Account Executive - Mid Market at FreshBooks

Boston, Massachusetts, United States

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Not SpecifiedCompensation

Mid-level (3 to 4 years)Experience Level

Full TimeJob Type

UnknownVisa

Software, SaaS, Customer Experience, Employee ExperienceIndustries

Requirements

3+ years of experience in SaaS or mid-market sales, with a track record of exceeding targets and building strong customer relationships
Natural communicator who knows how to listen deeply, ask the right questions, and drive value
Solid understanding of SaaS platforms (bonus if experienced with employee experience (EX) solutions)
Comfortable working in a fast-paced, evolving environment where ideas are valued
Consultative, adaptable, and thoughtful approach - strategic but also hands-on when needed
Ability to work hybrid with onsite expectations of 3x/week (Tues-Thurs) from San Mateo, CA headquarters

Responsibilities

Lead value-based conversations with mid-market customers (500-1,000 employees) to understand needs around ITSM, onboarding, and employee engagement, and offer tailored solutions
Build and manage a healthy pipeline through proactive prospecting, virtual selling, and meaningful discovery
Work closely with buying teams to create trust and clarity throughout the decision-making process
Manage and close mid-sized opportunities from negotiation through final agreement
Partner with Marketing, Solutions Engineering, and Customer Success teams to ensure a seamless customer experience

Skills

Account Executive

Sales

Prospecting

Pipeline Management

Consultative Selling

Value-Based Selling

ITSM

Employee Onboarding

Virtual Selling

Discovery Calls

FreshBooks

Cloud-based accounting software for businesses

About FreshBooks

FreshBooks provides cloud-based accounting software aimed at simplifying financial management for small to medium-sized businesses and self-employed professionals. The software allows users to efficiently track expenses, time, and invoices, making it accessible even for those without accounting experience. Users subscribe to the service with various pricing tiers, and they can take advantage of a 30-day money-back guarantee and an 80% discount for the first four months. FreshBooks stands out from competitors by offering a user-friendly interface and mobile accessibility, enabling users to manage their finances on the go. The company's goal is to help business owners and accountants streamline their financial processes, improve organization, and enhance client relationships.

Toronto, CanadaHeadquarters

2003Year Founded

$149.6MTotal Funding

DEBTCompany Stage

Consumer Software, FintechIndustries

201-500Employees

Benefits

Health Insurance

Dental Insurance

401(k) Company Match

Stock Options

Unlimited Paid Time Off

Parental Leave

Home Office Stipend

Professional Development Budget

Risks

Increased competition from market leaders may impact FreshBooks' market share.

Dependency on Stripe's technology could pose risks if Stripe faces issues.

Economic downturns may threaten FreshBooks' subscription-based revenue model.

Differentiation

FreshBooks offers a user-friendly platform for non-accountants, simplifying financial management.

The company provides mobile-friendly solutions, catering to the rise of remote work.

FreshBooks' integration with Shopify enhances e-commerce capabilities for online businesses.

Upsides

FreshBooks' subscription model aligns with industry trends, boosting customer acquisition and retention.

The expansion of Stripe Connect features enhances FreshBooks Payments, improving payment processing.

AI-driven financial analytics tools can provide predictive insights, enhancing decision-making.

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