In this episode of Fiscally Awesome, Hiline CEO Matt Gardner explores the art and science of strategic business pivots with a legal influencer, sales leader, and now CRO at Latitude, Alex Su.

From shifting professional identities to recognizing when your business model needs a refresh, this conversation digs into how successful leaders know when it's time to change direction—and how to do it without losing momentum.

Discover:

1. Why professionals trained to avoid risk often struggle to embrace necessary pivots
2. How to recognize when "the cheese has moved" in your industry before your competitors do
3. Practical strategies for balancing caution with the need for speed in business decisions
4. Why understanding your true audience is crucial when shifting direction
5. The financial implications of pivoting too late (or too early)

Whether you're a founder at a crossroads, a professional considering a career shift, or a small business leader watching market dynamics change, this episode delivers candid insights about making smart pivots that create lasting competitive advantage.

No jargon, no fluff—just straight talk about how to stay fiscally awesome when everything around you is changing.

Tune in and learn how to turn market disruption into your next opportunity!

About Fiscally Awesome
Want to unfu*k your finances? Fiscally Awesome is produced by Hiline, where we make small business finances stress-free so you can focus on building a great company. Visit our website or connect with us on LinkedIn to learn more.

Hosted by Matt Gardner, CEO and Co-Founder of Hiline. New episodes drop every other Thursday.

In this episode of the Fiscally Awesome Podcast, host Matt Gardner (Co-founder and CEO of Hiline) sits down with Dave Wieseneck, Expert in Residence at Ramp, for a deep dive into the evolving world of finance and accounting technology.

Dave and Matt explore how modern finance professionals are leveraging automation and AI to move beyond transaction processing and deliver true strategic value. As former auditors who've navigated similar career paths, they share candid insights about:

• The current state of finance technology and how it's finally catching up to other departments
• Why the traditional accounting skillset is being rapidly transformed by AI and automation
• How finance teams can architect the right tech stack for their organization's needs
• The bottlenecks preventing wider adoption of modern finance tools
• What finance professionals should be automating right now
• The exciting future where finance teams deploy AI agents to handle routine tasks

Whether you're a finance professional looking to stay ahead of industry trends, a founder wanting to modernize your financial operations, or simply curious about how AI is reshaping traditional roles, this conversation offers practical wisdom from two industry veterans.

About Fiscally Awesome
Want to unfu*k your finances? Fiscally Awesome is produced by Hiline, where we make small business finances stress-free so you can focus on building a great company. Visit our website or connect with us on LinkedIn to learn more.

Hosted by Matt Gardner, CEO and Co-Founder of Hiline. New episodes drop every other Thursday.

In this episode of Fiscally Awesome, Hiline CEO Matt Gardner sits down with multi-time founder Jeff Knauss to dig into the financial realities of scaling a service business.

Jeff shares the unfiltered truth about his journey from building Digital Hive (ranked 52nd on the Inc. 5000) to his successful exit and newest venture, Arcovo AI. From bootstrapped beginnings with a three-month-old at home to managing rapid growth, Jeff offers practical wisdom on:

1. Why "sales cures all" and how to develop this critical function beyond founder-led selling
2. Building and maintaining a championship team culture that drives performance
3. How to approach financial management when you "don't know what a P&L is"
4. The emerging opportunities in AI automation for small businesses
5. Why the most successful entrepreneurs obsess over how they spend their time

Whether you're running an agency, building a service business, or just trying to make sense of your financial data, this conversation delivers straight talk on what it really takes to build a fiscally awesome company.

Subscribe for more insights that make finance fun again!