycle enterprise deals.
Manages several large, multi-stage enterprise deals concurrently without anything slipping.
Skilled negotiator on both commercial and technical contract terms.
Comfortable traveling regularly, in the range of 30 to 50%, flexing to what the deals need. Operates with full autonomy and proactive communication about account strategy and prioritization
Bachelor's degree or equivalent experience; fluent with CRMs and standard productivity tools.
Familiarity with insurance is welcome and not required. What matters is that you can learn a complicated business quickly.
Why join us at Branch?
We’re all about getting back to getting each other’s back - that means Branchers, too. So we provide benefits that let you work and live to your fullest.
Above-market salary - Branch is a data-driven company, so we do the math on salaries, too. If you get an offer from Branch, you can expect compensation that hits above the mark.
Pay equity and transparency - Our pay isn’t just market-driven, it’s equitable. We let experience and performance drive your success, never your gender, race, orientation, or beliefs.
Remote-first (with perks) - Work from where you’re most comfortable. We’ll take care of your work from home set-up and monthly internet. We also have a Columbus headquarters if you’d like to join us in an office.
Flexible YouTime - We don’t just let you control your own time off. We actually encourage you to use it. After your first year at Branch, we’ll give you $1000 toward your next vacation.
Employee stock options - You’re not just an employee. If you’re full-time, you’re also a part-owner. You’ll have stock options so you can invest in the company you’re helping to grow.
Medical, vision, dental - Get all the coverage you need for a healthy, happy life.
401k and contribution matching - Invest in your future. Branch helps you get to retirement on time with a portion of your contributions matched each month.
What to expect
In light of recent hiring scams across the United States, here’s what the process will look like with Branch (so you know it’s us):
Please apply to open positions directly through our site. If you don’t see it here, then it shouldn’t exist on another job board. If you’re ever unsure about the legitimacy of a Branch job posting found on another site, please check the listings here to verify.
If you're selected to move onto the next phase of the hiring process, a member of our Branch talent team will reach out to you directly from the email domain @ourbranch.com to guide you through our process.
The process will include a number of interviews, which will all happen either over the phone or on video calls.
We will never ask for personal payment or require you to purchase equipment during our interview process. Always be sure to protect your personal information.
Equal Employment Opportunity Employer
At Branch, we are deeply committed to community. Branch is an Equal Employment Opportunity employer. All qualified applicants and/or employees will receive consideration for employment without regard to the individual’s age, race, color, religion or creed, national origin or ancestry, sex (including pregnancy), sexual orientation, gender, gender identity, physical or mental disability, veteran status, genetic information, ethnicity, citizenship, or any other characteristic protected by law.
Compensation Range: $122.5K - $175K
See All 5 Remote Head of Enterprise Sales Jobs
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Find JobsRemote Head of Enterprise Sales Job Market
Who's Hiring
Top Industries Hiring
- Technology & Software
What Employers Look For
The qualifications that appear most often in remote head of enterprise sales jobs.
- 7+ years of enterprise or strategic sales experience with a consistent quota attainment history
- Demonstrated ability to close complex, multi-stakeholder deals above six or seven figures
- Experience building and leading high-performing enterprise sales teams of five or more
- Proficiency with CRM platforms and enterprise sales methodologies such as MEDDIC or Challenger
- Strong executive presence with the ability to present and negotiate at the C-suite level
- Bachelor's degree in business, marketing, or a related field, with an MBA preferred for some roles
Tips for Your Remote Head of Enterprise Sales Job Search
Apply early to remote roles that fit
Migrate Mate lists remote head of enterprise sales openings from across the U.S. in one place, so you can find roles that match your experience and apply directly without sorting through non-remote listings mixed in.
Demonstrate async leadership in your resume
Remote employers want proof you can lead a distributed enterprise sales team without in-person management. Quantify results from periods when your team operated across time zones, and name the CRM and async communication tools you used to run pipeline reviews and forecasting.
Target remote-first companies by business model
Remote-first SaaS vendors, cloud infrastructure companies, and B2B cybersecurity firms hire heads of enterprise sales remotely far more consistently than hybrid or office-first organizations. Focus your search on companies whose entire go-to-market motion is built around distributed teams.
Prepare for a multi-stage remote interview process
Remote hiring processes for this role typically include a written case or async take-home on enterprise pipeline strategy, followed by video calls with the CEO or CRO. Practice presenting board-level sales forecasts clearly over video and have a prepared plan for your first 90 days.
Remote Head of Enterprise Sales Jobs: Frequently Asked Questions
How do I get a remote head of enterprise sales job?
Remote employers hiring at this level screen for self-directed leadership, strong async written communication, and a demonstrated ability to build and manage enterprise pipelines without in-person oversight. Companies most likely to hire remotely at this level are remote-first SaaS firms, distributed cybersecurity vendors, and B2B platform businesses. What gives you an edge is documented experience closing complex, multi-stakeholder enterprise deals, managing distributed sales teams, and running forecasting and pipeline reviews through CRM and video tools independently.
Which companies hire remote head of enterprise saless?
Remote head of enterprise sales roles are posted by Aptos, Vetcove, and BairesDev and others right now, based on current remote listings on Migrate Mate as of November 2026. These tend to be remote-first technology companies, distributed B2B software vendors, and enterprise-focused professional services firms that run sales operations entirely across distributed teams.
Can you get a remote head of enterprise sales job with no experience?
Yes, but remote head of enterprise sales roles are almost exclusively senior positions, so a candidate with no enterprise sales management experience will face a steep barrier. The clearest path in is building toward the role: carry an enterprise quota as an individual contributor at a remote-first company, document self-directed pipeline results, and demonstrate async leadership in a distributed team. Companies more likely to take a chance on a first-time head of enterprise sales remotely are early-stage B2B startups.
Do you need a degree for remote head of enterprise sales jobs?
Not always. Remote employers at this level care far more about demonstrated enterprise sales results, quota attainment history, and team leadership than formal credentials. A strong record of closing large enterprise contracts and scaling a distributed sales team will consistently outweigh a degree, particularly at remote-first technology and SaaS companies where outcomes are the primary measure.
Which industries hire the most remote head of enterprise saless?
Remote head of enterprise sales roles concentrate in Technology & Software, based on current remote listings on Migrate Mate as of November 2026. These sectors hire at this level remotely because their enterprise sales cycles are managed entirely through digital channels, making distributed sales leadership fully viable without a physical headquarters presence.
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