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Bookkeeper360

Bookkeeper360

Subscription-based bookkeeping, tax, advisory services

Account Executive

Full-Time
$60k - $70k/yr

+ Uncapped commission + Performance-based incentive bonus

Mid
Bachelor's
Remote in USA
Remote

About the job

Requirements
  • At least 3 years of consultative business-to-business sales experience with a proven track record of exceeding quota.
  • Experience selling accounting, payroll, human resources, tax, financial services, software as a service, or professional services.
  • Platform experience with HubSpot and PandaDoc.
  • Strong discovery, objection handling, negotiation, and closing skills.
  • Ability to build rapport with business owners and executive-level decision-makers.
  • Excellent written and verbal communication skills.
Responsibilities
  • Own the full sales cycle from qualified lead through signed engagement.
  • Conduct discovery calls to understand prospective clients' business needs, challenges, and goals.
  • Educate prospects on accounting, payroll, tax, sales tax, human resources, and advisory solutions.
  • Develop customized service recommendations and pricing proposals.
  • Build relationships with business owners and decision-makers through a consultative sales approach.
  • Maintain accurate sales activity, pipeline, and forecasting within the customer relationship management system.
  • Meet or exceed monthly and quarterly sales goals.
  • Collaborate with internal teams to ensure a smooth transition from sales to onboarding.
  • Stay current on service offerings, industry trends, and the competitive landscape.
  • Deliver a strong client experience throughout every stage of the sales process.
Desired Qualifications
  • Experience selling to small and mid-sized businesses.
  • Bachelor's degree in Business, Marketing, Finance, or a related field.
  • Experience working in a high-growth, remote-first, technology-driven environment.

About the company

Bookkeeper360 provides integrated financial management services for small and medium-sized businesses, including bookkeeping, tax planning, CFO advisory, payroll management, and human resources. It operates with a cloud-based platform that combines software with human experts, delivering a single subscription service that covers all financial needs. Clients access dashboards and receive accurate financial data, insights, and strategic advice, allowing them to focus on growth and operations. The company differentiates itself by offering an all-in-one platform that unifies multiple financial functions in one subscription, backed by professional guidance and scalable technology. Its goal is to help SMBs grow by improving financial accuracy, efficiency, and strategic decision-making through predictable, scalable services.

Company Size

51-200

Company Stage

Seed

Total Funding

$5.5M

Headquarters

Oyster Bay, New York

Founded

2012

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Simplify's Take

What believers are saying

  • July 2026 NerdWallet named Bookkeeper360 the best overall online bookkeeping service.
  • Bookkeeper360 named to Inc. 2026 Best Workplaces, supporting recruiting and retention.
  • April 2026 leadership additions and board expansion signal active growth and acquisition plans.

What critics are saying

  • QuickBooks and Xero can bundle comparable AI insights, compressing Bookkeeper360’s margins by 2027.
  • Trustpilot complaints in 2025-2026 cite opaque pricing and weak tax guidance, hurting referrals.
  • No disclosed fresh capital since 2022 leaves acquisitions and product expansion funding-constrained.

What makes Bookkeeper360 unique

  • BOLT app unifies bookkeeping, tax, payroll, and CFO advice with live dashboards.
  • Bookkeeper360 integrates deeply with QuickBooks, Xero, and Gusto, reducing switching friction.
  • April 2026 COO David Emmerman brings M&A scaling experience from Xero.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

401(k) Company Match

Parental Leave

Remote Work Options

Unlimited Paid Time Off

Paid Holidays

Professional Development Budget

Performance Bonus

Company Social Events

Growth & Insights and Company News

Headcount

6 month growth

-1%

1 year growth

-1%

2 year growth

-1%
Bookkeeper360
Aug 13th, 2026
The pros and cons of entrepreneur networking groups.

The pros and cons of entrepreneur networking groups. With all the challenges of building a company, isolation may be the toughest and it can get lonelier as you grow. Once you have more employees, investors, clients and a leadership team relying on you, certain concerns can't be raised with them the same way. You need trusted peers who've been through it, a safe place for honest talk about what's actually keeping you up at night. I'm active in several entrepreneur groups. I joined the Entrepreneurs' Organization (EO) to surround myself with like-minded owners, and I now serve as president of EO's Long Island Chapter, which keeps me close to the local business community. I'm also a Long Island Chapter member of the Young Presidents' Organization (YPO), for a broader perspective outside my industry, and a member of Hampton, where I can raise something like a term sheet and get an honest gut check within minutes. It's the combination of viewpoints that works best since each pulls a different kind of peer into the room. About 10 years ago, when my company (Bookkeeper360) was just starting out, I joined a local business referral group and met Terry Rubenfeld, a fractional CFO from Long Island. Terry joined Bookkeeper360 full-time in the early days and now leads its Advisory Services division as its internal CFO. You never know who you'll meet if you don't put yourself out there. By the way, you don't have to be a natural "schmoozer" to utilize networking groups. If you're introverted, start with a small forum, say eight to 10 people, before going to a 200-person mixer. That's often where real value lives. Ask for help with one or two specific challenges you're having, not for advice about the entire company strategy. The key is to be willing to share, give back and listen. The best groups also enforce a no-solicitation rule. You're there to get candid help with a real problem, not to hand out business cards. Networking is like a muscle, the more you use it, the stronger you get and the more confident you become. That will carry over into pitches, presentations and everyday interactions with your team. At 10 employees, I needed tactical help: How do you price a service, collect an invoice, find your next client? Almost any local business group can deliver that. At 100 employees, running a remote team nationwide, the questions turned strategic: Capital allocation, leadership structure, building a connected culture without a shared office. These are decisions to stress-test with founders running similarly sized, distributed companies. Once the problems in the room stop matching yours because your business has outgrown the average member's, it's time to move on. Reasons to join a networking group. Gets you out of your own head and your own office. Real personal development, not just professional. Sharpens how you explain your own business, since you're pushed into becoming the expert in the room. Genuine friendships with people who understand the pressure you're under. A wider circle you can call for a fast, specific answer. Access to knowledge and mistakes other founders already paid for. Visibility that compounds. I once landed clients from a taco party. Drawbacks. Time. It takes a while to know if you've joined the right one. Cost. Some groups are expensive. Personality conflicts and quiet competition. Skill and stage mismatches. If other members are years ahead or behind, conversations stop being useful. It's hard to measure ROI precisely. But think about the value of a chance meeting with your next Terry Rubenfeld, or the dollar value of a bad deal you walked away from. Ask: Am I leaving meetings with something I'll act on? If not, find a better group. Networking and peer-to-peer learning groups are like joining a gym: You get out of it what you put in. The payoff isn't immediate, but it compounds if you show up consistently, come with a plan, and are a better listener than talker. Nick Pasquarosa is the founder and CEO of Bookkeeper360 in Woodbury.

Bookkeeper360
Apr 13th, 2026
Bookkeeper360 recognized as top 10 online accounting firms for small businesses.

Bookkeeper360 recognized as top 10 online accounting firms for small businesses. Bookkeeper360 delivers flexible hourly services with payroll and tax preparation, ensuring clarity with financial dashboards tailored to business requirements. Bookkeeper360 provides thorough services, including payroll and tax preparation, along with financial dashboards to improve your organizational clarity. Bookkeeper360: Flexibility in Hourly Services Bookkeeper360 stands out for its flexible hourly bookkeeping services, allowing small to medium-sized businesses to only pay for the support they genuinely need. With rates starting at $19 plus $150 per hour for additional help, you can manage costs effectively as you receive customized assistance. This service is designed to scale according to your specific bookkeeping requirements, ensuring you get exactly what you need without overspending. You can choose from a variety of services, including payroll, tax preparation, and financial reporting, which allows you to customize your support based on your unique business needs. Bookkeeper360 emphasizes personalized service, giving you direct communication with a dedicated team of bookkeepers. This model is particularly beneficial for businesses needing occasional help, as it eliminates the need for a full-time staff member, making it a cost-effective solution for managing your finances efficiently.

CPA Practice Advisor
Dec 13th, 2025
Bookkeeper360 Unveils Mobile and Web App Featuring AI-Powered Virtual CFO

Bookkeeper360 unveils mobile and web app featuring ai-powered virtual CFO. Bookkeeper360 announced Dec. 11 the launch of its iOS and Android mobile and web application featuring Business Optimization Learning Technology, an AI-powered virtual CFO. Online bookkeeping service Bookkeeper360 announced Dec. 11 the launch of its iOS and Android mobile and web application featuring Business Optimization Learning Technology (BOLT), an artificial intelligence-powered virtual CFO. The platform integrates with QuickBooks, Xero, and Gusto to deliver real-time financial insights, actionable intelligence through visual dashboards, and personalized guidance, the Woodbury, NY-based company said in a media release. Business owners can communicate directly with their accountant, track projects in real-time, and receive push notifications for critical financial alerts. "Business owners are drowning in financial data but starving for insights," Nick Pasquarosa, founder and CEO of Bookkeeper360, said in a statement. "We built this app to bridge that gap. BOLT delivers instant intelligence for everyday decisions while our expert accountants provide guidance when situations get complex, giving clients the best of both worlds." "Bookkeeper360 is a prime example of how our ecosystem partners are leveraging Xero's robust platform to deliver cutting-edge AI solutions," added Andrew Kanzer, managing director of North America at Xero. "We know from our research that U.S. businesses are eager for AI, but they need trusted advisors to help them navigate it safely. Solutions like BOLT deliver that confidence while handling the operational heavy lifting. This allows business owners to shift from day-to-day management to strategic oversight." At the center of the platform is BOLT, an AI-powered virtual CFO that continuously monitors a business's financial health and alerts management to critical changes. BOLT identifies cash flow risks before they become problems, estimates tax liabilities, and tracks revenue trends in real-time. Business owners can interact with BOLT through a natural conversational interface, asking questions like "How's my cash flow?" and receive instant, comprehensive insights.

Bookkeeper360
Jul 16th, 2024
Bookkeeper360 Named "Best Overall Online Bookkeeping Service" by NerdWallet

Bookkeeper360 named "best Overall Online Bookkeeping Service" by NerdWallet. Bookkeeper360 is proud to announce that NerdWallet has recognized Bookkeeper360 as the"Best Overall Online Bookkeeping Service"for 2024. What sets Bookkeeper360 apart? According to NerdWallet, "Bookkeeper360 is our top selection for online bookkeeping service because of its scalability, wide range of add-on services and multiple accounting integrations." Bookkeeper360 integrate with both QuickBooks and Xero, giving you the flexibility to work with the platform that best fits your needs. Whether you need monthly bookkeeping or want to expand into weekly reports, payroll, tax filing, or CFO advisory services, Bookkeeper360 grow alongside your business. Backed by a 100% U.S.-based team of accounting professionals and serving more than 1,000 clients nationwide, Bookkeeper360 is built to scale with companies at every stage. Thank you to its clients for trusting Bookkeeper360 with your financial success, and to NerdWallet for recognizing its commitment to helping businesses grow.

Business Wire
Aug 18th, 2022
Bookkeeper360 Raises $3.5M Seed Round To Scale Platform And Operations

NEW YORK--(BUSINESS WIRE)--Bookkeeper360 disrupts traditional business accounting by leveraging its proprietary technology and services to streamline and integrate back-office, management reporting, advisory, payroll, and tax solutions. Today, Bookkeeper360 announced the completion of its seed capital raise round. This round was filled by new strategic partners, customers, and previous investors of Bookkeeper360, who are also Angel Investors of Etsy.com. Nick Pasquarosa, founder and CEO of Bookkeeper360, said, “The future for Bookkeeper360 has never been brighter. We have seen an enormous increase in demand for our accounting and advisory services, and on average, our customers are accessing our app more frequently than ever before. We are excited to continue developing solutions to help our customers grow faster and more efficiently. I’ve never been prouder of our team and value our customers who trust Bookkeeper360 to handle their finances.”