Enterprise Account Executive

5+ years of B2B SaaS sales experience, with a track record in large account selling.

Demonstrated success owning complex, multi-stakeholder deals with larger ACVs ($100K+) and longer sales cycles.

Experience selling into and expanding large, multi-site organizations; comfort engaging at the executive level.

Proven track record of meeting or exceeding quota and earning strong customer trust.

Comfort operating in an undefined, greenfield environment where the process is still being built.

This role will receive a competitive base salary + benefits. A variety of factors are considered when determining someone’s compensation–including a candidate’s professional background, experience, and location. Final offer amounts may vary from the amounts listed below.

The pay range for this role is $120,000/$120,000 - OTE $240,000 USD per year.

Company History & Product:

UpKeep started in a garage, where our founder Ryan taught himself to code and built the first mobile-first maintenance app. The idea was simple but powerful: put modern software in the hands of frontline technicians—and transform how maintenance gets done.

Today, UpKeep is the leading cloud-native

Asset Operations Management

The Enterprise Account Executive owns a defined book of UpKeep's largest and most strategic accounts, running a consultative, multi-threaded sales motion across both existing customers and net-new prospects.

This is a lower-volume, higher-value role: success is measured by the ability to build executive relationships, navigate complex buying committees, and drive meaningful ARR through larger, longer cycle deals not by call and email volume.

, you will partner closely with Customer Success to grow and expand a named list of strategic accounts, turning satisfied customers into enterprise wide deployments.

, you will partner with Business Development and Marketing to land UpKeep's largest target accounts through coordinated, account-based outbound.

In both cases you own the strategy, the relationships, the commercial negotiation, and the number.