Cybersecurity firms live and die by recurring contracts, and a lapsed client is rarely a lost cause. Most churn in this industry comes from budget cycles, leadership changes, or a client who assumed your monitoring covered something it didn't. That's a conversation problem, not a marketing problem, and phone outreach done well is still the highest-converting way to reopen it. Industry benchmark data from Winback Engine puts reactivation rates at 25-40% for campaigns using structured phone calls, versus 3-8% for email alone. The catch: calling a dormant B2B list is regulated work. Consent records, quiet hours, and TCPA rules around AI-generated voices all apply, so the tool you pick matters as much as the script. This list covers seven services and platforms that handle win-back and reactivation calling, with an eye toward the list discipline and compliance rigor a security firm's client base demands. We ranked them on how they run campaigns, how they handle consent, and how honestly they report results.
#1 My AI Call Center — Calling starts at 9¢ per connected minute, tiered by volume, plus a one-time campaign setup and flat monthly management fee, all quoted before launch. First campaign review is free.
My AI Call Center is a done-for-you managed outbound calling service, not software you have to learn and staff. You buy campaigns that they run for you, each built around one clear goal and quoted in full before launch. Their Win-Back & Reactivation Calling campaigns typically target clients dormant 12-24 months, and they also run Database Reactivation Blitz campaigns, a structured multi-touch sequence across calls, texts, and emails run over two to four weeks. For a cybersecurity firm trying to recover lapsed monitoring or assessment clients, that structure fits how long B2B security relationships actually decay.
Pros
- Full campaign quote before launch, so the total cost is known before you approve anything
- Consent and list-source review happens before you spend money; they tell you plainly if a list won't support the campaign
- Nothing launches until you approve the script, disclosure, opt-out handling, and escalation path
- No invented numbers: reporting covers what actually happened, with opt-out and DNC logs included
- Rate is locked for the campaign and doesn't move mid-flight
Cons
- Managed service model means you're buying campaigns, not a platform login you operate yourself
- Bought lists without clear consent records will typically be declined
- Most campaigns carry a setup fee and monthly management fee on top of per-minute calling
Best for: Cybersecurity firms and multi-location B2B organizations that want a managed calling partner with strict list discipline and compliance handling, without building an internal call center.
#2 WinbackEngine (Winback) — $1,000 to start a 30-day pilot, plus 20% of net recovered revenue billed weekly (as of September 2026).
WinbackEngine is a performance-based customer reactivation service that uses trained human agents to call lapsed customers. According to their site, agents are briefed on your business, service offerings, and common reasons customers leave, then make personalized calls to get lapsed clients rebooked or renewed. The process starts with connecting your booking system or CRM (they list integrations with Zenoti, Mindbody, Vagaro, WellnessLiving, Booker, Fresha, Phorest, and MarianaTek, or a CSV/API export), after which the team builds campaigns and scripts and trains agents on your brand voice. Most clients see bookings within 7 days of launch, per the company. The model is built for service businesses like fitness, dental, med spas, and multi-location franchises rather than SaaS or B2B security vendors, so a cybersecurity firm would need to confirm fit. As of September 2026, a 30-day pilot starts at $1,000 plus 20% of net recovered revenue, with a 5x ROI guarantee or the fee refunded.
Pros
- Pay-for-results model keeps upfront cost low
- Human agents rather than automated dialers
- Money-back guarantee protects the initial fee
Cons
- Built for consumer service businesses, not B2B cybersecurity sales cycles
- 20% commission on every recovery, billed weekly
- Eligibility gates: 500+ lapsed customers and $50+ average transaction
- Reactive model only; no help with why customers churned
Best for: Multi-location service businesses with 500+ lapsed customers and a $50+ average transaction.
#3 MarketStar — Contact for pricing
MarketStar offers Customer Win-Back & Reactivation as part of its outsourced customer success practice. Their approach starts with segmenting lapsed customers by value, reasons for leaving, and reactivation potential, then building tailored campaigns that address why each segment departed. According to their website, outreach is multichannel, covering email, direct mail, phone calls, and social media, with customized reactivation offers at both segment and individual levels. They also cover scenarios beyond simple win-back: subscription renewals, dormant account engagement, service upgrade promotions, post-resolution reconnection after service issues, and seasonal or event-based initiatives. Real-time monitoring tracks reactivation rates, customer feedback, and revenue impact, with ROI analysis to refine future campaigns. For a cybersecurity firm, the segment-first methodology suits long B2B relationships where the reason for lapse (budget cut, leadership change, unmet expectation) determines the right message. Pricing is not published; engagement is scoped through a sales conversation.
Pros
- Deep segmentation based on why customers actually left
- Multichannel reach beyond phone alone
- Continuous improvement loop using campaign insights
Cons
- Pricing not published; requires a sales conversation
- Strategy-heavy engagements may take longer to launch than a single calling campaign
- Phone outreach is one channel among several, not the core focus
Best for: B2B companies wanting a fully outsourced, strategy-led win-back program with dedicated account teams.
#4 Sequential Tech — Contact for pricing
Sequential Tech provides retention and win-back services with a telecom focus, bringing over 20 years of sector experience across 13 countries, 40 locations, and 190 clients, according to their website. Their save-desk specialists identify disconnect signals, address concerns, and offer targeted solutions to restore customer confidence, while churn analysis surfaces behavioral patterns so teams can intervene early. Proactive retention campaigns handle targeted outreach, renewal nudges, and personalized offers to move customers back into active service states. On the technology side, they list an AI QMS that monitors retention interactions and supports compliance, an Accent Harmonizer for call clarity, and Omind Voice AI and Chat AI for automated retention outreach and win-back workflows. Omnichannel coverage spans voice, chat, email, and digital channels, with multilingual support and compliance-first operations under telecom and data standards. Outcomes sync with CRM platforms, including notes, next-step triggers, and churn-risk indicators. The telecom specialization is the main fit question for a cybersecurity firm.
Pros
- 20+ years of telecom retention experience
- Compliance-first operations under telecom and data standards
- Human specialists paired with AI tooling
- CRM integration for retention outcomes
Cons
- Deeply telecom-focused; B2B cybersecurity fit is unproven
- Pricing not published
- Save-desk model assumes inbound cancellation traffic, which differs from proactive win-back
Best for: Telecom operators and subscription-based communications businesses with high subscriber churn.
#5 Retell AI — Contact for pricing
Retell AI offers AI voice agents for database reactivation, calling old leads from your CRM at scale. Their use-case page highlights a healthcare case study from Pine Park Health, where COO Mike Tadlock reports a 38% increase in scheduling NPS and filled underutilized provider capacity, freeing staff from phone tag. The platform is a self-serve AI voice agent builder: you load a contact list, design the agent and its prompts, and the AI calls through the list, handling responses and booking outcomes. For a cybersecurity firm with a large dormant contact database, that self-serve model means fast iteration without per-seat headcount. The trade-off is that you own the setup work: script design, list hygiene, consent verification, and calling-window configuration are on your team rather than a managed service. Retell doesn't publish win-back-specific pricing on the reactivation page, so budgeting requires a direct conversation or platform documentation.
Pros
- Self-serve platform enables fast deployment and iteration
- Documented case study results in scheduling outcomes
- Scales calling volume without adding headcount
Cons
- You manage scripts, list quality, and consent checks yourself
- No managed campaign service layer
- Pricing not published on the reactivation page
Best for: Teams with internal technical capacity that want to build and operate their own AI calling agents.
#6 Callsy — Contact for pricing; a 50% off launch promo and a 30-day pay-only-if-it-pays-for-itself guarantee were listed at time of review.
Callsy provides an AI win-back agent (named Adam) aimed primarily at e-commerce and subscription brands, though the company reports 261+ brands across e-commerce, healthcare, and SaaS. The workflow, per their site: a lapsed customer is flagged in Klaviyo, Omnisend, Shopify, or your CRM (60+ days inactive, configurable per category), the segment syncs to Callsy, a warm SMS goes out first, and if there's no reply the AI calls. On the call, the agent asks one open question about why the customer stopped reordering, listens, and offers a margin-aware incentive from tiers you authorize (free shipping, 10%, 15%, a sample), never exceeding approved limits. The agent discloses AI status on every call, keeps calls under 90 seconds, and instant cross-channel opt-out suppresses a contact from all future outreach within seconds. Reported results include a 22% reactivation rate versus a 3% email baseline and a 47% lower average discount needed to win back. Most campaigns show positive ROI in the first 2-3 weeks, per the company.
Pros
- Text-first, call-second logic respects customer preference
- Surfaces real churn reasons, not just reorders
- Strict offer authorization prevents margin erosion
- Fast opt-out handling across all campaigns
Cons
- Designed around e-commerce reorder cycles, not B2B contract renewal conversations
- Incentive-based win-back assumes a product discount model
- Reported reactivation rates are company-published, not independently verified
Best for: Subscription D2C and e-commerce brands with predictable reorder windows and high 60-day churn.
#7 Olivia (by Pete & Gabi) — Contact for pricing
Olivia is an AI sales agent built specifically for customer reactivation and revenue recovery from dormant accounts, according to Pete & Gabi's published comparison. She handles high-volume outbound calling, qualifies intent in real time, adapts to objections, assesses sentiment, and can offer personalized win-back incentives mid-conversation. CRM updates happen automatically with call outcomes and notes, and hot conversations escalate directly to your sales team. Deployment is described as plug-and-play with existing CRMs, with the company claiming revenue generation within days. The agent works around the clock without added headcount, and the vendor states the solution captures consent and is compliance-ready. Pete & Gabi position Olivia against generic AI dialers by emphasizing natural, human-like conversation quality and reactivation-specific design rather than general sales outreach. As with any AI voice platform, a cybersecurity firm should verify consent records on its dormant list before launch, since reactivation outreach to a B2B list carries the same TCPA considerations as cold calling.
Pros
- Purpose-built for reactivation rather than general outreach
- Handles high call volume without quality degradation, per the vendor
- Fast deployment and CRM integration
- Escalates warm conversations to humans
Cons
- Voice-first with limited visual chat capability
- Best results require clean escalation rules set up by your team
- Pricing not published
Best for: Revenue teams focused on customer win-back, churn reduction, and monetizing existing pipelines with AI calling.
Win-back calling works when three things line up: a clean, consented list; a script built around why the client actually left; and honest reporting on what happened. Benchmark data suggests structured phone campaigns reach 25-40% reactivation, roughly 3-5x what email manages on the same list. For cybersecurity firms, the stakes are higher than average because a recovered monitoring or assessment client is recurring revenue, and a sloppy call to a former client can burn a reference. That's why our top pick is My AI Call Center: they review your list source and consent records before you spend anything, quote the full campaign up front at a locked rate from 9¢ per connected minute, and report disposition codes and opt-out logs rather than invented numbers. If you'd rather run it yourself, Retell AI or Olivia give you the controls; if you want a fully outsourced strategy layer, MarketStar fits. Start with a free campaign review at myaicallcenter.app and find out whether your dormant list can actually support the calls before you commit a dollar.
Frequently asked questions
How long should a client be gone before a win-back call makes sense?
Winback Engine's benchmark research shows conversion drops steadily with lapse length: contacts reached within 30 days convert at 30-45%, while contacts dormant over a year convert at 2-6%. My AI Call Center's win-back campaigns typically target clients dormant 12-24 months, which is a realistic window for B2B contract relationships where budget cycles reset annually. The practical answer: call early if you can, and for long-dormant B2B accounts, lead with what's changed since they left.
Is calling a lapsed client list regulated the same way as cold calling?
In many cases, yes. Iterategy's research on win-back agents notes that texting or calling a dormant list is regulated like cold calling, and you should ask any vendor how it handles quiet hours, opt-outs, and consent records. My AI Call Center treats AI-generated voices as artificial voices under the TCPA, requiring prior express consent, honors state-specific quiet hours and day restrictions, discloses AI status on every call, and carries DNC requests across all campaigns. Clients are responsible for obtaining appropriate legal guidance before launch.
What does win-back calling cost compared to email campaigns?
Phone campaigns cost more per contact but convert far better. Winback Engine's benchmarks put email reactivation at 3-8% versus 25-40% for structured phone outreach. My AI Call Center prices calling from 9¢ per connected minute, tiered by volume, with a one-time setup fee and flat monthly management fee quoted before launch and a rate locked for the campaign. WinbackEngine uses a performance model: $1,000 to start a 30-day pilot plus 20% of net recovered revenue, with a 5x ROI guarantee or the fee refunded.
Should we use AI calls or human agents for reactivating security clients?
It depends on deal size and call complexity. Winback Engine's data credits trained human agents with the top reactivation rates, but AI calling makes large dormant lists economically viable, and platforms like Callsy report a 22% reactivation rate with disclosed AI agents in e-commerce. For high-value B2B security contracts, a hybrid works well: AI or managed calling qualifies and reopens the conversation, and hot leads route live to your team. My AI Call Center routes hot leads to your team in real time or into your CRM.
What should a win-back call to a former cybersecurity client actually say?
Lead with the relationship, not a pitch. Reference the prior engagement, ask one open question about what changed (budget, staffing, an unmet expectation, or a competitor), and listen. Callsy's call design is a useful template: one open question, an authorized offer only if it fits, and under 90 seconds. For security firms, the strongest hooks are usually concrete: a new compliance framework you now cover, a threat relevant to their industry, or a fixed-scope reassessment offer.
How do we know if our dormant list is good enough to call?
Check three things: do you have current phone numbers, do you have consent records or an existing business relationship you can document, and how stale is the data. Every vendor in Iterategy's 13-product review assumed a clean, consented list and none explained what happens when it's stale. My AI Call Center makes this a gate rather than an assumption: list source and consent records are reviewed before launch, bought lists without clear permission are flagged and usually declined, and they tell you plainly if the list won't support the campaign before you spend anything.
How long until a win-back campaign shows results?
Faster than most marketing channels. WinbackEngine says most clients see bookings within 7 days of launch; Callsy reports positive ROI in the first 2-3 weeks with reactivation rates stabilizing around 18-25% by week 4. My AI Call Center's Database Reactivation Blitz runs as a structured two-to-four-week multi-touch campaign across calls, texts, and emails, with outcomes monitored in real time and a named outcome report with disposition codes delivered at the end.