ENTERPRISE SALES COACHING

ENTERPRISE SALES COACHING FOR SELLERS WHO WANT TO WIN THE BIGGEST DEALS OF THEIR CAREER

 

Enterprise sales is a different game.

More stakeholders. Longer sales cycles. Complex buying committees. Procurement, legal, security, and executives who are difficult to access. And when your number depends on a handful of high-value opportunities, you can’t afford to leave your biggest deals to chance.

Enterprise Sales Coaching helps you become the strategic seller your largest opportunities demand.

Untap Your Sales Potential provides enterprise sales coaching that helps ambitious sellers get to power, run deep discovery, build the business case and close complex opportunities, combining expert coaching, proven frameworks, accountability and real-world application.

EXPLORE COACHING

BOOK A FREE STRATEGY CALL

 

TRUSTED SELLERS FROM:

WHAT IS ENTERPRISE SALES COACHING?

COACHING FOR STRATEGIC,
NOT TRANSACTIONAL SELLING

What makes someone successful in transactional sales often stops working in enterprise. Ian learned that the hard way, missing quota three years in a row before rebuilding how he sold.

Enterprise sales coaching helps you make that shift. Rather than giving you another methodology to memorise, it helps you look at your actual:

  • Named accounts and territories
  • Account plans
  • Buying committees and relationship maps
  • Live opportunities and forecast
  • Executive relationships
  • Deal strategy and risks
  • Mindset and habits
  • Career and earnings

and decide what has to change for you to win the deals that matter.

 

THE OBJECTIVE ISN'T SIMPLY TO LEARN MORE.
IT'S TO PERFORM BETTER

What you learn when you do coaching with UYSP
WHY ENTERPRISE SELLERS SEEK COACHING

BIG DEALS FAIL QUIETLY, LONG BEFORE YOU LOSE THEM

Most enterprise sellers don't have an information problem. They have a strategy, access and consistency problem.

A deal that stalls in month six usually went wrong in the first meeting, at too low a level.

A champion who can't get budget was never really a champion.

A deal you lose to "no decision" was often never qualified against a real business driver.  

Coaching gives you an outside perspective on the deals that are too important to get wrong.

Build a Clear Plan

Turn your quota into a named account strategy, account plans and a weekly set of revenue-generating activities.

 

Improve Your Execution

Apply proven concepts to the accounts, executive meetings and negotiations in front of you right now.

 

Identify Blind Spots

Get challenged on your qualification, your stakeholder coverage and the assumptions holding up your forecast.

 

Stay Accountable

Create greater consistency between the number you say you want and what you actually do each week.

 

Build CONFIDENCE

Show up differently in front of the C-suite, in board-level conversations and in high-stakes negotiations.

 

Accelerate Your Development

Learn from coaches who have closed large, complex deals rather than relying entirely on trial and error.

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OUR COACHING PHILOSOPHY

MINDSET. HABITS. SKILLS.

UYSP's coaching methodology is built around the three areas required for sustainable high performance in enterprise sales.

STEP 1

MASTER YOUR MINDSET

How you think directly affects how you sell.

Coaching helps you develop the confidence, resilience and intentionality required to work long cycles, absorb setbacks and hold your nerve on deals that take quarters to land.

Areas include:


Finding your why
Living with integrity
Developing an all-in mindset
Moving from an inward to outward mindset
Focusing on revenue-generating activities
STEP 2

UPLEVEL YOUR HABITS

High performance comes from what you do consistently.
 
Coaching helps you build routines that protect selling time and make execution repeatable across a large, complex patch. .
 
Areas include:
 
Managing your energy
Focusing on what matters
Planning your day and your week
Removing low-value activities
Overcoming habits that hold you back
STEP 3

SHARPEN YOUR SKILLS

Apply modern strategic selling to the situations that decide enterprise deals.


Areas include:

Territory management and account planning
Prospecting to senior executives
Point-of-view development and messaging
Deep discovery and qualification
Impactful executive conversations
Business cases, ROI models, and proposals
Multi-threading and championshion enablement
Mutual action plans and deal strategy
Negotiation and closing
Income planning
EXPLORE OUR COACHING
COACHING THAT APPLIES TO REAL DEALS

BRING YOUR BIGGEST OPPORTUNITIES INTO THE COACHING

Enterprise sales coaching becomes most valuable when it moves beyond theory.

Members bring the deals they're working on right now into the coaching environment.

That could include:

The goal is to leave with greater clarity around what to do next.

A seven-figure opportunity stuck inside a buying committee
An executive sponsor you can't get access to
A deal you've been running too low in the organization
An account plan for a strategic logo
A business case that needs to survive a CFO review
A champion who needs arming to sell internally
A stalled deal you're trying to re-engage
Procurement, legal or security slowing the close
A forecast call you're not confident about
A multi-year negotiation heading into quarter-end
MULTIPLE WAYS TO GET COACHED

COACHING SHOULDN'T BE LIMITED
TO ONE CONVERSATION

UYSP provides members with multiple ways to get support depending on their membership level

WEEKLY LIVE GROUP COACHING

Work through mindset, habits, sales strategy and current challenges alongside other ambitious enterprise sellers.

 

DEAL ROOMS

Bring live opportunities into dedicated deal coaching sessions and work through strategy, risk and next steps.

 

OFFICE HOURS

Get additional access to ask questions and get support on what you're dealing with that week.

1-TO-1 COACHING

Gold members receive private coaching with a UYSP Certified Coach, while Platinum members receive direct private coaching with Ian Koniak.

ASK IAN GPT

Eligible members can access UYSP's AI coaching tool for additional support between live sessions.

COMMUNITY & ACCOUNTABILITY

Connect with other enterprise sales professionals through the UYSP community, peer support, local meetups and member events.

MEET YOUR COACHES

LEARN FROM PEOPLE WHO HAVE
CLOSED COMPLEX DEALS

UYSP coaches bring extensive experience across enterprise technology sales, leadership, complex deals, mindset and performance. They are trained in the UYSP methodology and focused on helping members turn coaching into action.


IAN KONIAK

FOUNDER + CEO

Ian built UYSP after his own transformation from missing quota three years in a row to becoming a top enterprise seller. He sold more than $100M across Salesforce and Ricoh and now coaches sellers around mindset, habits, purpose and modern sales strategy.


MIKE FIASCONE

CERTIFIED SALES COACH

Mike brings more than 25 years of enterprise sales experience, including leadership at DocuSign and experience coaching hundreds of sellers globally. 


CHRISTI CIVALIER

CERTIFIED SALES COACH

Christi brings more than three decades of high-stakes technology sales experience and more than $175M in lifetime sales, with particular experience in complex enterprise deals and C-suite negotiations. 


AMBER DEIBERT

MENTAL PERFORMANCE COACH

Amber focuses on the mental side of performance, helping sellers work through confidence, imposter syndrome, procrastination and self-sabotage.

 

 


ADAM CARROLL

CERTIFIED SALES COACH

Adam's background includes scaling SaaS teams, leading enterprise sellers and selling into Fortune 100 organizations.

 

 

 


STEVE MILTON

CERTIFIED SALES COACH

Steve brings more than 25 years of enterprise technology sales experience and specializes in executive prospecting, storytelling, point-of-view development and complex enterprise selling.

 

 

 

REAL RESULTS, REAL FOCUS

WHAT CAN ENTERPRISE SALES COACHING
HELP YOU IMPROVE?

Depending on your goals, coaching can help you work on:

Getting to Power

Reach senior executives directly instead of working your way up from a mid-level contact months too late.

Account Planning

Build real plans for your named accounts rather than filling in a template once a year.

Deep Discovery

Understand the business driver, the decision process and the cost of doing nothing.

Multi-Threading

Map the buying committee, build multiple relationships and reduce single-point-of-failure risk.

Champion Enablement

Arm the people selling for you internally with the language and materials that land with executives.

Business Case and ROI

Quantify value in terms a CFO will approve rather than a user will like.

Deal Strategy and Risk

Qualify honestly, identify what could kill the deal and agree a mutual action plan.

Negotiation and Closing

Create genuine urgency, protect your price and close without becoming needy.

MEMBER RESULTS

WHAT MEMBERS SAY

Results shown are from real members but are not typical. UYSP has not conducted studies of typical member outcomes, and most members do not achieve results like these. Earnings figures are self-reported by members. Your results depend on your effort, skill, role, employer, territory, and market conditions outside anyone's control. See full disclaimer below.

WHO IS ENTERPRISE SALES COACHING FOR?

FOR SELLERS CARRYING THE BIGGEST NUMBERS

You don't need to be struggling to benefit from coaching.

Some sellers seek coaching because they're behind on quota or worried about their role.

Others are already performing well but want to reach an entirely different level.

 

Enterprise sales coaching may be right for you if:

You're an enterprise, strategic or major account executive
You carry a named account patch
You're moving up from mid-market into enterprise
You want to increase your average deal size and ACV
You want to sell higher in the organization
Your deals stall in procurement or with no decision
You've reached a plateau
You want greater accountability
You want to develop faster
You're already performing well and want to reach the top 1%
EXPLORE OUR SALES COACHING

FIND THE COACHING THAT'S RIGHT FOR YOU

SALES COACHING


Start with an overview of the UYSP coaching approach, philosophy and membership options.


Explore Sales Coaching
TECH SALES COACHING


Coaching designed around the unique challenges of selling technology and complex solutions
 


Explore Tech Sales Coaching
SAAS SALES COACHING


Develop the skills required to succeed in fast-moving SaaS sales environments.

 

Explore SaaS Sales Coaching
B2B SALES COACHING


Build stronger prospecting, discovery, account strategy and closing skills for business-to-business selling.


Explore B2B Sales Coaching
1-TO-1 SALES COACHING 


Work directly with an experienced coach on your individual goals, challenges, and mindset and active opportunities.

Explore 1-to-1 Sales Coaching
BOOK A FREE STRATEGY CALL


Speak with someone about your best path.

 

BOOK NOW
FAQ

FREQUENTLY ASKED QUESTIONS ABOUT SALES COACHING

READY FOR THE BEST YEARS OF YOUR CAREER

READY TO SEE WHAT COACHING COULD UNLOCK FOR YOU?

You don't have to figure out your biggest accounts, your deals or your career on your own.

Get the outside perspective, strategy, accountability and support you need to identify what's holding you back and take the next step toward your potential.

BOOK A FREE STRATEGY CALL

*IMPORTANT: Earnings and Income Disclaimer

All testimonials on this page are from real UYSP members describing their own experiences. Their results are not typical, and their experiences do not guarantee similar results for you. Where members reference income, earnings, deal sizes, or quota attainment, those figures are self-reported by the members themselves. UYSP is a sales coaching and education company. Some of our marketing references the earnings of specific members, including members of our $500K Club. These are real outcomes achieved by individual members, but they represent a small fraction of everyone who has joined, and we have not conducted studies of the results of our typical member. You should not expect to achieve similar results, and we make no guarantee that you will earn any particular amount, improve your performance, or advance your career.

Sales results depend heavily on factors outside our control and yours, including your employer, your product, your territory, your quota, market conditions, and the broader economy. They also depend on your own effort, skill, consistency, and willingness to apply what you learn. Many members do not complete the program, do not apply what they learn, or apply it and still do not achieve the results they hoped for. Coaching is an investment in your development, not a purchase of an outcome. Please make your decision based on your own circumstances and budget, and do not join expecting a specific financial return.

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