GlassJar Accounting Software

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Contractor Management

Track contractor payments with GlassJar. Assign 1099 categories, stay organized, and simplify tax reporting. GlassJar provides small business owners and accountants with a structured platform to manage, categorize, and report contractor payments. It simplifies IRS compliance, payment tracking, and vendor oversight—all in one interface.

Assign Payments to 1099 Categories

No more manual tracking. GlassJar automatically categorizes vendor payments for accurate 1099 reporting, ensuring compliance and saving time during tax season.

See Who You’ve Paid & When

Track contractor payments effortlessly. View detailed records of who you paid, how much, and when, so you’re always prepared for reporting and audits.

Generate 1099 Reports with Ease

At tax time, export 1099 reports in just a few clicks. GlassJar helps you stay compliant and ensures all contractor payments are properly documented.

Streamline Contractor Payments & 1099 Reporting

Stay organized, track payments, and simplify tax prep with GlassJar. Try it for free and take control of your contractor management today.

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Automatically Categorize Contractor Payments for 1099 Forms

GlassJar assigns contractor payments to the proper 1099 category automatically. Whether you’re working with freelance graphic designers, part-time consultants, or field technicians, the platform distinguishes between 1099-NEC and 1099-MISC categories based on the nature of the service and payment type.

Eliminate Manual Classification

Manually classifying every vendor payment increases the risk of error. GlassJar streamlines this by detecting recurring patterns and applying preset classification logic. This ensures contractor payments are correctly earmarked for tax filing, reducing end-of-year workload.

Reduce Year-End Stress

Automated categorization allows businesses to generate year-end tax forms without searching through spreadsheets or cross-referencing invoices. With GlassJar, each transaction is tagged in real-time, ensuring no surprises during tax season.

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Full Contractor Payment History in One Place

Every contractor transaction is recorded and stored in an organized profile. From initial onboarding to final payment, businesses have full visibility into contractor payment histories, attached memos, and invoice links.

Filter Transactions by Contractor

GlassJar enables users to isolate payment records by individual contractor. You can search by date range, amount, or payment method, giving you a complete picture of activity and cash flow related to outsourced labor.

View Associated Documents

Each contractor entry allows linking relevant documentation, such as W-9s, contracts, or scope of work agreements. This centralized access saves time during audits or evaluations.

One-Click 1099 Reports

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GlassJar’s built-in reporting tools allow business owners to generate 1099-NEC and 1099-MISC forms in a few steps. All eligible payments are pre-populated based on prior classifications, and reports are exportable in IRS-compatible formats.

Export and Send Electronically

Users can download contractor tax forms in bulk or send them electronically to contractors. This reduces the need for printed forms and helps ensure deadlines are met for IRS submissions.

Monitor 1099 Eligibility

GlassJar continuously monitors whether each vendor has surpassed the IRS reporting threshold. If a contractor crosses the $600 threshold, the system automatically adds them to the 1099 list, ensuring no one is overlooked.

Structured Vendor and Contractor Profiles

Contractors are organized in dedicated profiles, which include contact details, tax classification, W-9 status, and payment terms. This structured format reduces duplication, improves accuracy, and speeds up searches.

Vendor Segmentation

Users can tag contractors by type of service, project, location, or department. For example, marketing consultants can be separated from repair technicians or IT support vendors, enabling precise internal tracking.

Link Projects to Contractor Records

GlassJar allows contractors to be tied to specific projects or engagements, so businesses can track costs by job or campaign. This provides insights into project-level profitability and performance.

Reduce Data Entry with Automation

GlassJar integrates with accounts payable workflows, automatically syncing vendor bills, bank transactions, and reimbursements. This minimizes the need for manual entry and ensures accuracy in financial statements.

Payment Recognition

When payments are made through connected bank accounts, GlassJar automatically matches them to existing contractor bills. If no bill is present, the transaction can still be logged and attached to a contractor record in one step.

Predictive Categorization

Over time, GlassJar learns from previous entries and can suggest payment categories or accounts, further accelerating the bookkeeping process.

Bank Feed Integration with Contractor Payments

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Bank feeds within GlassJar allow users to connect checking accounts and credit cards, enabling the real-time import of contractor payments. These transactions are matched to the appropriate contractor and categorized as 1099-reportable if applicable.

Transaction Matching

If a payment in the bank feed matches an open contractor bill or falls within a recurring payment pattern, GlassJar flags the match and suggests it for review. Users simply approve or modify as needed.

Faster Reconciliation

Reconciliation workflows are simplified as contractor-related payments are already identified, categorized, and aligned with vendor records, reducing the time spent cross-checking transactions.

Internal Reporting on Contractor Activity

GlassJar includes dedicated reporting tools focused on contractor spending. Users can generate reports that display total payments by contractor, upcoming liabilities, and 1099 filing status.

Real-Time Dashboard Views

The accounting dashboard offers widgets and summaries displaying contractor expenditures year-to-date, outstanding bills, and monthly breakdowns. This makes it easy to assess how outsourced labor is affecting cash flow.

Exportable Reports

Reports can be downloaded in CSV, PDF, or Excel formats, providing flexibility for businesses working with external tax professionals or CPAs.

Control Access with User Roles

Businesses can restrict access to contractor-related data by assigning user roles and permissions. For example, a junior bookkeeper may have access to record payments but not edit contractor profiles or generate tax reports.

Role-Based Collaboration

In team environments, GlassJar ensures each user sees only what is relevant to their role. This security model protects sensitive data while supporting team-based collaboration on financial records.

Track Changes with Audit Trails

Every edit made to contractor records or payment history is logged in the system. You can view who made a change, what was changed, and when it occurred. This adds a layer of transparency and accountability.

Contractor Onboarding and Setup

New contractors can be onboarded through a streamlined form entry. GlassJar allows users to input contractor name, address, payment terms, and W-9 status directly into the vendor profile.

W-9 Collection

GlassJar provides fields to store W-9 collection status and expiration dates. Businesses can flag contractors with missing or outdated W-9s, ensuring that compliance steps are always taken.

Notes and Attachments

Each profile allows attachments such as contracts, signed scope agreements, or invoice templates. Notes can be logged for internal reference, such as preferred payment methods or invoicing quirks.

Project-Based Contractor Tracking

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Businesses with multiple projects or client jobs can assign contractor costs to specific work streams. This feature is essential for service firms, agencies, or construction companies managing distributed labor across jobs.

Profitability Analysis

By isolating contractor spend per project, GlassJar enables clearer analysis of profit margins, overruns, and resource allocation. This helps business owners decide which projects or services are sustainable.

Department-Level Breakdown

In larger organizations, contractor expenses can be segmented by department or division, allowing financial leads to benchmark and control contractor utilization across business units.

Recurring Contractor Engagements

For businesses that use the same contractors monthly or weekly, GlassJar allows recurring payments and bills to be pre-set, scheduled, and automatically posted.

Automatic Payment Entries

Recurring contractor bills can be scheduled in advance with fixed dates and amounts. Once approved, the system posts them to the ledger and updates the contractor’s record accordingly.

Alerts for Rate Changes

GlassJar can flag when recurring contractor payments deviate from expected amounts, prompting the user to confirm or investigate changes in billing.

Multi-Entity Contractor Management

Businesses with multiple companies or divisions under the same GlassJar account can manage contractors across entities. Each contractor record is tied to the appropriate company, ensuring no cross-entity confusion.

Separate 1099 Reporting Per Entity

1099 forms are generated on a per-entity basis, aligning with the IRS requirement that each tax entity files its own documents. This is essential for holding companies or franchises using shared contractors.

Cross-Entity Views

For executives overseeing multiple entities, GlassJar offers cross-entity summaries showing total contractor costs across the entire business group, while maintaining ledger separation.

Forecast Contractor Costs in Budgets

GlassJar allows contractor expenses to be included in budget forecasts. Business owners can estimate monthly labor outsourcing costs and track performance against actuals.

Budget Variance Analysis

When actual contractor spending exceeds or falls short of the budgeted amount, GlassJar highlights the variance and provides drill-down capability to investigate causes.

Planning for Seasonal Contractor Needs

Businesses with seasonal fluctuations can build those patterns into their budget. GlassJar supports flexible forecasting, allowing variable contractor usage by month or quarter.

Contractor Reports for Stakeholders

GlassJar enables the generation of reports tailored for internal stakeholders such as project managers, CFOs, or department leads.

Weekly and Monthly Summaries

Recurring reports can be scheduled to automatically send via email. These summaries outline contractor activity for the period, including total payments, new contractors added, and outstanding invoices.

Custom Columns and Filters

Users can tailor which fields appear in contractor reports, such as department, job code, payment method, or W-9 status. This customization improves internal reviews and board reporting.

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