Return-Path: Delivered-To: alvarochf@traceseis.com Received: from cs510.bluehost.com by cs510.bluehost.com with LMTP id OGWLMc5H5WiRvAIAWiBQxw (envelope-from ) for ; Tue, 07 Oct 2025 11:03:10 -0600 Return-path: Envelope-to: alvarochf@traceseis.com Delivery-date: Tue, 07 Oct 2025 11:03:10 -0600 Received: from see.rippling.com ([172.246.46.190]:46522) by cs510.bluehost.com with esmtps (TLS1.3) tls TLS_AES_256_GCM_SHA384 (Exim 4.98.2) (envelope-from ) id 1v6B5i-00000000q1N-15sP for alvarochf@traceseis.com; Tue, 07 Oct 2025 11:03:10 -0600 DKIM-Signature: a=rsa-sha256; bh=EwtG4Ca6XxUE9ILckmbTgpulnnMR4ppZh4NM2feeFbs=; c=relaxed/relaxed; d=see.rippling.com; h=to:cc:from:reply-to:subject:date:mime-version:content-type:list-id:list-unsubscribe:x-csa-complaints:list-unsubscribe-post:message-id:sender:x-sib-id:x-mailin-client:x-mailin-campaign:feedback-id:bimi-selector; q=dns/txt; s=mail; t=1759856577; v=1; b=2fEKC2fBOQjd5QUiRDi796nDhmCuS1rIFzTFn3Vosfmo6t7OTmhkN9IdPhEC2uDoZ2RoWAbf nCjUGebyTiBf6M1AhpZTEPrzaG3A2AKtRQ916SJnOINFeQpjjYrbkP+G1MlToBkj/T7yV3lo4CV z27XTadiGGavsQRftZ60/f1U= To: Subject: =?utf-8?q?=F0=9F=95=B5=EF=B8=8F_Shadow_AI_is_the_new_shadow_IT_+_your_SSO?= =?utf-8?q?_survival_guide_?= Content-Type: multipart/alternative; boundary="-------?=_22367-8293877418017" Date: Tue, 07 Oct 2025 17:02:57 +0000 Feedback-ID: 172.246.46.190:6348494_2506:6348494:Sendinblue From: The IT Factor by Rippling List-Id: NjM0ODQ5NC0yNTgyODkzLTEyMzM= List-Unsubscribe: , List-Unsubscribe-Post: List-Unsubscribe=One-Click MIME-Version: 1.0 Message-Id: <202507101702.i4tzvwr5aa0csjj@see.rippling.com> Reply-To: X-Csa-Complaints: csa-complaints@eco.de X-Mailer: Sendinblue X-Mailin-Campaign: 2506 X-Mailin-Client: 6348494 X-sib-id: wg-0wcStuAwVclBJ6iJr5nY78--m07aS5Q9SYeGvzapbQZnUpmJHD2i2uRkAVvLVTWMc7g-ZmrokY9CUfy_dnsJwRgDbWo1vmwIUD3Q8tpbYeWJErt2XXjVWrqa3fhM7Qd9VdeWoMqKNYXngSH42PGgbv6MlUeTw07iw33rfrHTj28I3VJSsph2UHWb8rR3Y0kAxEwJfc4NM1i8BFmonILgGQRH5suxM5ESHcX8u ---------?=_22367-8293877418017 Content-Transfer-Encoding: quoted-printable Content-Type: text/plain; charset=UTF-8 **OCTOBER =C2=A02025** **Matt Lombardo** Editor Happy Cybersecurity Awareness Month, everybody! I hope everyone here is sta= ying aware to celebrate. Let=E2=80=99s dive in. =F0=9F=94=90 Because we appreciate you guys SSO much, let=E2=80=99s start w= ith a quick survival guide for managing single sign-on.=C2=A0 =F0=9F=95=B5=EF=B8=8F Then we=E2=80=99ll turn to the game afoot in so many = organizations today: the emergence of shadow AI as the new shadow IT. =F0=9F=94=90 Your Single Sign-On Survival Guide ------------------------------------ Should you build your SSO setup around an identity provider, or just use th= e SSO features that come baked into your existing platforms? Good question! It's tempting to take the path of least resistance. Google Workspace and Mi= crosoft 365 both offer SSO capabilities out of the box. They're already con= figured, your users are already familiar with them, and hey, let=E2=80=99s = be honest. You've got enough on your plate without adding another vendor to= manage.=C2=A0 But a lot of IT teams discover this part the hard way: those built-in solut= ions only get you so far. Platform SSO works great... until it doesn't. Google and Microsoft can absolutely handle authentication for apps that pla= y nice with their ecosystems. Problem is, not every app in your stack lives= in that world. Your HR platform might authenticate through Okta. Your desi= gn team swears by Adobe, which has its own identity system. Your legacy CRM= still uses basic username/password auth. Suddenly you're back to managing = multiple authentication systems. A dedicated IdP, on the other hand, gives you the control tower. These plat= forms are built specifically to handle authentication across your entire ap= plication ecosystem, regardless of vendor. You=E2=80=99re looking at: -=20 **Universal protocol support:**=C2=A0They speak SAML, OAuth, OIDC, and what= ever else your apps throw at them -=20 **Thousands of pre-built integrations:**=C2=A0No custom configuration gymna= stics for common SaaS tools -=20 **Centralized policy enforcement:**=C2=A0Set MFA requirements, password pol= icies, and access rules once=E2=80=94they apply everywhere -=20 **True unified provisioning:**=C2=A0Add a user in one place, grant them acc= ess to everything they need automatically The trade-off is adding another system to maintain. But for most organizati= ons, especially those using a wide range of SaaS applications, a dedicated = IdP is one of the smoother paths to actually achieving single sign-on acros= s the board. Start by mapping out every application your company uses and how they curre= ntly handle authentication.=C2=A0 **Path A:**=C2=A0If you're heavily invested in one ecosystem (all Google or= all Microsoft) and your apps live primarily in that world, platform SSO mi= ght work. **Path B:**=C2=A0But if you're managing a heterogeneous environment with ap= ps across multiple vendors, you need a dedicated IdP that can wrangle them = all into submission. *Ready to shore up your SSO and beyond? Check out Rippling IT=E2=80=99s=C2= =A0**[SaaS security toolkit](https://www.rippling.com/resources/saas-securi= ty-toolkit?rtlid=3D00QUd00000QcSfRMAV)**.* How to properly secure onboarding & offboarding=C2=A0 ------------------------------------------------ All through October, we=E2=80=99re talking security for Cybersecurity Aware= ness Month. Tomorrow, join us for an interactive deminar where Rippling IT = solutions consultants will unpack how the collaboration between HR and IT c= an either streamline your processes or leave you exposed to risks. =F0=9F=8D=94 Plus, attendees get a $30 DoorDash=C2=A0gift card if they stic= k around till the end. Pretty good deal, IOHO.=C2=A0[Register now!](https:/= /rippling.registration.goldcast.io/webinar/3fb151df-5c1d-45a9-815c-baebc9c6= a19d?rtlid=3D00QUd00000QcSfRMAV)=C2=A0 =E2=9A=A0=EF=B8=8F Breach of the week --------------------- **What to know**: =F0=9F=A4=96 "ForcedLeak" just proved that AI agents are = cross-site scripting's evil twin. This critical vulnerability (CVSS 9.4) in= Salesforce Agentforce let attackers embed malicious instructions into Web-= to-Lead forms that sit dormant until an employee innocently asks the AI age= nt to process that lead data=E2=80=A6 at which point it happily exfiltrates= your entire CRM to an attacker-controlled domain. Good stuff. **What to do**: Salesforce patched this by enforcing Trusted URL allowlists= , so apply those updates immediately if you're running Agentforce with Web-= to-Lead enabled. Then audit your existing lead data for suspicious submissi= ons with weird formatting or instructions and implement strict input valida= tion on all user-controlled fields. *For more on securing AI tools, check out our=C2=A0*[*Agentic AI Security T= oolkit*](https://www.rippling.com/resources/agentic-ai-security-framework?r= tlid=3D00QUd00000QcSfRMAV)*.* =F0=9F=A4=96 Shadow AI is the New Shadow IT -------------------------------- Shadow IT used to mean someone buying Dropbox without asking. Now it's your= entire workforce quietly feeding company data into ChatGPT because it help= s them write better emails. Welcome to Shadow AI, where the tools are free,= the adoption is instant, and the compliance implications make your securit= y team break out in hives. JR Lam, Director of IT at Snap (i.e., Snapchat), sees this playing out in r= eal time: "The tools are so easy to use and provide instant value. People a= re downloading ChatGPT or whatever their favorite tool is, and they're usin= g it to help write docs or write code. It's actually hard to control the sp= rawl." **The problem isn't that your employees are being reckless. They're being p= roductive.**=C2=A0They found a tool that makes their work easier, and your = approval process takes three weeks. Of course they went rogue. Cracking down won=E2=80=99t get you very far. What actually changes behavio= r, according to Lam, is resetting expectations around partnership. "Even though there's something cool and shiny out there that you want, stil= l have a conversation with us. Because at some point, you're gonna need sec= urity and legal review. Do you wanna do that on your own? Or do you want to= hook up with us and we can walk through it together?" His key is framing this as a collaborative initiative. Partner with us and = we'll help you get what you need faster and safer than going it alone. **Your move:**=C2=A0Map where Shadow AI is already happening. Talk to depar= tment heads about what tools they're seeing. Then build a fast-track approv= al process for AI tools that actually competes with the "just download it" = option. Because if your process is significantly slower than going rogue, y= ou've already lost. *Stay tuned for more advice from today=E2=80=99s IT and security pros every= week. And if you have a question you=E2=80=99d like us to answer,=C2=A0*[*= submit*](https://forms.gle/zEPViEt8Z1aRDWzc6)[*=C2=A0it here*](https://form= s.gle/zEPViEt8Z1aRDWzc6)*.* **Some light reading** ---------------------- =E2=9C=85=C2=A0**Hmm**: As AI solves CAPTCHAs, what=E2=80=99s next? ([IT Br= ew](https://www.itbrew.com/stories/2025/09/30/as-ai-solves-captchas-what-s-= next)) =E2=9C=85=C2=A0**Yikes**: 'Trifecta' of Google Gemini Flaws Turn AI Into At= tack Vehicle ([Dark Reading](https://www.darkreading.com/vulnerabilities-th= reats/trifecta-google-gemini-flaws-ai-attack-vehicle)) =E2=9C=85=C2=A0**Good to know**: 7 standout CIO skills every company wants = ([CIO](https://www.cio.com/article/4064309/7-standout-cio-skills-every-comp= any-wants.html))=C2=A0 =E2=9C=85=C2=A0**Running dry**: Asahi beers running out in Japan as cyberat= tack shutdown lingers ([Reuters](https://www.reuters.com/technology/tapped-= out-asahi-beers-running-dry-japan-cyberattack-shutdown-lingers-2025-10-03/)= ) =E2=9C=85=C2=A0**Inbox full**: 3.7M breach notification letters set to floo= d North America's mailboxes ([The Register)](https://www.theregister.com/20= 25/10/01/north_american_data_breaches/?td=3Drt-3a) ###**Group therapy**=20 "Three years into this role and I've hit a wall. I came in ready to moderni= ze everything, improve security, build proper systems. But every single ini= tiative gets killed in budget meetings. We're years behind on updates, and = when I flag security gaps, I get told 'we'll circle back to that next quart= er,=E2=80=99 which, of course, we never do. The worst part? I feel like I= =E2=80=99m the only one losing sleep over this. Everyone else just assumes = IT magically works until it doesn't. How do you stay motivated when leaders= hip treats IT like an expense to minimize instead of infrastructure that ke= eps the business running?" =C2=A0=F0=9F=98=9E=C2=A0*~ Anonymous IT hero* *Do you have an IT horror story?**=C2=A0*[*Share h*](https://forms.gle/rhib= FZX4B9emGXPXA)[*ere to be featured*](https://forms.gle/rhibFZX4B9emGXPXA)*= =C2=A0in a future issue.* [ **Tell your story**](https://forms.gle/rhibFZX4B9emGXPXA) We're hosting an ATX Happy Hour at Cidercade -------------------------------------------- Austin IT heroes! Come join us for happy hour! Have a bite, have a drink, a= nd have a blast playing all the classic arcade games you haven=E2=80=99t pl= ayed in years. Bring your friends and join the fun!=C2=A0 [Register now!](https://luma.com/b1qz7ez3?rtlid=3D%7B%7B&utm_campaign=3DUS-= Event-ATX-IT-HH-2025-16-10&utm_medium=3Demail&utm_product=3Dit&utm_program= =3Dexperimental-engagement&utm_source=3DIT_newsletter) Come mix some spooky cocktails! ------------------------------- What could be scarier than non-compliance? Join us for a Halloween-themed c= ocktail class where we=E2=80=99ll host an open mic for IT professionals to = share their spine-tingling tales of non-compliance and how they got through= it.=C2=A0[Register now!](https://priorityexperiences.com/pages/rippling-it= -s-spooky-sipping?utm_source=3Dbrevo&utm_medium=3Demail&utm_program=3Dexper= imental-engagement&utm_campaign=3DVirtual-Event-Curse-of-Noncompliance-2025= -28-10&utm_product=3Dit) ###**Want free swag?** We=E2=80=99re building a community of IT heroes on our channels in=C2=A0[Ma= cAdmins](https://join.slack.com/t/macadmins/shared_invite/zt-352ap8ifr-v86Y= rFJjxYQ1YIo2M8OmAA)=C2=A0and=C2=A0[Spiceworks](https://community.spiceworks= .com/c/vendors/rippling-it/426). Jump in, say hi, and drop the phrase **=E2= =80=9CThe IT Factor sent me=E2=80=9D** in a comment or post. We=E2=80=99ll = send you a free IT Hero T-shirt, no strings attached. [Tell a friend](https://www.rippling.com/the-it-factor?SubRef=3Dalvarochf@t= raceseis.com) [Terms Apply](https://app.rippling.com/legal/promoterms?rtlid=3D00QUd00000Q= cSfRMAV) If you received this newsletter via an email forward, =C2=A0[Subscribe Here= ](https://www.rippling.com/the-it-factor) [Service Terms](https://app.rippling.com/legal?rtlid=3D00QUd00000QcSfRMAV "= Service Terms")=C2=A0=C2=A0=C2=A0|=C2=A0=C2=A0=C2=A0[Privacy Policy](https:= //app.rippling.com/legal/privacy?rtlid=3D00QUd00000QcSfRMAV)[=C2=A0](https:= //app.rippling.com/privacy)=C2=A0=C2=A0|=C2=A0=C2=A0=C2=A0[Unsubscribe](htt= ps://www.rippling.com/06741456066933719627-22348?email-type=3Dnewsletter "U= nsubscribe") 430 CALIFORNIA ST, SF, CA 94104 =C2=A0 =C2=A0 Rippling Insurance | CA: 0M36087 | NPN: 18578689 [override](https://r.see.rippling.com/mk/un/v2/sh/WCPxRrWByckThluAc3ZDUbPNC= iXKR1KI/LGiKXYgEjSLV) ---------?=_22367-8293877418017 Content-Transfer-Encoding: quoted-printable Content-Type: text/html; charset=UTF-8 =F0=9F=95=B5=EF=B8=8F Shadow = AI is the new shadow IT + your SSO survival guide @import url("https://www.rippling.co= m/css/brevo.css"); @import url("https://fonts.googleapis.com/css2?family=3D= StyreneA"); @import url("https://fonts.googleapis.com/css2?family=3Dbasel")= ; @import url("https://fonts.googleapis.com/css2?family=3DBasel"); =
3D"Rippling

OCTOBER =C2=A02025
<= /a>
<= tr> =
=C2=AD

Matt Lombardo=

Editor

Happy Cybersecurity Awaren= ess Month, everybody! I hope everyone here is staying aware to celebrate. L= et=E2=80=99s dive in.


=F0=9F= =94=90 Because we appreciate you guys SSO much, let=E2=80=99s start with a = quick survival guide for managing single sign-on.=C2=A0


=F0=9F=95=B5=EF=B8=8F Then we=E2=80=99ll turn = to the game afoot in so many organizations today: the emergence of shadow A= I as the new shadow IT.
=C2=AD
=C2=AD

= =F0=9F=94=90 Your Single Sign-On Survival Guide
<= /table>

Should you build your SS= O setup around an identity provider, or just use the SSO features that come= baked into your existing platforms? Good question!


It's tempting to take the path of = least resistance. Google Workspace and Microsoft 365 both offer SSO capabil= ities out of the box. They're already configured, your users are already fa= miliar with them, and hey, let=E2=80=99s be honest. You've got enough on yo= ur plate without adding another vendor to manage.=C2=A0


But a lot of IT teams discover = this part the hard way: those built-in solutions only get you so far. Platf= orm SSO works great... until it doesn't.


Google and Microsoft can absolutely handle auth= entication for apps that play nice with their ecosystems. Problem is, not e= very app in your stack lives in that world. Your HR platform might authenti= cate through Okta. Your design team swears by Adobe, which has its own iden= tity system. Your legacy CRM still uses basic username/password auth. Sudde= nly you're back to managing multiple authentication systems.


<= p class=3D"default" dir=3D"ltr" style=3D"margin: 0;">A dedicated IdP, on the oth= er hand, gives you the control tower. These platforms are built specificall= y to handle authentication across your entire application ecosystem, regard= less of vendor. You=E2=80=99re looking at:


  • Universal protocol supp= ort:=C2=A0They speak SAML, OAuth, OIDC, and whatever else= your apps throw at them

  • Thousands of pre-built integrations:=C2=A0No custom configuration gymnastics for common SaaS tools=

  • Cent= ralized policy enforcement:=C2=A0Set MFA requirements, pa= ssword policies, and access rules once=E2=80=94they apply everywhere=

  • True= unified provisioning:=C2=A0Add a user in one place, gran= t them access to everything they need automatically


=

The trade-off is adding an= other system to maintain. But for most organizations, especially those usin= g a wide range of SaaS applications, a dedicated IdP is one of the smoother= paths to actually achieving single sign-on across the board.


=

Start by mapping out every= application your company uses and how they currently handle authentication= .=C2=A0


= Path A:=C2=A0If you're heavily invested in one ecosystem (all Google or all Mic= rosoft) and your apps live primarily in that world, platform SSO might work= .

=

Path B:=C2= =A0But if you're managing a heterogeneous environment with apps across mult= iple vendors, you need a dedicated IdP that can wrangle them all into submi= ssion.


<= span style=3D"font-weight: 400; text-decoration: none; font-family: basel, = arial; font-size: 15px; color: rgb(24, 24, 24);">Ready to shore up your= SSO and beyond? Check out Rippling IT=E2=80=99s=C2=A0= SaaS securi= ty toolkit.

How to properly= secure onboarding & offboarding=C2=A0

All through October, we=E2=80=99r= e talking security for Cybersecurity Awareness Month. Tomorrow, join us for= an interactive deminar where Rippling IT solutions consultants will unpack= how the collaboration between HR and IT can either streamline your process= es or leave you exposed to risks.


=F0=9F=8D=94 Plus, attendees get a $30 DoorDash=C2=A0gift card if they stick around till the end. Pretty= good deal, IOHO.=C2=A0Register now!= =C2=A0
=C2=AD
=
=C2=AD

=E2=9A=A0=EF=B8=8F Breach of the week

=

What to know: =F0=9F=A4=96 "ForcedLe= ak" just proved that AI agents are cross-site scripting's evil twin. This c= ritical vulnerability (CVSS 9.4) in Salesforce Agentforce let attackers emb= ed malicious instructions into Web-to-Lead forms that sit dormant until an = employee innocently asks the AI agent to process that lead data=E2=80=A6 at= which point it happily exfiltrates your entire CRM to an attacker-controll= ed domain. Good stuff.


What to do: Salesforce patched this by enforcing Trusted URL al= lowlists, so apply those updates immediately if you're running Agentforce w= ith Web-to-Lead enabled. Then audit your existing lead data for suspicious = submissions with weird formatting or instructions and implement strict inpu= t validation on all user-controlled fields.


For more on securing AI tools, check out our= =C2=A0Agentic AI Security Toolkit.

=F0=9F=A4=96 Shadow AI is the New Sh= adow IT
=

Shadow IT used t= o mean someone buying Dropbox without asking. Now it's your entire workforc= e quietly feeding company data into ChatGPT because it helps them write bet= ter emails. Welcome to Shadow AI, where the tools are free, the adoption is= instant, and the compliance implications make your security team break out= in hives.

=

JR= Lam, Director of IT at Snap (i.e., Snapchat), sees this playing out in rea= l time: "The tools are so easy to use and provide instant value. People are= downloading ChatGPT or whatever their favorite tool is, and they're using = it to help write docs or write code. It's actually hard to control the spra= wl."


The problem isn't that your employ= ees are being reckless. They're being productive.=C2=A0They foun= d a tool that makes their work easier, and your approval process takes thre= e weeks. Of course they went rogue.


Cracking down won=E2=80=99t get you very far. What actually changes = behavior, according to Lam, is resetting expectations around partnership.


"Even though there's something= cool and shiny out there that you want, still have a conversation with us.= Because at some point, you're gonna need security and legal review. Do you= wanna do that on your own? Or do you want to hook up with us and we can wa= lk through it together?"


Hi= s key is framing this as a collaborative initiative. Partner with us and we= 'll help you get what you need faster and safer than going it alone.=


Your move:=C2=A0Map where Shadow = AI is already happening. Talk to department heads about what tools they're = seeing. Then build a fast-track approval process for AI tools that actually= competes with the "just download it" option. Because if your process is si= gnificantly slower than going rogue, you've already lost.


Stay tuned for more advice from today=E2=80=99s= IT and security pros every week. And if you have a question you=E2=80=99d = like us to answer,=C2=A0submit= =C2=A0it here.

<= span id=3D"isPasted" style=3D"font-style: normal; text-decoration: none;"><= strong>Some light reading
=
<= tr>

=E2=9C=85=C2=A0Hmm: As AI solves CAPT= CHAs, what=E2=80=99s next? (= IT Brew)


=E2=9C=85=C2=A0Yikes: 'Trifecta' of Google = Gemini Flaws Turn AI Into Attack Vehicle (Dark Reading)


=E2=9C=85=C2=A0Good to know: 7 standout CIO skills every company wants (CIO)=C2=A0


= =E2=9C=85=C2=A0<= strong>Running dry: Asahi beers running out in Japan as cyberatt= ack shutdown lingers (= Reuters)


=E2=9C=85=C2=A0Inbox full: 3.7M breach notifi= cation letters set to flood North America's mailboxes (T= he Register)
=C2= =AD
<= table cellspacing=3D"0" cellpadding=3D"0" border=3D"0" role=3D"presentation= " width=3D"252" align=3D"center" class=3D"r0-o" style=3D"table-layout: fixe= d; width: 252px;">
=

Group therapy

"Three years into this role and= I've hit a wall. I came in ready to modernize everything, improve security= , build proper systems. But every single initiative gets killed in budget m= eetings. We're years behind on updates, and when I flag security gaps, I ge= t told 'we'll circle back to that next quarter,=E2=80=99 which, of course, = we never do. The worst part? I feel like I=E2=80=99m the only one losing sl= eep over this. Everyone else just assumes IT magically works until it doesn= 't. How do you stay motivated when leadership treats IT like an expense to = minimize instead of infrastructure that keeps the business running?" =C2=A0= =F0=9F=98=9E=C2=A0= ~ Anonymous IT hero

Do you have an IT horror story?=C2=A0<= span style=3D"font-family: basel, arial; color: rgb(24, 24, 24); font-size:= 15px;">Share here to be featured= = =C2=A0in a future issue.
Tell your story
<= /table>


= We're hosting an ATX Happy Hour at Cidercade

Austin IT heroes! Come join us for happy hour! Have a bite= , have a drink, and have a blast playing all the classic arcade games you h= aven=E2=80=99t played in years. Bring your friends and join the fun!=C2=A0<= /span>


<= u>Register now!
<= table cellspacing=3D"0" cellpadding=3D"0" border=3D"0" role=3D"presentation= " width=3D"504" align=3D"center" class=3D"r11-o" style=3D"border-collapse: = separate; border-radius: 8px; table-layout: fixed; width: 504px;">
=


Come mi= x some spooky cocktails!

Wha= t could be scarier than non-compliance? Join us for a Halloween-themed cock= tail class where we=E2=80=99ll host an open mic for IT professionals to sha= re their spine-tingling tales of non-compliance and how they got through it= .=C2=A0Register now!<= /p>
=C2=AD
=
<= /table>
<= div>

Want free swag?
=
= =C2=AD
=
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If you received this newsletter via an email forward, =C2=A0<= u>Subscribe Here

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Rippling Insurance | CA: 0M36087 | NPN: 185= 78689
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---------?=_22367-8293877418017--