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How to Transition Clients from Compliance to Advisory (Without Losing Them)

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Most firms know advisory is the future but struggle to transition clients. Here’s a practical, client-safe way to move from compliance to advisory using education, outcomes, and automation.

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Webinar Series

How to Transition Clients from Compliance to Advisory (Without Losing Them)

By now, most tax and accounting firm owners understand the shift.

Compliance alone doesn’t create growth. Advisory does.

The problem isn’t awareness. The problem is fear.

Fear of upsetting clients.
Fear of sounding salesy.
Fear of changing relationships that “work fine.”

So firms stay stuck delivering compliance work, quietly knowing there’s more value they could be creating.

The good news? Clients don’t resist advisory. They resist surprise.

Why Most Advisory Transitions Fail

Most firms approach advisory the wrong way.

They:

  • Introduce it suddenly
  • Pitch it directly
  • Frame it as an add-on service
  • Lead with pricing instead of outcomes

From a client’s perspective, it feels abrupt.

“Why are you selling me something new?”

That reaction isn’t rejection. It’s confusion. Advisory transitions fail when firms try to sell before they educate.

The Safer Path: Awareness → Education → Outcomes

The firms that successfully move clients into advisory follow a predictable sequence.

Not a pitch. A progression.

  1. Awareness — Helping clients see what’s changing
  2. Education — Showing what’s possible
  3. Outcomes — Connecting guidance to real financial impact

This mirrors how trust is actually built. And it works because clients feel informed, not pressured.

Step 1: Create Awareness Without Selling

Awareness starts with content. Not promotional content. Educational content.

Blogs, emails, and social posts that:

  • Explain new tax dynamics
  • Highlight common blind spots
  • Share planning scenarios
  • Ask better financial questions

This content isn’t about your services. It’s about your client’s world.

When clients repeatedly see you explaining what’s changing, you become their translator.

That’s the first advisory role.

Step 2: Educate Around Possibility

Once awareness exists, education expands the frame.

This is where you show clients:

  • What proactive planning looks like
  • How small decisions compound
  • Where missed opportunities hide
  • Why timing matters

Education reframes the relationship.

You’re no longer just filing returns. You’re helping clients think differently about money.

This is where advisory demand starts forming naturally.

Step 3: Anchor Everything to Outcomes

Advisory only works when outcomes are clear. Clients don’t buy meetings. They buy results.

Effective advisory messaging ties guidance to:

  • Cash flow improvement
  • Tax savings
  • Risk reduction
  • Growth clarity
  • Peace of mind

When clients see cause and effect, advisory stops feeling optional. It feels responsible.

Why Automation Matters More Than Ever

Here’s where many firms stall.

They understand the concept, but they don’t have the capacity to execute it consistently.

That’s where automation changes the equation.

Modern firms use automated, personalized marketing funnels to:

  • Deliver educational emails
  • Publish client-focused blogs
  • Share targeted social content
  • Surface advisory conversations naturally

This isn’t spam. It’s relevance at scale.

Clients receive the right message at the right time, without the firm manually driving every touchpoint.

What This Looks Like in Practice

For many firms, the transition looks like this:

  • Educational content runs continuously in the background
  • Clients begin asking better questions
  • Advisory conversations feel organic
  • Proposals feel expected, not forced
  • Pricing resistance drops

Advisory becomes a continuation of the relationship. Not a disruption.

The Quiet Advantage Firms Miss

The firms that win at advisory don’t push harder.

They explain better.

They let content do the heavy lifting. They let systems create consistency. They let trust compound.

By the time an advisory offer appears, the client already understands why it matters.

That’s not selling. That’s leadership.

The Bottom Line

You don’t transition clients to advisory with a pitch.

You transition them with clarity.

Awareness creates curiosity. Education creates confidence. Outcomes create commitment.

Firms that respect this sequence don’t lose clients. They deepen relationships.

This is exactly how we help firms make the transition.

Through automated, client-facing playbooks — including educational emails, blogs, and social content — firms can create awareness, educate clients, and surface advisory conversations naturally. Not with pitches, but with clarity. When advisory is positioned as guidance instead of an upsell, clients don’t resist it — they expect it.

Tactical Tuesday

How to Transition Clients from Compliance to Advisory (Without Losing Them)

By now, most tax and accounting firm owners understand the shift.

Compliance alone doesn’t create growth. Advisory does.

The problem isn’t awareness. The problem is fear.

Fear of upsetting clients.
Fear of sounding salesy.
Fear of changing relationships that “work fine.”

So firms stay stuck delivering compliance work, quietly knowing there’s more value they could be creating.

The good news? Clients don’t resist advisory. They resist surprise.

Why Most Advisory Transitions Fail

Most firms approach advisory the wrong way.

They:

  • Introduce it suddenly
  • Pitch it directly
  • Frame it as an add-on service
  • Lead with pricing instead of outcomes

From a client’s perspective, it feels abrupt.

“Why are you selling me something new?”

That reaction isn’t rejection. It’s confusion. Advisory transitions fail when firms try to sell before they educate.

The Safer Path: Awareness → Education → Outcomes

The firms that successfully move clients into advisory follow a predictable sequence.

Not a pitch. A progression.

  1. Awareness — Helping clients see what’s changing
  2. Education — Showing what’s possible
  3. Outcomes — Connecting guidance to real financial impact

This mirrors how trust is actually built. And it works because clients feel informed, not pressured.

Step 1: Create Awareness Without Selling

Awareness starts with content. Not promotional content. Educational content.

Blogs, emails, and social posts that:

  • Explain new tax dynamics
  • Highlight common blind spots
  • Share planning scenarios
  • Ask better financial questions

This content isn’t about your services. It’s about your client’s world.

When clients repeatedly see you explaining what’s changing, you become their translator.

That’s the first advisory role.

Step 2: Educate Around Possibility

Once awareness exists, education expands the frame.

This is where you show clients:

  • What proactive planning looks like
  • How small decisions compound
  • Where missed opportunities hide
  • Why timing matters

Education reframes the relationship.

You’re no longer just filing returns. You’re helping clients think differently about money.

This is where advisory demand starts forming naturally.

Step 3: Anchor Everything to Outcomes

Advisory only works when outcomes are clear. Clients don’t buy meetings. They buy results.

Effective advisory messaging ties guidance to:

  • Cash flow improvement
  • Tax savings
  • Risk reduction
  • Growth clarity
  • Peace of mind

When clients see cause and effect, advisory stops feeling optional. It feels responsible.

Why Automation Matters More Than Ever

Here’s where many firms stall.

They understand the concept, but they don’t have the capacity to execute it consistently.

That’s where automation changes the equation.

Modern firms use automated, personalized marketing funnels to:

  • Deliver educational emails
  • Publish client-focused blogs
  • Share targeted social content
  • Surface advisory conversations naturally

This isn’t spam. It’s relevance at scale.

Clients receive the right message at the right time, without the firm manually driving every touchpoint.

What This Looks Like in Practice

For many firms, the transition looks like this:

  • Educational content runs continuously in the background
  • Clients begin asking better questions
  • Advisory conversations feel organic
  • Proposals feel expected, not forced
  • Pricing resistance drops

Advisory becomes a continuation of the relationship. Not a disruption.

The Quiet Advantage Firms Miss

The firms that win at advisory don’t push harder.

They explain better.

They let content do the heavy lifting. They let systems create consistency. They let trust compound.

By the time an advisory offer appears, the client already understands why it matters.

That’s not selling. That’s leadership.

The Bottom Line

You don’t transition clients to advisory with a pitch.

You transition them with clarity.

Awareness creates curiosity. Education creates confidence. Outcomes create commitment.

Firms that respect this sequence don’t lose clients. They deepen relationships.

This is exactly how we help firms make the transition.

Through automated, client-facing playbooks — including educational emails, blogs, and social content — firms can create awareness, educate clients, and surface advisory conversations naturally. Not with pitches, but with clarity. When advisory is positioned as guidance instead of an upsell, clients don’t resist it — they expect it.

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Webinar Series

How to Transition Clients from Compliance to Advisory (Without Losing Them)

By now, most tax and accounting firm owners understand the shift.

Compliance alone doesn’t create growth. Advisory does.

The problem isn’t awareness. The problem is fear.

Fear of upsetting clients.
Fear of sounding salesy.
Fear of changing relationships that “work fine.”

So firms stay stuck delivering compliance work, quietly knowing there’s more value they could be creating.

The good news? Clients don’t resist advisory. They resist surprise.

Why Most Advisory Transitions Fail

Most firms approach advisory the wrong way.

They:

  • Introduce it suddenly
  • Pitch it directly
  • Frame it as an add-on service
  • Lead with pricing instead of outcomes

From a client’s perspective, it feels abrupt.

“Why are you selling me something new?”

That reaction isn’t rejection. It’s confusion. Advisory transitions fail when firms try to sell before they educate.

The Safer Path: Awareness → Education → Outcomes

The firms that successfully move clients into advisory follow a predictable sequence.

Not a pitch. A progression.

  1. Awareness — Helping clients see what’s changing
  2. Education — Showing what’s possible
  3. Outcomes — Connecting guidance to real financial impact

This mirrors how trust is actually built. And it works because clients feel informed, not pressured.

Step 1: Create Awareness Without Selling

Awareness starts with content. Not promotional content. Educational content.

Blogs, emails, and social posts that:

  • Explain new tax dynamics
  • Highlight common blind spots
  • Share planning scenarios
  • Ask better financial questions

This content isn’t about your services. It’s about your client’s world.

When clients repeatedly see you explaining what’s changing, you become their translator.

That’s the first advisory role.

Step 2: Educate Around Possibility

Once awareness exists, education expands the frame.

This is where you show clients:

  • What proactive planning looks like
  • How small decisions compound
  • Where missed opportunities hide
  • Why timing matters

Education reframes the relationship.

You’re no longer just filing returns. You’re helping clients think differently about money.

This is where advisory demand starts forming naturally.

Step 3: Anchor Everything to Outcomes

Advisory only works when outcomes are clear. Clients don’t buy meetings. They buy results.

Effective advisory messaging ties guidance to:

  • Cash flow improvement
  • Tax savings
  • Risk reduction
  • Growth clarity
  • Peace of mind

When clients see cause and effect, advisory stops feeling optional. It feels responsible.

Why Automation Matters More Than Ever

Here’s where many firms stall.

They understand the concept, but they don’t have the capacity to execute it consistently.

That’s where automation changes the equation.

Modern firms use automated, personalized marketing funnels to:

  • Deliver educational emails
  • Publish client-focused blogs
  • Share targeted social content
  • Surface advisory conversations naturally

This isn’t spam. It’s relevance at scale.

Clients receive the right message at the right time, without the firm manually driving every touchpoint.

What This Looks Like in Practice

For many firms, the transition looks like this:

  • Educational content runs continuously in the background
  • Clients begin asking better questions
  • Advisory conversations feel organic
  • Proposals feel expected, not forced
  • Pricing resistance drops

Advisory becomes a continuation of the relationship. Not a disruption.

The Quiet Advantage Firms Miss

The firms that win at advisory don’t push harder.

They explain better.

They let content do the heavy lifting. They let systems create consistency. They let trust compound.

By the time an advisory offer appears, the client already understands why it matters.

That’s not selling. That’s leadership.

The Bottom Line

You don’t transition clients to advisory with a pitch.

You transition them with clarity.

Awareness creates curiosity. Education creates confidence. Outcomes create commitment.

Firms that respect this sequence don’t lose clients. They deepen relationships.

This is exactly how we help firms make the transition.

Through automated, client-facing playbooks — including educational emails, blogs, and social content — firms can create awareness, educate clients, and surface advisory conversations naturally. Not with pitches, but with clarity. When advisory is positioned as guidance instead of an upsell, clients don’t resist it — they expect it.

Guide

How to Transition Clients from Compliance to Advisory (Without Losing Them)

By now, most tax and accounting firm owners understand the shift.

Compliance alone doesn’t create growth. Advisory does.

The problem isn’t awareness. The problem is fear.

Fear of upsetting clients.
Fear of sounding salesy.
Fear of changing relationships that “work fine.”

So firms stay stuck delivering compliance work, quietly knowing there’s more value they could be creating.

The good news? Clients don’t resist advisory. They resist surprise.

Why Most Advisory Transitions Fail

Most firms approach advisory the wrong way.

They:

  • Introduce it suddenly
  • Pitch it directly
  • Frame it as an add-on service
  • Lead with pricing instead of outcomes

From a client’s perspective, it feels abrupt.

“Why are you selling me something new?”

That reaction isn’t rejection. It’s confusion. Advisory transitions fail when firms try to sell before they educate.

The Safer Path: Awareness → Education → Outcomes

The firms that successfully move clients into advisory follow a predictable sequence.

Not a pitch. A progression.

  1. Awareness — Helping clients see what’s changing
  2. Education — Showing what’s possible
  3. Outcomes — Connecting guidance to real financial impact

This mirrors how trust is actually built. And it works because clients feel informed, not pressured.

Step 1: Create Awareness Without Selling

Awareness starts with content. Not promotional content. Educational content.

Blogs, emails, and social posts that:

  • Explain new tax dynamics
  • Highlight common blind spots
  • Share planning scenarios
  • Ask better financial questions

This content isn’t about your services. It’s about your client’s world.

When clients repeatedly see you explaining what’s changing, you become their translator.

That’s the first advisory role.

Step 2: Educate Around Possibility

Once awareness exists, education expands the frame.

This is where you show clients:

  • What proactive planning looks like
  • How small decisions compound
  • Where missed opportunities hide
  • Why timing matters

Education reframes the relationship.

You’re no longer just filing returns. You’re helping clients think differently about money.

This is where advisory demand starts forming naturally.

Step 3: Anchor Everything to Outcomes

Advisory only works when outcomes are clear. Clients don’t buy meetings. They buy results.

Effective advisory messaging ties guidance to:

  • Cash flow improvement
  • Tax savings
  • Risk reduction
  • Growth clarity
  • Peace of mind

When clients see cause and effect, advisory stops feeling optional. It feels responsible.

Why Automation Matters More Than Ever

Here’s where many firms stall.

They understand the concept, but they don’t have the capacity to execute it consistently.

That’s where automation changes the equation.

Modern firms use automated, personalized marketing funnels to:

  • Deliver educational emails
  • Publish client-focused blogs
  • Share targeted social content
  • Surface advisory conversations naturally

This isn’t spam. It’s relevance at scale.

Clients receive the right message at the right time, without the firm manually driving every touchpoint.

What This Looks Like in Practice

For many firms, the transition looks like this:

  • Educational content runs continuously in the background
  • Clients begin asking better questions
  • Advisory conversations feel organic
  • Proposals feel expected, not forced
  • Pricing resistance drops

Advisory becomes a continuation of the relationship. Not a disruption.

The Quiet Advantage Firms Miss

The firms that win at advisory don’t push harder.

They explain better.

They let content do the heavy lifting. They let systems create consistency. They let trust compound.

By the time an advisory offer appears, the client already understands why it matters.

That’s not selling. That’s leadership.

The Bottom Line

You don’t transition clients to advisory with a pitch.

You transition them with clarity.

Awareness creates curiosity. Education creates confidence. Outcomes create commitment.

Firms that respect this sequence don’t lose clients. They deepen relationships.

This is exactly how we help firms make the transition.

Through automated, client-facing playbooks — including educational emails, blogs, and social content — firms can create awareness, educate clients, and surface advisory conversations naturally. Not with pitches, but with clarity. When advisory is positioned as guidance instead of an upsell, clients don’t resist it — they expect it.

Marketing & Client Acquisition

How to Transition Clients from Compliance to Advisory (Without Losing Them)

January 27, 2026
/
10
min read
Lee Reams
CEO | CountingWorks PRO

By now, most tax and accounting firm owners understand the shift.

Compliance alone doesn’t create growth. Advisory does.

The problem isn’t awareness. The problem is fear.

Fear of upsetting clients.
Fear of sounding salesy.
Fear of changing relationships that “work fine.”

So firms stay stuck delivering compliance work, quietly knowing there’s more value they could be creating.

The good news? Clients don’t resist advisory. They resist surprise.

Why Most Advisory Transitions Fail

Most firms approach advisory the wrong way.

They:

  • Introduce it suddenly
  • Pitch it directly
  • Frame it as an add-on service
  • Lead with pricing instead of outcomes

From a client’s perspective, it feels abrupt.

“Why are you selling me something new?”

That reaction isn’t rejection. It’s confusion. Advisory transitions fail when firms try to sell before they educate.

The Safer Path: Awareness → Education → Outcomes

The firms that successfully move clients into advisory follow a predictable sequence.

Not a pitch. A progression.

  1. Awareness — Helping clients see what’s changing
  2. Education — Showing what’s possible
  3. Outcomes — Connecting guidance to real financial impact

This mirrors how trust is actually built. And it works because clients feel informed, not pressured.

Step 1: Create Awareness Without Selling

Awareness starts with content. Not promotional content. Educational content.

Blogs, emails, and social posts that:

  • Explain new tax dynamics
  • Highlight common blind spots
  • Share planning scenarios
  • Ask better financial questions

This content isn’t about your services. It’s about your client’s world.

When clients repeatedly see you explaining what’s changing, you become their translator.

That’s the first advisory role.

Step 2: Educate Around Possibility

Once awareness exists, education expands the frame.

This is where you show clients:

  • What proactive planning looks like
  • How small decisions compound
  • Where missed opportunities hide
  • Why timing matters

Education reframes the relationship.

You’re no longer just filing returns. You’re helping clients think differently about money.

This is where advisory demand starts forming naturally.

Step 3: Anchor Everything to Outcomes

Advisory only works when outcomes are clear. Clients don’t buy meetings. They buy results.

Effective advisory messaging ties guidance to:

  • Cash flow improvement
  • Tax savings
  • Risk reduction
  • Growth clarity
  • Peace of mind

When clients see cause and effect, advisory stops feeling optional. It feels responsible.

Why Automation Matters More Than Ever

Here’s where many firms stall.

They understand the concept, but they don’t have the capacity to execute it consistently.

That’s where automation changes the equation.

Modern firms use automated, personalized marketing funnels to:

  • Deliver educational emails
  • Publish client-focused blogs
  • Share targeted social content
  • Surface advisory conversations naturally

This isn’t spam. It’s relevance at scale.

Clients receive the right message at the right time, without the firm manually driving every touchpoint.

What This Looks Like in Practice

For many firms, the transition looks like this:

  • Educational content runs continuously in the background
  • Clients begin asking better questions
  • Advisory conversations feel organic
  • Proposals feel expected, not forced
  • Pricing resistance drops

Advisory becomes a continuation of the relationship. Not a disruption.

The Quiet Advantage Firms Miss

The firms that win at advisory don’t push harder.

They explain better.

They let content do the heavy lifting. They let systems create consistency. They let trust compound.

By the time an advisory offer appears, the client already understands why it matters.

That’s not selling. That’s leadership.

The Bottom Line

You don’t transition clients to advisory with a pitch.

You transition them with clarity.

Awareness creates curiosity. Education creates confidence. Outcomes create commitment.

Firms that respect this sequence don’t lose clients. They deepen relationships.

This is exactly how we help firms make the transition.

Through automated, client-facing playbooks — including educational emails, blogs, and social content — firms can create awareness, educate clients, and surface advisory conversations naturally. Not with pitches, but with clarity. When advisory is positioned as guidance instead of an upsell, clients don’t resist it — they expect it.

Marketing & Client Acquisition

How to Transition Clients from Compliance to Advisory (Without Losing Them)

Tuesday, January 27, 2026

January 27, 2026
/
10
min read
Lee Reams
CEO | CountingWorks PRO

By now, most tax and accounting firm owners understand the shift.

Compliance alone doesn’t create growth. Advisory does.

The problem isn’t awareness. The problem is fear.

Fear of upsetting clients.
Fear of sounding salesy.
Fear of changing relationships that “work fine.”

So firms stay stuck delivering compliance work, quietly knowing there’s more value they could be creating.

The good news? Clients don’t resist advisory. They resist surprise.

Why Most Advisory Transitions Fail

Most firms approach advisory the wrong way.

They:

  • Introduce it suddenly
  • Pitch it directly
  • Frame it as an add-on service
  • Lead with pricing instead of outcomes

From a client’s perspective, it feels abrupt.

“Why are you selling me something new?”

That reaction isn’t rejection. It’s confusion. Advisory transitions fail when firms try to sell before they educate.

The Safer Path: Awareness → Education → Outcomes

The firms that successfully move clients into advisory follow a predictable sequence.

Not a pitch. A progression.

  1. Awareness — Helping clients see what’s changing
  2. Education — Showing what’s possible
  3. Outcomes — Connecting guidance to real financial impact

This mirrors how trust is actually built. And it works because clients feel informed, not pressured.

Step 1: Create Awareness Without Selling

Awareness starts with content. Not promotional content. Educational content.

Blogs, emails, and social posts that:

  • Explain new tax dynamics
  • Highlight common blind spots
  • Share planning scenarios
  • Ask better financial questions

This content isn’t about your services. It’s about your client’s world.

When clients repeatedly see you explaining what’s changing, you become their translator.

That’s the first advisory role.

Step 2: Educate Around Possibility

Once awareness exists, education expands the frame.

This is where you show clients:

  • What proactive planning looks like
  • How small decisions compound
  • Where missed opportunities hide
  • Why timing matters

Education reframes the relationship.

You’re no longer just filing returns. You’re helping clients think differently about money.

This is where advisory demand starts forming naturally.

Step 3: Anchor Everything to Outcomes

Advisory only works when outcomes are clear. Clients don’t buy meetings. They buy results.

Effective advisory messaging ties guidance to:

  • Cash flow improvement
  • Tax savings
  • Risk reduction
  • Growth clarity
  • Peace of mind

When clients see cause and effect, advisory stops feeling optional. It feels responsible.

Why Automation Matters More Than Ever

Here’s where many firms stall.

They understand the concept, but they don’t have the capacity to execute it consistently.

That’s where automation changes the equation.

Modern firms use automated, personalized marketing funnels to:

  • Deliver educational emails
  • Publish client-focused blogs
  • Share targeted social content
  • Surface advisory conversations naturally

This isn’t spam. It’s relevance at scale.

Clients receive the right message at the right time, without the firm manually driving every touchpoint.

What This Looks Like in Practice

For many firms, the transition looks like this:

  • Educational content runs continuously in the background
  • Clients begin asking better questions
  • Advisory conversations feel organic
  • Proposals feel expected, not forced
  • Pricing resistance drops

Advisory becomes a continuation of the relationship. Not a disruption.

The Quiet Advantage Firms Miss

The firms that win at advisory don’t push harder.

They explain better.

They let content do the heavy lifting. They let systems create consistency. They let trust compound.

By the time an advisory offer appears, the client already understands why it matters.

That’s not selling. That’s leadership.

The Bottom Line

You don’t transition clients to advisory with a pitch.

You transition them with clarity.

Awareness creates curiosity. Education creates confidence. Outcomes create commitment.

Firms that respect this sequence don’t lose clients. They deepen relationships.

This is exactly how we help firms make the transition.

Through automated, client-facing playbooks — including educational emails, blogs, and social content — firms can create awareness, educate clients, and surface advisory conversations naturally. Not with pitches, but with clarity. When advisory is positioned as guidance instead of an upsell, clients don’t resist it — they expect it.

Lee Reams
CEO | CountingWorks PRO

As the founder and CEO of CountingWorks, Inc, Lee is passionate about helping independent tax and accounting professionals compete in the modern age. From time-saving digital onboarding tools, world-class websites, and outbound marketing campaigns, Lee has been developing best-in-class marketing solutions for over twenty years.

Lee Reams
CEO | CountingWorks PRO

As the founder and CEO of CountingWorks, Inc, Lee is passionate about helping independent tax and accounting professionals compete in the modern age. From time-saving digital onboarding tools, world-class websites, and outbound marketing campaigns, Lee has been developing best-in-class marketing solutions for over twenty years.

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Create a year-long tax planning strategy for a freelancer earning $75,000 with multiple 1099 clients.

Below is a personalized, year-long tax planning strategy developed by CountingWorks, Inc., specifically for a freelancer earning $75,000 with multiple 1099 clients....

1. Establish a Robust Recordkeeping System

  • Dedicated Business Accounts: Open a separate business bank account and credit card to clearly define your income and expenses. This step not only simplifies your tax documentation but also aligns with our best-practices at CountingWorks.
  • ...

2. Manage Quarterly Estimated Tax Payments
...

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