October 23, 2026
by Harshita Tewari / October 23, 2026
The best Cyber Monday software deals could help you get more from your tech budget. Explore offers on support, finance, messaging, security, and AI tools, and check whether the savings hold up when it's time to renew.
Our Cyber Monday software deals comparison brings together offer terms, vendor pricing, and G2 ratings to help you compare each product’s fit and potential savings.
The 17 tools below span customer support, finance and sales operations, business messaging, security, and AI. For more options, explore our Black Friday software deals guide.
The largest advertised discounts in this roundup include FreshBooks at 90% off for four months, Zoho Desk at 50% off the first year up to $100, and Expensify at 50% off for six months.
Start with the category that matches your next purchase, then compare the promotional period and ongoing cost within it.
The support offers here range from capped first-year discounts to tiered renewal pricing. Compare help desk plans by agent count and ticketing needs before you commit.
Zoho Desk organizes support requests as tickets and omnichannel conversations, with AI capabilities and automation built into the workflow. It holds a 4.4/5 rating from 8,024 G2 reviews.
Claim discount: Get 50% off
| Deal term | Details |
| Cyber Monday deal | 50% off your first year, up to $100 (US pricing; the cap shows in local currency elsewhere, so confirm the figure for your region) |
| Before discount | Standard $14, Professional $23, and Enterprise $40 per agent/month, billed annually |
| After discount | 50% off eligible first-year charges, up to the regional cap |
| Included usage | Ticket, contact, and automation allowances depend on the selected tier |
| Eligibility | Use ZDESKG2DEALS; confirm eligible plans and billing terms |
| Renewal and expiration | Not published; confirm with the Zoho team |
| Who should buy | SMBs evaluating their first help desk |
Actual savings over 12 months: For one eligible Standard agent billed at $168/year, 50% off saves $84.
HubSpot Service Hub connects support tickets, live chat, and customer communication directly to CRM records. Its G2 profile shows a 4.4/5 rating based on 3,018 reviews.
Claim discount: Up to 20% off year one; 10% off subsequent renewals
| Deal term | Details |
| Cyber Monday deal | Up to 20% off the first year, then 10% off upon subsequent renewals |
| Before discount | Professional starts at $90/seat/month, billed annually |
| After discount | $72/seat/month in year one if Professional qualifies |
| Included usage | Seats, features, and usage allowances depend on the selected tier. HubSpot also requires a one-time onboarding fee for Professional and Enterprise, separate from the subscription price |
| Eligibility | Net-new Professional or Enterprise purchases only, via the designated G2 landing page |
| Renewal and expiration | 10% off subsequent renewals, per HubSpot's own terms |
| Who should buy | Growing support teams evaluating a CRM-connected service platform |
Actual savings over 12 months: If Professional qualifies at $90/seat/month billed annually, 20% off saves $216 per seat in year one. Budget for HubSpot’s onboarding fee alongside the subscription. Confirm whether your quote includes any reduction on onboarding.
BoldDesk is a modern help desk with AI copilots, a knowledge base, and ticket automation built in. It holds a 4.5/5 rating from 154 G2 reviews.
Claim discount: Get 15% off
| Deal term | Details |
| Cyber Monday deal | 15% off your first year |
| Before discount | $99/month billed annually ($1,188/year), including five human agents and 1,000 AI credits per month |
| After discount | If G2SAVE15 applies to the annual price, $1,009.80 for year one, equivalent to $84.15/month |
| Included usage | Five human agents, 1,000 monthly AI credits, and the full platform feature set. Higher tiers increase AI credits and included agents |
| Eligibility | Sign up for a free trial, then apply code G2SAVE15 when you purchase |
| Renewal and expiration | Not published; confirm with BoldDesk's team |
| Who should buy | Small support teams wanting a modern, AI-assisted help desk |
Actual savings over 12 months: Applying 15% off the $1,188 annual subscription would save $178.20. Confirm the coupon applies to that annual rate before purchasing.
For finance teams, the useful comparison is the subscription cost alongside transaction fees, billable clients or active members. This section pairs expense management and billing offers with demo tools used in sales engagement.
Expensify automates receipt capture, expense categorization and approval workflows for teams of any size. Across 5,688 G2 reviews, its rating is 4.5/5.
Claim discount: 30-day trial, then 50% off
| Deal term | Details |
| Cyber Monday deal | 30-day free trial, then 50% off for 6 months |
| Before discount | Collect $5 per unique member/month |
| After discount | $2.50 per unique member/month for 6 months |
| Included usage | Collect and Control have different workflow and admin allowances |
| Eligibility | New trial signups; no code needed |
| Renewal and expiration | The discount ends after six paid months; subsequent charges use the applicable standard subscription rate. |
| Who should buy | SMBs and larger finance teams evaluating expense collection |
Actual savings on this offer: If Collect qualifies at $5 per unique member/month, the six discounted months save $15 per member.
BILL AP/AR automates vendor payments, bill approvals, and receivables. It holds a 4.4/5 rating from 1,812 G2 reviews.
Claim discount: Get 25% off
| Deal term | Details |
| Cyber Monday deal | 25% off your monthly subscription fee for the first 3 months of the month-to-month subscription. |
| Before discount | Essentials $49/user/month |
| After discount | $36.75/user/month |
| Included usage | Regular per-transaction fees still apply and are not discounted |
| Eligibility | U.S. residents aged 18 and over, who are not currently Accounts Payable subscribers or partners, can sign up during the Promotion Period for BILL Accounts Payable by choosing an annual or month-to-month subscription. Does not include accountant console fees. |
| Renewal and expiration | Promotion ends on December 31st, 2026. Month-to-month subscriptions must begin before December 31st, 2026. |
| Who should buy | SMB finance teams evaluating vendor management and bill approvals |
Actual savings on this offer: At $49/user/month, 25% off for the first three months saves $36.75 per user.
Storylane creates interactive, click-through product demos for sales and customer education teams. G2 reviewers give it 4.7/5, with 1,633 reviews published.
Claim discount: Get 20% off
| Deal term | Details |
| Cyber Monday deal | 20% off all annual plans, first year only; code G220OFF |
| Before discount | Starter is listed at $40/month on annual billing ($50/month monthly) |
| After discount | Apply G220OFF at checkout to confirm the eligible first-year price; stacking with ordinary annual savings isn't established |
| Included usage | Demo and user-seat allowances depend on the selected tier |
| Eligibility | Annual plans; no credit card required to sign up |
| Renewal and expiration | Limited to year one; Storylane doesn't publish a renewal price |
| Who should buy | SMBs and mid-market teams evaluating guided demos |
Actual savings over 12 months: At Starter's $40/month annual rate ($480/year), a 20% discount would save $96 for the year; confirm the final charged price at checkout.
Consensus lets sales teams build and share recorded demo videos, then track which prospects actually watch them. Its G2 profile shows a 4.7/5 rating based on 1,891 reviews.
Claim discount: Get 10% off
| Deal term | Details |
| Cyber Monday deal | 10% off all packages, first year only |
| Before discount | Contact Consensus for current package pricing |
| After discount | 10% off eligible first-year charges, up to $5,000 |
| Included usage | Seats, demo allowances, and other package limits depend on the current vendor quote |
| Eligibility | All packages: register on the landing page to activate your discount |
| Renewal and expiration | Applies to year one only; year-two pricing isn't published |
| Who should buy | Mid-market and enterprise sales teams evaluating demo sharing |
Actual savings on this offer: Savings depend on your quoted package size, since Consensus prices by custom quote; the 10% reduction is capped at $5,000.
FreshBooks handles estimates, invoicing, recurring billing, and expense tracking for small-business accounting. On G2, it is rated 4.5/5 across 981 reviews.
Claim discount: Get 90% off for 4 months
| Deal term | Details |
| Cyber Monday deal | 90% off Lite, Plus, or Premium for 4 months, new subscribers only |
| Before discount | Lite $23/month |
| After discount | $2.30/month for 4 months on Lite; Plus and Premium are discounted 90% off their own list prices |
| Included usage | Lite allows invoicing up to 5 clients; Plus and Premium raise that limit |
| Eligibility | New subscribers only via this specific referral page |
| Renewal and expiration | Billing returns to the standard list rate once the four discounted months end |
| Who should buy | SMBs and growing teams evaluating invoicing |
Actual savings on this offer: At Lite's current $23/month list price, the four discounted months total $82.80 in savings.
Texting and calling tools charge for different things. Check whether the offer applies per user, per subscription, or to a credit allowance, then account for messages, minutes, and phone numbers beyond the included amount.
CallRail tracks and attributes phone calls, texts, and form submissions back to the marketing campaigns that generated them. On G2, it is rated 4.5/5 across 1,907 reviews.
Claim discount: Get 20% off
| Deal term | Details |
| Cyber Monday deal | Free trial through G2; 20% off when you upgrade to a paid plan |
| Before discount | Lead Tracking $55/month on annual billing, plus usage |
| After discount | $45/month based on an eligible subscription; additional usage charges still apply |
| Included usage | 5 phone numbers and 250 minutes on Lead Tracking, with transcription and analysis included |
| Eligibility | Start the trial through the G2 offer, then upgrade to an eligible paid subscription |
| Renewal and expiration | Not published; confirm with CallRail's team when you sign up |
| Who should buy | SMBs and mid-market marketing teams evaluating phone-lead attribution |
Actual savings over 12 months: A 20% discount saves $132 across 12 paid months. The total depends on how long the discount applies and excludes additional usage charges.
Aloware connects business calling and texting with CRM-connected sales workflows. It has a 4.1/5 rating based on 828 G2 reviews.
Claim discount: Get $20 off per user
| Deal term | Details |
| Cyber Monday deal | $50 per user instead of $70 per user on the uPro plan (28% off) |
| Before discount | $70/user/month |
| After discount | $50/user/month |
| Included usage | Unlimited calling and texting in the US and Canada; confirm the minimum number of seats |
| Eligibility | uPro plan via the vendor's dedicated G2 landing page |
| Renewal and expiration | Not published; confirm with Aloware's sales team |
| Who should buy | SMBs and mid-market sales teams evaluating CRM-connected calling |
Actual savings over 12 months: If the $50/user rate holds for a full year, that's $240 saved per user, though Aloware doesn't confirm how long the rate lasts.
Salesmsg lets sales teams text leads and customers directly from their CRM, with two-way conversations and templates. It has a 4.7/5 rating based on 434 G2 reviews.
Claim discount: Get 20% off
| Deal term | Details |
| Cyber Monday deal | 20% off your first month |
| Before discount | Basic is listed from $25/month; confirm the billing basis and credit allowance for your selected configuration |
| After discount | 20% off the eligible first monthly subscription payment. A qualifying $25 payment would fall to $20 |
| Included usage | Basic lists one seat and one phone number. Confirm included credits and charges for additional usage |
| Eligibility | Applied automatically when you start a 14-day trial through the G2 claim link |
| Renewal and expiration | The discount applies to the first month only. Subsequent payments use the standard rate for your selected configuration. |
| Who should buy | Sales teams texting leads and customers directly from their CRM |
Actual savings on this offer: If a $25 monthly subscription qualifies, the first-month discount saves $5. Your saving depends on the eligible subscription amount shown at checkout.
From password management to penetration testing, these deals cover the tools that protect a growing business. Compare seat counts, scope, and what a public sale might already include before you apply a G2-specific code.
NordPass Business helps teams store and share passwords and manage access to business accounts. It holds a 4.5/5 rating from 641 G2 reviews.
Claim discount: Get 20% off
| Deal term | Details |
| Cyber Monday deal | 20% off a two-year NordPass Business plan |
| Before discount | Business plan at $3.59/user/month |
| After discount | If the discount applies: $2.87/user/month; confirm the total two-year payment at checkout |
| Included usage | Choice of EU or US data centers, breach monitoring, and secure sharing within your team |
| Eligibility | Follow the G2 offer link. Coupon BF20OFF applies at checkout, or provide it to sales when arranging a trial or purchase |
| Renewal and expiration | Not published; confirm with the sales team |
| Who should buy | Teams protecting shared logins and credentials |
Actual savings on this offer: Your total saving depends on the plan, seat count, and subscription term. The displayed prices differ by $0.72/user/month, approx. $17.28 per user over two years. Check the discounted initial payment and the standard renewal price before purchasing.
Astra Pentest runs both automated and manual penetration tests that cover the OWASP Top 10, SANS 25, and known CVEs. It holds a 4.6/5 rating from 256 G2 reviews.
Claim discount: Get 10% off
| Deal term | Details |
| Cyber Monday deal | 10% off across all pentest plans |
| Before discount | Pentest Expert: $5,999/year for one target |
| After discount | $5,399.10/year if the full 10% discount applies; confirm the final quoted amount |
| Included usage | Manual expert pentesting and automated scanning within the selected target’s agreed scope |
| Eligibility | Per G2's own instructions, look for a popup with code ASTRAFORSECURITYG2 on the landing page, or email hello@getastra.com to request it |
| Renewal and expiration | Not published; confirm with Astra's team |
| Who should buy | Security teams running OWASP, SANS, and CVE vulnerability scans |
Actual savings over 12 months: A 10% discount on the $5,999/year Pentest Expert plan saves $599.90, before any applicable taxes or additional scope charges.
OpenVPN CloudConnexa is a cloud-delivered VPN and zero-trust network access platform. It holds a 4.6/5 rating from 130 G2 reviews.
Claim discount: Get 20% off
| Deal term | Details |
| Cyber Monday deal | 20% off your subscription |
| Before discount | The ten-seat Essential configuration costs $70 per month or $840 per year when billed annually |
| After discount | $672/year for the ten-seat Essential configuration |
| Included usage | Ten seats covering users and connectors, with LDAP and SAML, IPsec support, SIEM log streaming, and API access |
| Eligibility | One coupon per customer. Not combinable with other promotions. Limited-time offer for new customers only; active subscriptions are ineligible. |
| Renewal and expiration | Not published; OpenVPN may modify or cancel this offer at any time. |
| Who should buy | Teams moving from legacy VPN to zero-trust network access |
Actual savings over 12 months: CloudConnexa’s ten-seat Essential configuration costs $70/month billed annually, or $840/year. If promo code G2DEAL26 applies to that annual price, the 20% discount saves $168, bringing the total to $672 for the year. Confirm the coupon applies to the annual rate at checkout.
These AI tools cover presentations, phone assistance, and data skills training. Choose a specific task first, then compare the features and usage included in the discounted plan.
DataCamp teaches data science, analytics, and AI skills through hands-on, in-browser courses. It holds a 4.7/5 rating from 723 G2 reviews.
Claim discount: Get 15% off
| Deal term | Details |
| Cyber Monday deal | 15% off DataCamp Teams subscriptions |
| Before discount | Teams special price is $7/user/month billed annually ($84/user/year), for teams of two or more |
| After discount | $71.40/user/year, equivalent to $5.95/user/month |
| Included usage | Premium learning content, group management, learning activity and progress tracking, and license management tools |
| Eligibility | Code auto-populates at checkout via the link above |
| Renewal and expiration | Not published; confirm with DataCamp's team |
| Who should buy | Teams building data science and AI skills |
Actual savings over 12 months: At the displayed Teams price of $84/user/year, an additional 15% G2 discount would save $12.60 per user, bringing the annual cost to $71.40 per user. Confirm at checkout whether the coupon combines with the displayed special price.
Pitch Avatar creates AI-generated video avatars and chat agents for sales presentations and customer-facing content. It holds a 4.7/5 rating from 23 G2 reviews.
Claim discount: Get 30% off
| Deal term | Details |
| Cyber Monday deal | 30% off all plans, new customer's first purchase; code G2DEAL30 |
| Before discount | Professional $290/year |
| After discount | $203/year |
| Included usage | Annual Professional includes one user, 10 uploaded presentations, five AI chat avatars, and 240 avatar minutes credited upfront. |
| Eligibility | New customer's first purchase |
| Renewal and expiration | Covers your first purchase only; Pitch Avatar doesn't publish its renewal rate |
| Who should buy | Small sales teams evaluating AI-generated video presentations |
Actual savings over 12 months: On an eligible first annual Professional purchase at $290, 30% off saves $87.
DialLink provides a business phone system with AI voice assistant features layered on top of standard calling. On G2, it is rated 4.9/5 across 4 reviews.
Claim discount: Get 10% off
| Deal term | Details |
| Cyber Monday deal | 10% off the first 3 monthly payments or one annual payment; code G2 |
| Before discount | DialLink's own pricing page lists Essential $15, Professional $25, and Enterprise $40 per user/month, billed annually |
| After discount | $270 per user for an eligible first annual Professional subscription, before taxes and fees |
| Included usage | Professional includes calling, messaging, and AI features. AI voice-agent usage costs an additional $0.50/minute plus standard calling rates |
| Eligibility | An eligible monthly subscription or one annual payment using code G2 |
| Renewal and expiration | The monthly version covers 3 payments; the annual version applies once. DialLink's team can confirm the exact post-discount rate |
| Who should buy | SMBs and startups evaluating an AI-assisted phone system |
Actual savings over 12 months: An eligible first-year Professional subscription drops from $300 to $270 per user, saving $30 per user.
The best Cyber Monday software deals combine a useful product, meaningful savings, and a subscription cost that fits your budget after the promotion ends. Compare offers using the same team size, features, and billing period.
Got more questions? Find the answers below.
Eligibility varies by vendor. For most offers here, check the claim terms before assuming an existing account qualifies, since several specify new customers or net-new purchases only.
Stacking varies by offer. Do not assume a G2 code combines with a public sale or an annual-billing discount. Use the specified claim route and check the final price before subscribing.
Decide what you need to learn during the trial and what the subscription would cost if you keep it. Compare the same twelve-month period so a short promotion does not look cheaper simply because its headline percentage is larger.
Zoho Desk, FreshBooks, BoldDesk, and Salesmsg may suit smaller teams evaluating help desk, invoicing, or texting tools. Compare their seat, client, and credit allowances against your needs.
Renewal terms vary by offer. Some discounts cover only the introductory months or the first subscription term. HubSpot’s G2 offer includes a renewal discount. Check the terms for your chosen offer before subscribing.
The best Cyber Monday software deals make a useful purchase more affordable. Whether you’re replacing a tool or adding a new capability, choose software your team will still value after the introductory price ends. Use the offers above to narrow your options, try the strongest contenders, and put your budget behind the best fit.
For a closer look at AI's role in software discovery and buying decisions, read G2's 2026 AI Search Insight Report.
Harshita is an SEO Content Specialist at G2. She holds a Master's degree in Biotechnology and has worked in the sales and marketing sector for food tech and travel startups. Currently, she specializes in testing and evaluating different software solutions to help buyers find the right tools for their business needs. Alongside this, she drives G2's AEO and SEO strategy to grow visibility across search and AI-powered platforms. In her free time, she can be found snuggled up with her pets, writing poetry, or in the middle of a Netflix binge.
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