What Sperry Software does

Sperry Software, Inc. is a privately held, bootstrapped software company founded in 2001 and headquartered just south of Jacksonville, Florida. It develops a broad portfolio of Microsoft Outlook add-ins spanning desktop Outlook and Microsoft 365 (cloud, on the web, Mac, and mobile) environments, organized around three functional pillars: email security (Safeguard Send for Microsoft 365, Safeguard Send Core, Phishing Net, Phishing Net AI), email productivity and automation (Send Individually, Schedule Recurring Email, Timed Email Organizer, Power Rules Manager, Auto Print Pro, Save As PDF), and data hygiene (Duplicate Eliminator suite across email, contacts, appointments, tasks, notes, journals, posts, and cross-fold). Notable proprietary components include a custom rules engine for the Timed Email Organizer that operates independently of Outlook's native rules space, the MailBeat heartbeat monitor, and AI-driven phishing detection in Phishing Net AI. The company also offers Custom Enterprise Solutions for organizations with bespoke workflow requirements and centralized administration needs.

The company serves both SMBs and enterprise customers, with publicly cited reference customers including Verizon Wireless, Microsoft, RBS (Royal Bank of Scotland), and the US Navy, and reports having served over 100,000 customers cumulatively with over 10,000 positive reviews. Its go-to-market is direct-to-consumer via its own e-commerce website (sperrysoftware.com) offering 14-day free trials and downloadable software, supplemented by phone-based sales and tech support, live chat, a Microsoft AppSource listing for Send Individually for Microsoft 365, and direct enterprise sales for volume licensing and custom builds.

Revenue mechanics are dual-track. Desktop Outlook add-ins are sold as one-time perpetual licenses priced between $17.95 and $149.95, each including two years of human tech support and free upgrades. Microsoft 365 add-ins are sold as annual subscriptions priced per user per year (e.g., Safeguard Send for Microsoft 365 at $32/user/year, Safeguard Send Core at $12/user/year). Bundles such as the Duplicate Eliminator Bundle (8 add-ins for $74.95) extend the catalog. The company is a Microsoft partner with products built for Microsoft Office 365, Outlook on the Web, new Outlook, Outlook on Mac, and underlying Azure infrastructure for cloud SKUs. Sperry Software is operating, founder-owned, has no disclosed funding rounds or external investors, and maintains a headcount of 1-10 employees.

Name

Sperry Software

Legal name

Sperry Software, Inc.

Website

https://sperrysoftware.com

Company type

Private

Founded year

2001

Operating status

Operating

Headcount range

1–10 employees

Short description

Sperry Software develops Microsoft Outlook add-ins for desktop and Microsoft 365, serving over 100,000 customers including Fortune 500 firms. Founded in 2001 in Jacksonville, FL, it offers email security, productivity, and automation add-ins via direct website sales and Microsoft AppSource.

Ownership category

akta.pro rank

Product category

Email Productivity Software

NAICS

Software Publishers (513210), Software Publishers (5132)

SIC

Services-Computer Programming, Data Processing, Etc. (7370)

akta.pro primary industry

Document Creation & Office Suites (BPAMAMAD)

Keywords

• Outlook add-ins
• Email productivity software
• Email security solutions
• Microsoft 365 tools
• Mail merge software

Headquarters

HQ city

Jacksonville

HQ country

United States

HQ region

North America

Offices1 record

Markets served

GTM type

B2B and B2C

Offering type

Software

Cost components

Personnel, Technology or R&D, Infrastructure, Marketing or Sales, Operations

Revenue model

1. Desktop Outlook Add-in Licenses: One-time purchase perpetual licenses for desktop Outlook add-ins. Each license includes 2 years of tech support and free upgrades. Pricing varies by product from $17.95 to $129.95 per license.
2. Microsoft 365 Add-in Subscriptions: Annual subscription pricing for Microsoft 365/Office 365 add-ins. Safeguard Send for Microsoft 365 at $32/user/year and Safeguard Send Core at $12/user/year. Includes ongoing support and updates.
3. Bundles: Product bundles combining multiple add-ins at discounted rates, such as the Duplicate Eliminator Bundle including 8 add-ins for $74.95.

Pricing tiers

Go-to-market motion1 record

Distribution channels3 records

Marketing channels7 records

Core offering

Sperry Software develops and sells a catalog of Microsoft Outlook add-ins for both classic desktop Outlook and the Microsoft 365 cloud environment. The products address email security (e.g., Safeguard Send, Phishing Net AI), bulk personalized email delivery (Send Individually), PDF conversion, automated email organization and printing, duplicate removal, rules management, reminders, and other productivity gaps in Outlook. The company also provides custom enterprise add-in development and volume licensing for organizational customers.

Product overview

Sperry Software offers a comprehensive suite of Outlook add-ins for Microsoft 365 and desktop Outlook. The portfolio includes email security products (Safeguard Send for Microsoft 365, Safeguard Send Core), email marketing tools (Send Individually, Send Individually for Microsoft 365), document management (Save As PDF, Save As PDF Pro), scheduling (Schedule Recurring Email, Timed Email Organizer), printing solutions (Auto Print, Auto Print Pro, Print On Demand), rules management (Power Rules Manager), and various productivity add-ins. Most products are available as both desktop versions for classic Outlook and cloud versions for Microsoft 365. The company also provides bundled products including the Duplicate Eliminator Bundle (8 duplicate elimination tools) and custom enterprise solutions.

Differentiator

Problem solved

Functional benefit

Products and services

• Safeguard Send for Microsoft 365 Microsoft 365 email security add-in that prompts users to review recipients, keywords, and attachments before sending to prevent misdirected emails, response to phishing, and data leaks; priced at $32/user/year.
• Safeguard Send Core Simplified version of Safeguard Send for Microsoft 365 with a reduced feature set priced at $12/user/year for entry-level email security.
• Send Individually for Microsoft 365 Cloud-based Microsoft 365 add-in that sends personalized emails to recipients one at a time to avoid spam filters and increase response rates; one-time price of $60.
• Send Individually (Desktop)
• Save As PDF for Microsoft 365
• Save As PDF Pro
• Schedule Recurring Email
• Schedule Recurring Email Pro
• Timed Email Organizer
• Timed Email Organizer for Office 365
• Auto Print
• Auto Print Pro
• Print On Demand
• Power Rules Manager
• Attachment Save
• VCard Converter
• Email Reminders
• Duplicate Email Eliminator
• Duplicate Eliminator Bundle
• Mobile Email Redirect
• MailBeat
• Phishing Net AI for Microsoft 365
• Custom Enterprise Solutions

Quantifiable outcome

• Over 10,000 positive customer reviews
• +1 more outcomes

Named customers4 records

Segments3 records

Ideal customer profiles2 records

Technology focussed Yes

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration5 records

AI capability2 records

Feature8 records

Partnerships

One partnership is on record.

• MicrosoftcoreTechnology or IntegrationSperry Software is a Microsoft partner developing add-ins specifically for Microsoft Outlook and Microsoft 365. Their products are designed for Microsoft Office 365, Outlook on the Web (OWA), new Outlook, Outlook on Mac, and desktop Outlook. Products like Safeguard Send are built on Azure infrastructure.

Scale indicators3 records

Recent moves6 records

Expansion highlights5 records

Market position

Competitive moat4 records

Key risks6 records

Key highlights7 records

Customer concentration

• Xx.com/sperrysoftware
• Facebookfacebook.com/sperrysoftware
• LinkedInuk.linkedin.com/company/sperry-software-inc.

Revenue estimate

Valuation estimate

Number of profiles

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Sperry Software